Ammonia → 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrile

HRID 2057512

Reaction equation

HRID 2057512 reaction equation
[C:1]([C:3]1(C(O)=O)[C:5]([CH3:7])([CH3:6])[CH:4]1[CH:8]=[C:9]([Cl:11])[Cl:10])#[N:2].N>CN(C)C=O.O>[Cl:10][C:9]([Cl:11])=[CH:8][CH:4]1[C:5]([CH3:6])([CH3:7])[CH:3]1[C:1]#[N:2]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 12898171HCID 12898171, compound

Product 1

HCID 128981733-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrileYield 82%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

1-Cyano-2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylic acid (1.5 g) was dissolved in dimethylformamide (10 ml) and the solution was saturated with gaseous ammonia at 20° C. The solution was then stirred at 130° C. for 18 hours, then diluted with water (150 ml) and extracted with pentane. The extracts were dried (MgSO4) and the solvent was removed under reduced pressure to give the required 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropane nitrile, yield 82%.

Workup

  1. extractionextracted with pentane
  2. dry with materialThe extracts were dried (MgSO4)
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-167a28926ece4983889c124b87d386a7
Source dataset
uspto-grants-1980_07
Patent number
US04211720

Linked notes

Loading…