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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 903421Generated: October 25, 2026

Chloroform → 3-[4-(8-Cyclohexyloctylamino)benzoyl]carboxythiazolidine

https://huagongshe.com/reaction/903421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantTimonacicHCID 9934—
ReactantEthyl thiazolidine-4-carboxylateHCID 103574—
Reactantp-(8-Cyclohexyloctyl)aminobenzoyl chloride hydrochlorideHCID 20475769—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
SolventAcetone sodium bicarbonateHCID 86737261—
Product3-[4-(8-Cyclohexyloctylamino)benzoyl]carboxythiazolidineHCID 20475813—

Reaction Steps

One-tenth mole of 4-(8-cyclohexyloctylamino)benzoyl chloride hydrochloride in methylene chloride is added to a solution of 0.1 mole of ethyl thiazolidine-4-carboxylate in chloroform containing two equivalents of triethylamine. After 5 hours at 20° C. the solution is filtered and evaporated to a white solid which is recrystallized from acetonitrile. By means of the alkaline hydrolysis method of Example 1, the ethyl ester is converted to the subject carboxylic acid. This acid is also prepared using the procedure of this Example except that the acylation of the thiazolidine-4-carboxylic acid is carried out in aqueous acetone sodium bicarbonate solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04227014
Source datasetuspto-grants-1980_10
ORD IDord-b7964c11b5f04165a73d39ad8d1f8a19
Source noteuspto-grants-1980_10