Fumaronitrile → 2-(2,6-Dichloro-4-trifluoromethylphenylhydrazino)succinonitrile

HRID 1384494Notes

Reaction equation

HRID 1384494 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[NH:13][NH2:14].[C:15](#[N:20])/[CH:16]=[CH:17]/[C:18]#[N:19]>CS(C)=O.O>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:9])([F:11])[F:10])[CH:5]=[C:4]([Cl:12])[C:3]=1[NH:13][NH:14][CH:17]([CH2:16][C:15]#[N:20])[C:18]#[N:19]

Participants

5

Reactant 2

HCID 637930FumaronitrileHCID 688223[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine

Product 1

HCID 539339412-(2,6-Dichloro-4-trifluoromethylphenylhydrazino)succinonitrile

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2,6-dichloro-4-trifluoromethylphenylhydrazine (1.0 g) and fumaronitrile (1.0 g) in dimethylsulfoxide (10 ml) was heated at 100° C. for 7 hours. The cooled mixture was diluted with water and extracted (ether) to give, after evaporation and crystallization from dichloromethane/hexane, the title compound (0.828 g, 63%), m.p. 101-102° C.

Workup

  1. extractionextracted (ether)
  2. customto give
  3. customafter evaporation and crystallization from dichloromethane/hexane

Sources & evidence

ORD record
ord-354d5861b8424fd79a9ed8aba10df099
Source dataset
uspto-grants-2001_07
Patent number
US06258973B1

Reaction notes

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