Malononitrile → HCID 178503262, compound

HRID 254964Notes

Reaction equation

HRID 254964 reaction equation
CSC1C=CC(N[N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])=CC=1.[CH3:16][S:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1.C(#N)CC#N.O.[NH2:31][NH2:32]>>[CH3:16][S:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][N:10]=[C:11]2[C:12]([NH2:13])=[N:32][N:31]=[C:14]2[NH2:15])=[CH:20][CH:19]=1

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 660384-(Methylthio)anilineHCID 21955034HCID 21955034, compound

Product 1

HCID 178503262HCID 178503262, compound

Procedure

4-[(4-methylsulfanylphenyl)hydrazono]-4H-pyrazole-3,5-diamine was prepared using 108 mg (0.5 mmol) of 2-[(4-methylsulfanylphenyl)hydrazono]malononitrile, which was derived from 4-methylthioaniline (117 mg, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. Precipitate formed in the reaction tube immediately after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 95 mg (77%) of the compound as an orange solid.

Workup

  1. customPrecipitate formed in the reaction tube
  2. customThe resulting solid was isolated by filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-d4dc9216471c4c869b454379a6abeb67
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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