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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033215Generated: November 2, 2026

2-Chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) ester → 5-Amino-2-chloro-4-fluorothiobenzoic acid (methoxycarbonylmethyl) ester

https://huagongshe.com/reaction/1033215

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) esterHCID 54056924—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product5-Amino-2-chloro-4-fluorothiobenzoic acid (methoxycarbonylmethyl) esterHCID 5399021791.6%

Reaction Steps

10.4 g of the resulting 2-chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) ester are hydrogenated with hydrogen under normal pressure in 150 ml of tetrahydrofuran at a temperature of from 20° to 25° C. in the presence of 2 g of Raney nickel catalyst. When the stoichiometric amount of hydrogen has been consumed, the catalyst is separated off and the solution is concentrated by evaporation to yield 8.6 g of 5-amino-2-chloro-4-fluorothiobenzoic acid (methoxycarbonylmethyl) ester having a melting point of from +88° to +89° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05310722
Source datasetuspto-grants-1994_05
ORD IDord-211d75b6286241d49ff602ad66f9a45a
Source noteuspto-grants-1994_05