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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292003Generated: October 28, 2026

3-(Trifluoromethyl)aniline → 3-hydroxy-N-[3-(trifluoromethyl)phenyl]-1-benzothiophene-2-carboxamide

https://huagongshe.com/reaction/2292003

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Trifluoromethyl)anilineHCID 7375—
ReactantMethyl 3-hydroxybenzo(b)thiophene-3-carboxylateHCID 83165—
SolventDiethyl EtherHCID 3283—
Product3-hydroxy-N-[3-(trifluoromethyl)phenyl]-1-benzothiophene-2-carboxamideHCID 90131157%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of methyl 3-hydroxy-benzothiophene2-carboxylate (1.04 g; 0.005M) and 3-trifluoromethylaniline (1.61 g; 0.010M) is heated under a nitrogen atmosphere at 170° C. for 90 minutes. and then at 200° C. for 30 minutes. The reaction was cooled at room temperature, taken up in ether and the solid was collected, washed with ether and air dried. The solid was recrystallized from ethyl acetate to give 0.96 g (57% yield) of the title compound; m.p. 205°-208° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04800211
Source datasetuspto-grants-1989_01
ORD IDord-450c729a50544b858f417ca9680831c7
Source noteuspto-grants-1989_01