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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2077531Generated: October 26, 2026

Water → N-(6-bromo-4-fluorobenzo[d]thiazol-2-yl)acetamide

https://huagongshe.com/reaction/2077531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1-Acetyl-3-(4-bromo-2,6-difluorophenyl)thioureaHCID 57585034—
SolventDimethylformamideHCID 6228—
ProductN-(6-bromo-4-fluorobenzo[d]thiazol-2-yl)acetamideHCID 57585047102.1%

Reaction Steps

1-acetyl-3-(4-bromo-2,6-difluorophenyl)thiourea (3.356 g, 10.86 mmol) was dissolved in DMF (100 ml) and the flask was cooled under nitrogen in an ice water bath. Then, sodium hydride (60% in mineral oil, 512.6 mg, 12.82 mmol) was added, and the reaction was warmed to room temperature and stirred for 1 hour. Then, the reaction flask was put in a preheated oil bath (130° C.) and stirred under nitrogen for an additional hour. The reaction was cooled to room temperature, poured into deionized water (300 ml), and filtered. The solid was washed with water and then dried by suction overnight to afford N-(6-bromo-4-fluorobenzo[d]thiazol-2-yl)acetamide (3.205 g, ˜100%). MS (ESI pos. ion) m/z: 289 (MH+, 79Br), 291 (MH+, 81Br). Calculated exact mass for C9H6BrFN2OS 288 (79Br), 290 (81Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928140B2
Source datasetuspto-grants-2011_04
ORD IDord-f0056c5b92934443b6afb5119a462aaf
Source noteuspto-grants-2011_04