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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254641Generated: October 30, 2026

Methane → 6-[(Trifluoromethyl)sulfanyl]-1,3-benzothiazol-2-amine

https://huagongshe.com/reaction/2254641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantBromineHCID 24408—
Reactant4-((Trifluoromethyl)thio)anilineHCID 123054—
ReactantPotassium thiocyanateHCID 516872—
SolventAcetic AcidHCID 176—
Product6-[(Trifluoromethyl)sulfanyl]-1,3-benzothiazol-2-amineHCID 273596458.1%

Reaction Conditions

Temperature10 °C

Reaction Steps

The procedure is as in Example 1, starting with 4-trifluoromethylthioaniline (3.85 g), potassium thiocyanate (7 g) and bromine (1 cc) in acetic acid (30 cc). The light brown crude product is taken up with acetic acid (250 cc) at 80° C. and the solution obtained is treated with decolorizing charcoal (0.4 g) and filtered; the filtrate is cooled to about 10° C., diluted with water (150 cc) and alkalinized with 28% strength ammonia solution (400 cc). The precipitate obtained is drained, dried in the air and recrystallized in a mixture of cyclohexane (250 cc) and isopropyl ether (30 cc). 6-Trifluoromethylthio-2-benzothiazolamine (2.9 g), m.p. 155° C., is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05236940
Source datasetuspto-grants-1993_08
ORD IDord-8d6ef71918a342e29282f6d1ad274b93
Source noteuspto-grants-1993_08