Hydrazine hydrate (1:1) → 6-Chloro-3-hydrazinyl-4-methylpyridazine

反応式

[NH:1](C1N=NC=CC=1)[NH2:2].[Cl:9][C:10]1[N:11]=[N:12][C:13]([Cl:17])=[CH:14][C:15]=1[CH3:16].O.[NH2:19][NH2:20]>>[Cl:9][C:10]1[N:11]=[N:12][C:13]([NH:1][NH2:2])=[CH:14][C:15]=1[CH3:16].[Cl:17][C:13]1[N:19]=[N:20][C:10]([NH:11][NH2:12])=[C:15]([CH3:16])[CH:14]=1

参加物

反応物 3

HCID 24654Hydrazine hydrate (1:1)

HCID 879233,6-Dichloro-4-methylpyridazine

HCID 122953913-Hydrazinopyridazine

生成物 2

HCID 114464906-Chloro-3-hydrazinyl-4-methylpyridazine

HCID 123768133-Chloro-6-hydrazinyl-4-methylpyridazine

実験手順

The hydrazino pyridazine starting materials can be prepared by known procedures. For example, 3,6-dichloro-4-methylpyridazine heated at reflux with excess hydrazine hydrate (50 percent in water) for 0.3 to 1 hour produces 3-chloro-4-methyl-6-hydrazinopyridazine and 3-chloro-5-methyl-6-hydrazinopyridazine. The isomers can be separated by fractional crystallization using ethanol as a solvent. See, Takahayashi, Pharm. Bull., 5, 229 (1957); Chem. Abstr. 52:6359, Linholter et al., Acta Chem. Scand. 16, 2389 (1962); Chem. Abstr. 59:1632g, Steck et al., J. Amer. Chem. Soc., 76, 4454 (1954) and Horning et al., J. Org. Chem., 20, 707 (1955).