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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413154Generated: October 31, 2026

Acetone → 3-(3-Chloro-4-trifluoromethoxyphenyl)-5,5-dimethyl-hydantoin

https://huagongshe.com/reaction/2413154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactant2-Amino-2-methylpropionitrileHCID 88022—
ReactantHCID 15765405HCID 15765405—
Product3-(3-Chloro-4-trifluoromethoxyphenyl)-5,5-dimethyl-hydantoinHCID 13268065—

Reaction Conditions

Temperature45 °C

Reaction Steps

6.5 g (0.077 mol) of α-aminoisobutyronitrile are added dropwise to a solution of 17.1 g (0.072 mol) of 3-chloro-4-trifluoromethoxyphenyl isocyanate in 100 ml of acetone. The temperature increases to about 45° C. during this procedure. After the reaction has ceased, the solvent is evaporated off in vacuo, and the residue is then boiled for 1 hour with 80 ml of semi-concentrated hydrochloric acid. The 3-(3-chloro-4-trifluoromethoxyphenyl)-5,5-dimethyl-hydantoin formed during this process is recrystallized from toluene with the addition of petroleum ether. 16 g of product of melting point 104°-107° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04496575
Source datasetuspto-grants-1985_01
ORD IDord-43698cb3927f4f9295e2b3bd6adb0a53
Source noteuspto-grants-1985_01