Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262447Generated: November 1, 2026

Phosgene → (2Z)-3-Amino-2-cyano-4-ethyl-2-hexenoyl chloride

https://huagongshe.com/reaction/2262447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
Reactant3-Amino-4-ethyl-2-methylhex-2-enenitrileHCID 57358235—
SolventTolueneHCID 1140—
Product(2Z)-3-Amino-2-cyano-4-ethyl-2-hexenoyl chlorideHCID 86595835—

Reaction Conditions

Temperature25 °C

Reaction Steps

250 ml toluene were cooled to 0° C. and 40 g (0.4 mol) of phosgene were added. After warming up to 25° C., 13.8 g (0.1 mol) of 3-amino-2-cyano-4-ethyl-2-hexene in toluene were added. The reaction mixture was heated at 70° C. for 4 h, then the unreacted phosgene was removed by blowing out with dry N2. After cooling to 25° C. the product precipitated. Filtration and washing with diethyl ether gave 12 g (60% of theory) of the title compound as a yellow solid (m. p. 102° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851411B2
Source datasetuspto-grants-2010_12
ORD IDord-26d3f2a9d7d74954bc3dda81b1fafb7c
Source noteuspto-grants-2010_12