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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745701Generated: October 30, 2026

Chloroacetyl chloride → HCID 53886132, compound

https://huagongshe.com/reaction/745701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantHCID 54221942HCID 54221942—
SolventTolueneHCID 1140—
ProductHCID 53886132HCID 5388613249.7%

Reaction Conditions

Temperature20 °C

Reaction Steps

17.3 g (0.1 mol) of N-but-2-enylidene-2,6-dimethylaniline were added dropwise to a solution of 11.3 g (0.1 mol) of chloroacetyl chloride in 10 ml of toluene at 20° C. The mixture was further stirred at 20° C. for 1 hour and 10.1 g (0.1 mol) of triethylamine were then added dropwise. The mixture was further stirred at 20° C. for 1 hour and the precipitate which separated off was filtered off under suction. The filtrate was washed with dilute aqueous bicarbonate solution and then with water, and was subsequently concentrated in vacuo. The residue was recrystallized from hexane. 12.4 g (49.7% of theory) of N-(1,3-butadienyl)-N-(2,6-dimethylphenyl)chloroacetamide were obtained in the form of colorless crystals of melting point 88° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04599448
Source datasetuspto-grants-1986_07
ORD IDord-efbf3d277a7a4ae6970043b9fe427547
Source noteuspto-grants-1986_07