Ammonia → 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile

HRID 1937104Notes

Reaction equation

HRID 1937104 reaction equation
N.[Cl:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[C:5]([Cl:13])[C:4]=1[NH:14][N:15]=[C:16]([CH2:19][C:20]#[N:21])[C:17]#[N:18]>O.C(O)C>[NH2:21][C:20]1[N:14]([C:4]2[C:3]([Cl:2])=[CH:8][C:7]([C:9]([F:11])([F:12])[F:10])=[CH:6][C:5]=2[Cl:13])[N:15]=[C:16]([C:17]#[N:18])[CH:19]=1

Participants

5

Reactant 2

HCID 222Ammonia2×HCID 853091952-(2,6-Dichloro-4-trifluoromethylphenylhydrazono)succinonitrile

Product 1

HCID 33039135-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrileYield 98.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

Ammonia (20 microlitres of an 8% ammonia solution in water) was added to a mixture of the above 2-(2,6-dichloro-4-trifluoromethylphenylhydrazono)-succinonitrile (0.077 g) in ethanol (1 ml) and water (0.2 ml) at 0° C. After 10 minutes the mixture was extracted (dichloromethane) and evaporated to give 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (0.076 g, 97% yield) Purity 98% (by hplc).

Workup

  1. extractionAfter 10 minutes the mixture was extracted (dichloromethane)
  2. customevaporated

Sources & evidence

ORD record
ord-615b3911969b404c9b247dcdf98c3125
Source dataset
uspto-grants-2002_05
Patent number
US06392081B1

Reaction notes

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