Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057513Generated: October 25, 2026

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

https://huagongshe.com/reaction/2057513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4,6,6,6-Tetrachloro-2-cyano-3,3-dimethylhexanoic acidHCID 20434843—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrileHCID 1289817379%

Reaction Conditions

Temperature140 °C

Reaction Steps

4-Chloro-2-cyano-3,3-dimethyl-6,6,6-trichlorohexanoic acid (40 g) was dissolved in dimethyl formamide (66 ml) and the solution, at room temperature, was saturated with gaseous ammonia with no external cooling. The solution was stirred at 140° C. for 5 hours, then diluted with water and extracted with ether (3×100 ml). The ether solution was washed with saturated NaCl, dried over MgSO4 and evaporated to afford Compound A as a yellow oil (purity 85%) which partly crystallized on standing. Yield 79%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04211720
Source datasetuspto-grants-1980_07
ORD IDord-bd1e5a5e77bf49c7bc7ba1c55741634c
Source noteuspto-grants-1980_07