Malononitrile → 4-[[2-(benzenesulfonyl)phenyl]hydrazinylidene]pyrazole-3,5-diamine

반응식

[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][N:17]=[C:18]([C:21]#[N:22])[C:19]#[N:20])(=O)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(S(C2C=CC=CC=2N)(=O)=O)C=CC=CC=1.C(#N)CC#N.[OH2:44].[NH2:45][NH2:46]>>[NH2:22][C:21]1[C:18](=[N:17][NH:16][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:8])=[O:44])[C:19]([NH2:20])=[N:46][N:45]=1

참가 물질

반응물 4

HCID 8010Malononitrile

HCID 24654Hydrazine hydrate (1:1)2회

HCID 77956Benzenamine, 2-(phenylsulfonyl)-

HCID 219550612-[(2-Benzenesulfonylphenyl)hydrazono]malononitrile

생성물 1

HCID 1785091784-[[2-(benzenesulfonyl)phenyl]hydrazinylidene]pyrazole-3,5-diamine수율 20%

실험 절차

This compound was prepared using 94 mg (0.5 mmol) of 2-[(2-benzenesulfonylphenyl)-hydrazono]malononitrile, which was derived from 2-(phenylsulfonyl)aniline (233 mg, 1.0 mmol) and malononitrile (1.5 mmol) as described in Example 8, and hydrazine hydrate. Precipitate formed in the reaction tube approximately 20 min after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 68 mg (20%) of the title compound as an orange coloured solid.