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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2049795Generated: October 25, 2026

Ethanethioic acid, S-(3-chloro-2-methyl-3-oxopropyl) ester → 4,5-dihydro-4-chloro-1-(2-mercaptoacetyl)-1H-pyrrole-2-carboxylic acid

https://huagongshe.com/reaction/2049795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanethioic acid, S-(3-chloro-2-methyl-3-oxopropyl) esterHCID 103458—
ReactantL-ProlineHCID 145742—
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
Reactant4-ChloroprolineHCID 22810642—
ReactantAcetylthioacetylchlorideHCID 23301560—
Reactant4-chloro-L-proline tertbutyl esterHCID 57117873—
Product4,5-dihydro-4-chloro-1-(2-mercaptoacetyl)-1H-pyrrole-2-carboxylic acidHCID 23343196—

Reaction Steps

By substituting 4-chloro-L-proline tert-butyl ester [prepared from 4-chloro-L-proline by the procedure described in J.Am. Chem. Soc., 82, 3359 (1960) for L-proline] for the L-proline tert-butyl ester and 2-acetylthioacetyl chloride for the 3-acetylthio-2-methylpropanoyl chloride in the procedure of Example 1 and then submitting the product to the procedure of Example 2, 4,5-dihydro-4-chloro-1-(2-mercaptoacetyl)-1H-pyrrole-2-carboxylic acid is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04198515
Source datasetuspto-grants-1980_04
ORD IDord-c26e1ee94c1d468fa166b241cd2bf36c
Source noteuspto-grants-1980_04