Acetic Acid → HCID 178497450、化合物

反応式

[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[NH:9]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][C:18]=2[C:20]([OH:22])=[O:21])[C:12](=O)[C:10]1=O.O.[C:24](O)(=O)C>>[CH:3]1[CH:4]=[CH:5][CH:6]=[C:1]2[C:2]=1[N:7]=[C:12]1[C:14]3[C:19](=[C:18]([C:20]([O:22][CH3:24])=[O:21])[CH:17]=[CH:16][CH:15]=3)[N:9]=[C:10]1[NH:8]2

参加物

反応物 4

HCID 176Acetic Acid

HCID 962Water

HCID 7243O-Phenylenediamine

HCID 27793832,3-dioxoindoline-7-carboxylic acid

生成物 1

HCID 178497450HCID 178497450、化合物

実験手順

A suspension of 3.96 g of 1,2-phenylenediamine and 7.00 g of 7-isatincarboxylic acid in 70 ml of acetic acid was heated under reflux for an hour. After completion of the reaction, the reaction solution was allowed to cool to room temperature, followed by addition of water, and resulting precipitate was collected by filtration. The thus obtained 7-indolo[2,3-b]quinolinecarboxylic acid and 170 ml of thionyl chloride were refluxed for 2 hours, and the excess thionyl chloride was evaporated. The residue, after addition of 250 ml of methanol, was stirred overnight. After addition of water, the resulting precipitate was collected by filtration, and purified by silica gel column chromatography to give methyl 7-indolo[2,3-b]quinoxalinecarboxylate.