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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923762Generated: October 26, 2026

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

https://huagongshe.com/reaction/923762

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 numberUS09278983B2
Source datasetuspto-grants-2016_03
ORD IDord-5067de8eff1c44d6959885cb977f3073
Source noteuspto-grants-2016_03