Methylhydrazine → 4-Chloro-6-(1-methyl)hydrazino-2-methyl-5-nitropyridine-3-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:17])=[N:8][C:9](Cl)=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1[Cl:12])=[O:5])[CH3:2].[CH3:18][NH:19][NH2:20]>CO>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:17])=[N:8][C:9]([N:19]([CH3:18])[NH2:20])=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1[Cl:12])=[O:5])[CH3:2]Participants
4
Procedure
27.9 g. of 4,6-dichloro-2-methyl-5-nitropyridine-3-carboxylic acid ethyl ester (0.1 mol.) are dissolved in about 100 ml. methanol. At 50° C., 9.2 g. of methylhydrazine are dropped in and the mixture is stirred for 30 minutes. On cooling 4-chloro-6-(1-methyl)hydrazine-2-methyl-5-nitropyridine-3-carboxylic acid ethyl ester precipitates. Yield 18 g. (62.2%), m.p. 159°-161° (methanol).