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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033214Generated: November 3, 2026

Methyl Thioglycolate → 2-Chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) ester

https://huagongshe.com/reaction/1033214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl ThioglycolateHCID 16907—
Reactant2-Chloro-4-fluoro-5-nitrobenzoyl chlorideHCID 15124384—
Reactant9-[4-Chloro-2-fluoro-5-(methoxycarbonylmethylthiocarbonyl)-phenylimino]-8-thia-1,6-diazabicyclo[4.3.0]nonan-7-oneHCID 54242579—
SolventEthyl AcetateHCID 8857—
Product2-Chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) esterHCID 54056924—

Reaction Steps

The preparation of 9-[4-chloro-2-fluoro-5-(methoxycarbonylmethylthiocarbonyl)-phenylimino]-8-thia-1,6-diazabicyclo[4.3.0]nonan-7-one is given by way of example: ##STR22## 48 g of 2-chloro-4-fluoro-5-nitrobenzoic acid chloride are added dropwise, with stirring, at room temperature to a solution of 20 ml of thioglycolic acid methyl ester in 100 ml of ethyl acetate. The batch is stirred for 18 hours and then the solvent is evaporated off in vacuo to yield 19 g of 2-chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) ester in the form of an oil having nD23 : 1.5709.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05310722
Source datasetuspto-grants-1994_05
ORD IDord-1d7d8caf462e4bab92a4806ab67409e8
Source noteuspto-grants-1994_05