Piperidine → alpha-Acetyl-beta-(2-methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazol-5-yl)-propenoic acid dimethylamide

반응식

[CH3:1][C:2]1[S:6][C:5]2=[N:7][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:9]([CH:10]=O)[N:4]2[N:3]=1.[CH3:18][N:19]([CH3:26])[C:20](=[O:25])[CH2:21][C:22]([CH3:24])=[O:23].N1CCCCC1>>[CH3:18][N:19]([CH3:26])[C:20](=[O:25])[C:21]([C:22](=[O:23])[CH3:24])=[CH:10][C:9]1[N:4]2[C:5]([S:6][C:2]([CH3:1])=[N:3]2)=[N:7][C:8]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

반응물 3

HCID 8082Piperidine

HCID 16278Dimethylacetoacetamide

HCID 127835242-Methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazole-5-carbaldehyde

생성물 1

HCID 53641409alpha-Acetyl-beta-(2-methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazol-5-yl)-propenoic acid dimethylamide

실험 절차

0.03 mole of 2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazol-5-carbaldehyde, 0.1 mole (13.0 g) of acetoacetic acid dimethylamide and 0.6 ml of piperidine were heated to 120° C. for 4 hours. The mixture was then cooled and the precipitate formed was recrystallised from 30 ml of ethyl acetate. After drying, α-acetyl-β-(2-methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazol-5-yl)-propenoic acid dimethylamide of melting point 185° to 187° C. was obtained.