Malononitrile → HCID 178503262, compound

HRID 2095130Notes

Reaction equation

HRID 2095130 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-0d7bc55901b34817a34a65dd10ec4afa
Source dataset
uspto-grants-2013_05
Patent number
US08445694B2

Reaction notes

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