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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362919Generated: October 26, 2026

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

https://huagongshe.com/reaction/2362919

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 numberUS08691836B2
Source datasetuspto-grants-2014_04
ORD IDord-d078376da4734050bb280f15d0959a41
Source noteuspto-grants-2014_04