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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750994Generated: October 26, 2026

1-Bromo-3-chloropropane → 3-(3-chloropropyl)benzo[d]thiazol-2(3H)-one

https://huagongshe.com/reaction/1750994

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178517143HCID 178517143—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-(3-chloropropyl)benzo[d]thiazol-2(3H)-oneHCID 2198988595.2%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-hydroxybenzothiazole (2.0 g, 13.2 mmol) and potassium carbonate (2.74 g, 19.8 mmol) in N,N-dimethylformamide (20 mL), was added 1-bromo-3-chloropropane (3.92 mL, 39.7 mmol, d=1.6). After stirring at 55° C. for 18 hours, the reaction mixture was diluted with ethyl acetate (100 mL), washed with dilute citric acid, water and brine. The organic phase was dried over MgSO4 and concentrated to obtain 3-(3-chloropropyl)benzo[d]thiazol-2(3H)-one (2.86 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156840B2
Source datasetuspto-grants-2015_10
ORD IDord-ecbe33a87c964c8c9c74f15b90845b04
Source noteuspto-grants-2015_10