2-Chloroaniline → HCID 178509176, compound

HRID 254972Notes

Reaction equation

HRID 254972 reaction equation
ClC1C=CC=CC=1N[N:9]=[C:10]([C:13]#[N:14])[C:11]#[N:12].[Cl:15][C:16]1[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=1[NH2:18].C(#N)CC#N.O.[NH2:29][NH2:30]>>[Cl:15][C:16]1[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=1[NH:18][N:9]=[C:10]1[C:11]([NH2:12])=[N:30][N:29]=[C:13]1[NH2:14]

Participants

5

Reactant 4

HCID 72402-ChloroanilineHCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 108744[(2-chlorophenyl)hydrazono]malononitrile

Product 1

HCID 178509176HCID 178509176, compound

Procedure

4-[(2-chlorophenyl)hydrazono]-4H-pyrazole-3,5-diamine was prepared using 102 mg (0.5 mmol) of 2-[(2-chlorophenyl)hydrazono]malononitrile, which was derived from 2-chloroaniline (105 μL, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. Precipitate formed in the reaction tube approximately 10 minutes after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 34 mg (29%) of the compound as a yellow solid.

Workup

  1. customPrecipitate formed in the reaction tube approximately 10 minutes
  2. customThe resulting solid was isolated by filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-a3c90e0bb126491ab03c435b4da9d06c
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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