Tag: M.W:100-200

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthetic sympatholytic substances in the ergotamine series. V. Some derivatives of 1,2,3,4-tetrahydroquinoline》. Authors are Chiavarelli, Stefano; Marini-Bettol, G. B..The article about the compound:1,2,3,4-Tetrahydroquinoline-3-carboxylic acidcas:114527-53-6,SMILESS:OC(=O)C1CNC2=CC=CC=C2C1).Reference of 1,2,3,4-Tetrahydroquinoline-3-carboxylic acid. Through the article, more information about this compound (cas:114527-53-6) is conveyed.

cf. C.A. 46, 5602g. In connection with investigations aimed at establishing the relations between the chem. structure and biol. activity of compounds of the type of the alkaloids of Segale cornuta, it seemed of interest to study some 3-substituted derivatives of 1,2,3,4-tetrahydroquinoline (I), particularly since the structure of I is found in the lysergic acid mol. By a modification of the method of Gilman and Spatz (C.A. 35, 5495.2), 83 g. 3-quinolinecarboxylic acid (II), m. 275-6°, was obtained by refluxing 108 g. 3-cyanoquinoline (III) and 20% aqueous NaOH 2 hrs. The Na salt of II (25 g.) in 200 cc. water and 5 g. Raney Ni, hydrogenated 2 hrs. at 150° and 120 atm., filtered, the filtrate concentrated, acidified with HCl (d. 1.17) (to Congo red), and the precipitate purified by dilute EtOH yield 14 g. 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (IV), m. 236°, which with NH4OH yields the free acid, m. 145-6° (from EtOH). IV (0.2 g.) in 3 cc. anhydrous C5H5N and 1.6 g. Ac2O, refluxed 10 min., poured when cool into 10 cc. water + 6 cc. HCl, allowed to stand, and the precipitate purified by EtOH, yield the 1-Ac derivative, C12H14O2N, straw-colored, m. 152°. A suspension of 100 g. III in 1400 cc. MeOH refluxed 10 hrs. in a current of HCl gas (III.HCl forms first), most of the MeOH distilled, the residue poured into 3 l. ice-water, made alk. with K2CO3, kept ice-cold several hrs., and the precipitate purified by MeOH, yields 82 g. of Me 3-quinolinecarboxylate (V), m. 73-4°. V (36 g.) in 300 cc. MeOH with 5 g. Pd-C, hydrogenated at 60-65° under 90 atm., filtered, concentrated in vacuo, and allowed to stand, yields Me dihydro-3-quinolinecarboxylate (VI), m. 134-5°, is strongly fluorescent in Wood light (both solid and in solution), reduces neutral AgNO3 solution, is oxidized by dilute KMnO4; picrate, m. 187-9°. V (2 g.) in 50 cc. MeOH with 2 g. Raney Ni, hydrogenated 3 hrs. at 110° under 100 atm., filtered, and distilled at 115° (0.1 mm.); or 5 g. VI in 100 cc. MeOH with 4 g. Raney Ni and 1 g. 10% Pd-C, hydrogenated at 100° under 100 atm., and the product filtered, concentrated, and distilled in vacuo, yields the 1,2,3,4-tetrahydro derivative (VII), of VI, viscous oil, b0.3 124°. With HCl, it forms an HCl salt, m. 181-4°, and with picric acid a picrate, m. 151-3°. VII (1 g.) and 5-8 cc. concentrated HCl, heated in a sealed tube 3 hrs. at 100°, and the product purified by dilute EtOH, yield 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (VIII), m. 234°. N,N-Diethyl-3-quinolinecarboxamide (IX) (10 g.) in 100 cc. MeOH with 3 g. 10% Pd-C, hydrogenated 3 hrs. at 60° under 90 atm., filtered, concentrated, and the precipitate purified by EtOH, yields 1,2,3,4-tetrahydro derivative (X), m. 132-3°, forming with HCl a HCl salt, m. 160-1°. Hydrolyzed like VII, X yields VIII, m. 235-6°. 3-Aminoquinoline (XI) (144 g.) in 400 cc. tetrahydronaphthalene with 15 g. Raney Ni, hydrogenated at 55° under 90 atm., filtered, distilled in vacuo, and the residue rectified in vacuo, yields 127 g. crude product, b8 160-6°, which, fractionated and the fractions b. above 164° distilled in vacuo (0.8 mm.) at 250°, yields the 1,2,3,4-tetrahydro derivative (XII), m. 57°; picrate (from anhydrous EtOH), m. 205-6°; HCl salt (from EtOH by addition of Et2O), sinters 240°, m. 250°, turns violet by oxidation in air. XII oxidizes easily on exposure to air and light, and shows triboluminescence when rubbed with a wooden spatula. Benzoylated by the Schotten-Bauman method, XII gives a di-Bz derivative, C23H20O2N2, m. 201° (from EtOH). The distillation residue of XII (a fraction, b0.8 250°), fractionated further, gives a fraction, b0.4 234°, 3,3′-iminobis(1,2,3,4-tetrahydroquinoline) (XIII), very viscous resinous oil. With HCl, it forms a HCl salt (XIV), m. 254°, and with picric acid a picrate, m. 190-2°. In aqueous HCl solution, XIV gives with aqueous NaNO2 a yellow precipitate, which, purified by EtOH, yields the nitroso derivative, C18H18O3N6, m. 156°. Et2SO4 (9 cc.), added during 1 hr. to 15 g. XII in 200 cc. anhydrous Me2CO and 16 g. K2CO3, the mixture refluxed 6 hrs., filtered, evaporated, excess 20% aqueous NaOH added, the solution extracted with Et2O, the extract dried by K2CO3, evaporated, and the residue distilled in vacuo, yields 3-ethylamino-1,2,3,4-tetrahydroquinoline, b0.1 110-13°; picrate (from anhydrous EtOH), m. 198°. Et2SO4 (28 cc.), added during 1 hr. to 15 g. XII in 300 cc. anhydrous Me2CO and 48 g. K2CO3, the mixture refluxed 8 hrs., and the foregoing procedure followed, yields 3-diethylamino-1-ethyl-1,2,3,4-tetrahydroquinoline, b0.4 116°; picrate, m. 103-4°; HCl salt, very hygroscopic. The ultraviolet absorption spectra of II, IV, V, VI, VII, IX, X, XI, and XII are reproduced.

This literature about this compound(114527-53-6)Reference of 1,2,3,4-Tetrahydroquinoline-3-carboxylic acidhas given us a lot of inspiration, and I hope that the research on this compound(1,2,3,4-Tetrahydroquinoline-3-carboxylic acid) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Some transformations of 2,4-dimethylpyrrole, published in 1923, which mentions a compound: 2199-44-2, Name is Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, Molecular C9H13NO2, Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.

From 0.9 g. 2,4-dimethylpyrrole (I) and 0.8 g. MeCN in cold Et2O saturated with dry HCl and allowed to stand 1 day is obtained 0.7 g. of the ketimine, m. 100°, sublimes 100° (HCl salt, green needles), of 2,4-dimethyl-5-acetylpyrrole (II). The ketimine is reduced by H and Pt sponge in alc. to I and when boiled with H2O to disappearance of the NH3 odor, 0.7 g. of it gives 0.3 g. II, m. 121°. 2,4-Dimethyl-5-chloroacetylpyrrole (0.9 g. from 1 g. I and 1 g. MeCN in cold Et2O saturated with dry HCl and allowed to stand 0.5 hr. in ice), m. 143°, gives in alc. with 30% NHMe2 after 0.5 hr. at 100° the 5-dimethylaminoacetyl derivative, m. 110°, while 0.5 g. boiled 0.5 min. in alc. with 40% HCHO and a few drops concentrated HCl yields 0.4 g. bis-[2,4-dimethyl-5-chloroacetylpyrryl]methane, m. 258°, which with NHMe2 in alc. gives the bis-5-dimethylaminoacetyl derivative m. 170°. I (1 g.) boiled up several times with 2 g. of 90% HCO2H and 10 drops of 20% HClO4 and allowed to stand 1 day gives 0.5 g. of the perchlorate, becomes discolored 200°, does not m. 260°, of bis-[2,4-dimethyl-pyrryl]methene, yellow, m. 117°. 2,4-Dimethyl-5-carbethoxypyrrole (III), obtained in 60-70% yield from I and EtMgBr and subsequent treatment with ClCO2Et, m. 125°, gives a positive Ehrlich aldehyde reaction in the cold, is hydrolyzed by boiling 50% KOH to the free acid, m. 136°, also obtained from the above Grignard compound with CO2. 2,4-Dimethyl-5-carbethoxypyrrole-3-aldehyde (IV). obtained in 85% yield from III and HCN in cold Et2O saturated with dry HCl and subsequent decomposition of the resulting imide chloride with hot H2O, m. 145°, gives a faint Ehrlich aldehyde reaction in the cold, more strongly on heating; 3 g. heated with 1:1 KOH until completely dissolved (about 15 min.) gives 2.2 g. of the free 5-carboxyaldehyde, m. 230°, which on distillation in vacuo yields 2,4-dimethylpyrrole-3-aldehyde, m. 126°, gives a positive aldehyde reaction even in the cold. Phenylhydrazone of IV, m. 204°. Azlactone, C19H18O4N2 (1.3 g. from 1.2 g. IV, 1.8 g. hippuric acid, 2.2 g. NaOAc and 20 cc. Ac2O heated 35 min. on the H2O bath), m. 232°. Oxime, m. 196-7°, converted by boiling NaOAc-Ac2O into the nitrile, C10H12O2N2, m. 171°. Semicarbazone, m. 285° (decomposition), converted by Na in alc. after 8 hrs. at 160-70° into 2,3,4-trimethylpyrrole. 2,4-Dimethyl-5-carbethoxy-3-chloroacetylpyrrole, from III and ClCH2CN, m. 163°, gives a faint positive Ehrlich reaction on heating, is highly sternutatory when powdered, gives in boiling alc. with aqueous KCN the 3-cyanoacetyl derivative, m. 172-3°.

This literature about this compound(2199-44-2)Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylatehas given us a lot of inspiration, and I hope that the research on this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Category: thiazolidine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Pyrroles with isoprenoid substituents. Author is Nizhnik, A. N.; Mironov, A. F..

Pyrroles I (R1 = CO2Et, R2 = Me, CHO; R1 = I, R2 = CHO, 4,4,6-trimethyl-m-dioxan-2-yl; R1 = H, R2 = CHO) were prepared in 53-92% yield, e.g., acylation of 2,4-dimethyl-5-carbiethoxypyrrole with Me[MeCHCH2CH2CH2]3COCl gave 53% I (R1 = CO2Et, R2 = Me) (II). Treatment of II with NaBH4 gave 96% III [R1 = CH(OH)(CH2CH2CH2CHMe)3Me], which was dehydrated to give 93% III [R1 = CH:CH(CH2CH2CHMeCH2)3H]. III [R1 = CH2CH2(CH2CH2CHMeCH2)3H, CCl:CH(CH2CH2CHMeCH2)3H, CC(CH2CH2CHMeCH2)3H] were also prepared

This literature about this compound(2199-44-2)Category: thiazolidinehas given us a lot of inspiration, and I hope that the research on this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Characterization, chemical optimization and anti-tumor activity of a tubulin poison identified by a p53-based phenotypic screen.Category: thiazolidine.

A robust p53 cell-based assay that exploits p53’s function as a transcription factor was used to screen a small mol. library and identify bioactive small mols. with potential antitumor activity. Unexpectedly, the majority of the highest ranking hit compounds from this screen arrest cells in mitosis and most of them impair polymerization of tubulin in cells and in vitro. One of these novel compounds, JJ78:1, was subjected to structure-activity relationship studies and optimized leading to the identification of JJ78:12. This mol. is significantly more potent than the original hit JJ78:1, as it is active in cells at two-digit nanomolar concentrations and shows clear antitumor activity in a mouse xenograft model as a single agent. The effects of nocodazole, a well established tubulin poison, and JJ78:12 on p53 levels are remarkably similar, supporting that tubulin depolymerization is the main mechanism by which JJ78:12 treatment leads to p53 activation in cells. In summary, these results identify JJ78:12 as a potential cancer therapeutic, demonstrate that screening for activators of p53 in a cell-based assay is an effective way to identify inhibitors of mitosis progression and highlights p53’s sensitivity to alterations during mitosis.

This literature about this compound(2199-44-2)Category: thiazolidinehas given us a lot of inspiration, and I hope that the research on this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Recommanded Product: 2199-44-2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Synthesis of cyanopyrroles. Author is Cheng, Ling Jiang; Lightner, David A..

Regioselective synthesis of α-cyanopyrroles (vs. α-alkoxycarbonylpyrroles) using oximinocyanoacetate esters in a Knorr-type reductive condensation with β-diketones can be directed by the presence of water. Thus, HON:C(CN)CO2Me was reacted with CH2Ac2 in hot AcOH in the presence of Zn dust to give exclusively 3,5-dimethylpyrrole-2-carbonitrile when the AcOH was wet. Whereas, in glacial AcOH, only Me 3,5-dimethylpyrrole-2-carboxylate was isolated in ∼40% yield.

In addition to the literature in the link below, there is a lot of literature about this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate)Recommanded Product: 2199-44-2, illustrating the importance and wide applicability of this compound(2199-44-2).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of pyrrolecarboxaldehydes》. Authors are Ghigi, Elisa; Drusiani, Annamaria.The article about the compound:Ethyl 3,5-Dimethyl-2-pyrrolecarboxylatecas:2199-44-2,SMILESS:O=C(C1=C(C)C=C(C)N1)OCC).Computed Properties of C9H13NO2. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

HCO-NMe2 (I) (23.89 g.) and 58.25 g. POCl3 warmed after 10 min. to 60°, treated dropwise in 1.5 hrs. with 18 g. 2,4-dimethylpyrrole in an equal volume of I, the mixture stirred 1 hr. at 60°, poured into 333 g. ice and 245 g. fused NaOAc, the mixture boiled, cooled, extracted with Et2O, the extract evaporated free from Et2O and made alk. with powd. Na2CO3, filtered, and the residual product (II) dried. Further extraction of the filtrate with Et2O gave another 0.69 g. II. II boiled in petr. ether, the solution purified with C, filtered and cooled gave 0.6 g. (crude) 2,4-dimethyl-3,5-pyrroledicarboxaldehyde, m. 165-6° (from H2O), and 9.6 g. (crude) 2,4-dimethyl-5-pyrrolecarboxaldehyde, m. 89-90° (from H2O). Similarly, I and POCl3 at 60°, treated dropwise with stirring with 2,4-dimethyl-8-ethylpyrrole gave 2,4-dimethyl-3-ethyl-5-pyrrolecarboxaldehyde, m. 105-6°. In the same way, 1.79 g. I and 4.37 g. POCl3 treated with 1.35 g. 2,3,4-trimethylpyrrole gave 0.3 g. 2,3,4-trimethyl-5-pyrrolecarboxaldehyde, m. 147°; 2.6 g. I and 6.32 g. POCl3 with 3 g. Et 2,4-dimethyl-3-pyrrolecarboxylate in I yielded Et 2,4-dimethyl-5-formyl-3-pyrrolecarboxylate, m. 165°; 8.6 g. I and 21 g. POCl3 with 10 g. Et 2,4-dimethyl-5-pyrrolecarboxylate and 10 g. I produced 11.2 g. Et 2,4-dimethyl-3-formyl-5-pyrrolecarboxylate, m. 145°. Heating 20 g. 2,4-dimethyl-5-carbethoxy-3-pyrrolecarboxylate at 200° with 200 g. quinoline and 2 g. finely divided pure Cu to cessation of CO2 evolution, cooling, filtering, acidifying the filtrate with 50% HCl, filtering, washing the precipitate with H2O, and drying gave 11.2 g. Et 2,4-dimethyl-5-pyrrolecarboxylic acid, m. 122°.

In addition to the literature in the link below, there is a lot of literature about this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate)Computed Properties of C9H13NO2, illustrating the importance and wide applicability of this compound(2199-44-2).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Category: thiazolidine. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Some mercuration reactions of substituted pyrroles.

Mercuration of N-unsubstituted pyrroles with mercury(II) acetate results in immediate precipitation of the N-mercurated derivative, which is insoluble in virtually all organic solvents. If the pyrrole N atom is protected (e.g. with Me, CH2OCH2Ph, or CO2CMe3) then mercuration takes place efficiently at unsubstituted pyrrole carbons. Subsequent palladium/olefin (Heck-type) reactions afford the corresponding pyrrole acrylate when, for example, the olefin is Me acrylate; deprotection (when the N-substituent is CH2OCH2Ph or CO2CMe3) then affords the required carbon-substituted pyrrole. Attempts to deprotect the N-methylpyrroles were unsuccessful.

In addition to the literature in the link below, there is a lot of literature about this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate)Category: thiazolidine, illustrating the importance and wide applicability of this compound(2199-44-2).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthetic sympatholytic substances in the ergotamine series. V. Some derivatives of 1,2,3,4-tetrahydroquinoline》. Authors are Chiavarelli, Stefano; Marini-Bettol, G. B..The article about the compound:1,2,3,4-Tetrahydroquinoline-3-carboxylic acidcas:114527-53-6,SMILESS:OC(=O)C1CNC2=CC=CC=C2C1).Related Products of 114527-53-6. Through the article, more information about this compound (cas:114527-53-6) is conveyed.

cf. C.A. 46, 5602g. In connection with investigations aimed at establishing the relations between the chem. structure and biol. activity of compounds of the type of the alkaloids of Segale cornuta, it seemed of interest to study some 3-substituted derivatives of 1,2,3,4-tetrahydroquinoline (I), particularly since the structure of I is found in the lysergic acid mol. By a modification of the method of Gilman and Spatz (C.A. 35, 5495.2), 83 g. 3-quinolinecarboxylic acid (II), m. 275-6°, was obtained by refluxing 108 g. 3-cyanoquinoline (III) and 20% aqueous NaOH 2 hrs. The Na salt of II (25 g.) in 200 cc. water and 5 g. Raney Ni, hydrogenated 2 hrs. at 150° and 120 atm., filtered, the filtrate concentrated, acidified with HCl (d. 1.17) (to Congo red), and the precipitate purified by dilute EtOH yield 14 g. 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (IV), m. 236°, which with NH4OH yields the free acid, m. 145-6° (from EtOH). IV (0.2 g.) in 3 cc. anhydrous C5H5N and 1.6 g. Ac2O, refluxed 10 min., poured when cool into 10 cc. water + 6 cc. HCl, allowed to stand, and the precipitate purified by EtOH, yield the 1-Ac derivative, C12H14O2N, straw-colored, m. 152°. A suspension of 100 g. III in 1400 cc. MeOH refluxed 10 hrs. in a current of HCl gas (III.HCl forms first), most of the MeOH distilled, the residue poured into 3 l. ice-water, made alk. with K2CO3, kept ice-cold several hrs., and the precipitate purified by MeOH, yields 82 g. of Me 3-quinolinecarboxylate (V), m. 73-4°. V (36 g.) in 300 cc. MeOH with 5 g. Pd-C, hydrogenated at 60-65° under 90 atm., filtered, concentrated in vacuo, and allowed to stand, yields Me dihydro-3-quinolinecarboxylate (VI), m. 134-5°, is strongly fluorescent in Wood light (both solid and in solution), reduces neutral AgNO3 solution, is oxidized by dilute KMnO4; picrate, m. 187-9°. V (2 g.) in 50 cc. MeOH with 2 g. Raney Ni, hydrogenated 3 hrs. at 110° under 100 atm., filtered, and distilled at 115° (0.1 mm.); or 5 g. VI in 100 cc. MeOH with 4 g. Raney Ni and 1 g. 10% Pd-C, hydrogenated at 100° under 100 atm., and the product filtered, concentrated, and distilled in vacuo, yields the 1,2,3,4-tetrahydro derivative (VII), of VI, viscous oil, b0.3 124°. With HCl, it forms an HCl salt, m. 181-4°, and with picric acid a picrate, m. 151-3°. VII (1 g.) and 5-8 cc. concentrated HCl, heated in a sealed tube 3 hrs. at 100°, and the product purified by dilute EtOH, yield 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (VIII), m. 234°. N,N-Diethyl-3-quinolinecarboxamide (IX) (10 g.) in 100 cc. MeOH with 3 g. 10% Pd-C, hydrogenated 3 hrs. at 60° under 90 atm., filtered, concentrated, and the precipitate purified by EtOH, yields 1,2,3,4-tetrahydro derivative (X), m. 132-3°, forming with HCl a HCl salt, m. 160-1°. Hydrolyzed like VII, X yields VIII, m. 235-6°. 3-Aminoquinoline (XI) (144 g.) in 400 cc. tetrahydronaphthalene with 15 g. Raney Ni, hydrogenated at 55° under 90 atm., filtered, distilled in vacuo, and the residue rectified in vacuo, yields 127 g. crude product, b8 160-6°, which, fractionated and the fractions b. above 164° distilled in vacuo (0.8 mm.) at 250°, yields the 1,2,3,4-tetrahydro derivative (XII), m. 57°; picrate (from anhydrous EtOH), m. 205-6°; HCl salt (from EtOH by addition of Et2O), sinters 240°, m. 250°, turns violet by oxidation in air. XII oxidizes easily on exposure to air and light, and shows triboluminescence when rubbed with a wooden spatula. Benzoylated by the Schotten-Bauman method, XII gives a di-Bz derivative, C23H20O2N2, m. 201° (from EtOH). The distillation residue of XII (a fraction, b0.8 250°), fractionated further, gives a fraction, b0.4 234°, 3,3′-iminobis(1,2,3,4-tetrahydroquinoline) (XIII), very viscous resinous oil. With HCl, it forms a HCl salt (XIV), m. 254°, and with picric acid a picrate, m. 190-2°. In aqueous HCl solution, XIV gives with aqueous NaNO2 a yellow precipitate, which, purified by EtOH, yields the nitroso derivative, C18H18O3N6, m. 156°. Et2SO4 (9 cc.), added during 1 hr. to 15 g. XII in 200 cc. anhydrous Me2CO and 16 g. K2CO3, the mixture refluxed 6 hrs., filtered, evaporated, excess 20% aqueous NaOH added, the solution extracted with Et2O, the extract dried by K2CO3, evaporated, and the residue distilled in vacuo, yields 3-ethylamino-1,2,3,4-tetrahydroquinoline, b0.1 110-13°; picrate (from anhydrous EtOH), m. 198°. Et2SO4 (28 cc.), added during 1 hr. to 15 g. XII in 300 cc. anhydrous Me2CO and 48 g. K2CO3, the mixture refluxed 8 hrs., and the foregoing procedure followed, yields 3-diethylamino-1-ethyl-1,2,3,4-tetrahydroquinoline, b0.4 116°; picrate, m. 103-4°; HCl salt, very hygroscopic. The ultraviolet absorption spectra of II, IV, V, VI, VII, IX, X, XI, and XII are reproduced.

In addition to the literature in the link below, there is a lot of literature about this compound(1,2,3,4-Tetrahydroquinoline-3-carboxylic acid)Related Products of 114527-53-6, illustrating the importance and wide applicability of this compound(114527-53-6).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Computed Properties of C10H11NO2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1,2,3,4-Tetrahydroquinoline-3-carboxylic acid, is researched, Molecular C10H11NO2, CAS is 114527-53-6, about Structure-based design of 3-carboxy-substituted 1,2,3,4-tetrahydroquinolines as inhibitors of myeloid cell leukemia-1 (Mcl-1).

Mcl-1 has recently emerged as an attractive target to expand the armamentarium in the war on cancer. Using structure-based design, 3-carboxy-substituted 1,2,3,4-tetrahydroquinolines were developed as a new chemotype to inhibit the Mcl-1 oncoprotein. The most potent compound inhibited Mcl-1 with a Ki of 120 nM, as determined by a fluorescence polarization competition assay. Direct binding was confirmed by 2D 1H-15N HSQC NMR spectroscopy with 15N-Mcl-1, which indicated that interactions with R263 and T266, and occupation of the p2 pocket are likely responsible for the potent binding affinity. The short and facile synthetic chem. to access target mols. is expected to mediate lead optimization.

In addition to the literature in the link below, there is a lot of literature about this compound(1,2,3,4-Tetrahydroquinoline-3-carboxylic acid)Computed Properties of C10H11NO2, illustrating the importance and wide applicability of this compound(114527-53-6).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

HPLC of Formula: 2199-44-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Double-helical dinuclear bis(dipyrromethene) complexes Formed by self-assembly. Author is Thompson, Alison; Dolphin, David.

Bis(dipyrromethene) ligands linked by an alkyl spacer between β and β’ positions (I; n = 1, 2, 3) give helical dimers or monomers, dependent upon the length of the alkyl linker, upon complexation. Ligands consisting of methylene, ethylene, and propylene linkers -(CH2)n- (n = 1, 2, and 3) give helical dimers, while longer linking chains (n = 4, 5, or 6) give monomers or mixtures of dimers and monomers. X-ray crystal structures of the dimeric Zn complexes (n = 1, 2, and 3) reveal that the angles between dipyrromethene planes and the extent of helicity in the complexes differ as the length of the linker varies. The extent of helicity was assessed and is dependent upon the length and, specifically, the conformational preferences of the alkyl spacer unit. The presence of an ethylene linker gave complexes of greatest helicity. The use of a methylene spacer gave less helical structures upon complexation, while propylene spacers gave only slightly helical complexes. These studies identify the crucial importance that the conformational preferences of the β-β’ alkyl spacer group plays in the coordination algorithm of self-assembly to form dipyrromethene based complexes.

In addition to the literature in the link below, there is a lot of literature about this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate)HPLC of Formula: 2199-44-2, illustrating the importance and wide applicability of this compound(2199-44-2).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com