e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Journal of the Chemical Society (Resumed)

559. Quinaldine and 4-hydroxyquinaldine derivatives from m-chloroaniline and m-toluidine

AM Spivey, FHS Curd

Index: Spivey; Curd Journal of the Chemical Society, 1949 , p. 2656,2660

Full Text: HTML

Citation Number: 8

Abstract

Doebner-Miller and Conrad-Limpach syntheses with m-chloroaniline and m-toluidine have been investigated and optimum reaction conditions determined. The isomers obtained have been separated an orientated and the proportions of 5-to 7-substituted quinaldines and 5-

Ethyl acetoacetate Structure

Ethyl acetoacetate

3-Toluidine Structure

~%

ethyl 3-(3-methylanilino)but-2-enoate Structure

ethyl 3-(3-meth...

7-chloro-2-methyl-quinoline-1-oxide Structure

7-chloro-2-meth...

~%

4,7-dichloro-2-methylquinoline Structure

4,7-dichloro-2-...

7-Chloro-2-methylquinoline Structure

7-Chloro-2-meth...

~%

4,7-dichloro-2-methylquinoline Structure

4,7-dichloro-2-...

4-chloro-2,7-dimethylquinoline Structure

4-chloro-2,7-di...

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

2,7-dimethyl-1H-quinolin-4-one Structure

2,7-dimethyl-1H...

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

ethyl 3-(3-methylanilino)but-2-enoate Structure

ethyl 3-(3-meth...

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

3-Toluidine Structure

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

3-Toluidine Structure

paraldehyde Structure

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

2,5-Dimethylquinoline Structure

2,5-Dimethylqui...

Hydrochloric acid Structure

Hydrochloric acid

3-Toluidine Structure

paraldehyde Structure

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

Detail

Sulfuric acid Structure

3-Toluidine Structure

Sodium 3-nitrobenzenesulfonate Structure

Sodium 3-nitrob...

paraldehyde Structure

~%

Detail

5-Chloro-2-methylquinoline trihydrate Structure

5-Chloro-2-meth...

~%

4,5-Dichloro-2-methylquinoline Structure

4,5-Dichloro-2-...

3-Toluidine Structure

~%

2,7-dimethyl-1H-quinolin-4-one Structure

2,7-dimethyl-1H...

ethyl 3-(3-methylanilino)but-2-enoate Structure

ethyl 3-(3-meth...

~%

2,7-dimethyl-1H-quinolin-4-one Structure

2,7-dimethyl-1H...

4-Quinolinol, 2,5-dimethyl- Structure

4-Quinolinol, 2...

4-Chloro-2,5-dimethylquinoline Structure

4-Chloro-2,5-di...

~%

2,5-Dimethylquinoline Structure

2,5-Dimethylqui...

4-Quinolinol, 2,5-dimethyl- Structure

4-Quinolinol, 2...

~%

2,5-Dimethylquinoline Structure

2,5-Dimethylqui...

ethyl 3-(3-methylanilino)but-2-enoate Structure

ethyl 3-(3-meth...

~%

2,5-Dimethylquinoline Structure

2,5-Dimethylqui...

3-Toluidine Structure

~%

2,5-Dimethylquinoline Structure

2,5-Dimethylqui...

3-Toluidine Structure

paraldehyde Structure

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

2,5-Dimethylquinoline Structure

2,5-Dimethylqui...

Hydrochloric acid Structure

Hydrochloric acid

3-Toluidine Structure

paraldehyde Structure

~%

2,7-Dimethylquinoline Structure

2,7-Dimethylqui...

Detail

Sulfuric acid Structure

3-Toluidine Structure

Sodium 3-nitrobenzenesulfonate Structure

Sodium 3-nitrob...

paraldehyde Structure

~%

Detail

5-Chloro-2-methylquinoline trihydrate Structure

5-Chloro-2-meth...

~%

5-chloroquinoline-2-carboxylic acid Structure

5-chloroquinoli...

3-Chloroaniline Structure

3-Chloroaniline

~%

5-chloroquinoline-2-carboxylic acid Structure

5-chloroquinoli...

2,7-dimethyl-1H-quinolin-4-one Structure

2,7-dimethyl-1H...

~%

4-chloro-2,7-dimethylquinoline Structure

4-chloro-2,7-di...

ethyl 3-(3-methylanilino)but-2-enoate Structure

ethyl 3-(3-meth...

~%

4-chloro-2,7-dimethylquinoline Structure

4-chloro-2,7-di...