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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533622Generated: October 26, 2026

Dimethyl Sulfoxide → 2-(2-Methylsulfanylphenyl)-5-trifluoromethylbenzothiazole

https://huagongshe.com/reaction/533622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(Methylthio)benzaldehydeHCID 286443—
Reactant2-Amino-4-(trifluoromethyl)benzenethiol hydrochlorideHCID 2734678—
SolventWaterHCID 962—
Product2-(2-Methylsulfanylphenyl)-5-trifluoromethylbenzothiazoleHCID 6798119659.5%

Reaction Conditions

Temperature175 °C

Reaction Steps

A mixture of 2-amino-4-trifluoromethylbenzenethiol hydrochloride (0.50 g), 2-methylsulfanylbenzaldehyde (0.33 g), diisopropylethylamine (0.28 g), and DMSO (4 ml) was heated to 170-180° C., and stirred with heating for 3 hours. Into the reaction mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.42 g of 2-(2-methylsulfanylphenyl)-5-trifluoromethylbenzothiazole (hereinafter referred to as Present Compound 84).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853238B2
Source datasetuspto-grants-2014_10
ORD IDord-afbde1cc523044a9a107c21700f75c2a
Source noteuspto-grants-2014_10