Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1731319Generated: October 26, 2026

Benzothiazolone → 5-(2-Bromopropanoyl)-1,3-benzothiazol-2(3H)-one

https://huagongshe.com/reaction/1731319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzothiazoloneHCID 13625—
ReactantPropanoyl bromide, 2-bromo-HCID 79047—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventCarbon DisulfideHCID 6348—
Product5-(2-Bromopropanoyl)-1,3-benzothiazol-2(3H)-oneHCID 2022871085.3%

Reaction Steps

To a suspension of aluminum chloride (91.8 g) in carbon disulfide (200 ml) was added 2-bromopropionyl bromide (50 g) and 2-benzothiazolinone (20 g) and the resulting solution was refluxed for 6 hours with stirring. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate. The solvent was removed in vacuo to give a residue, which was washed with diisopropyl ether and recrystallized from a mixture of ethyl acetate and diethyl ether to give 5-(2-bromopropionyl)-2-benzothiazolinone (32.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04621084
Source datasetuspto-grants-1986_11
ORD IDord-7e9d5cbc62234efba4e0f04d48b97d33
Source noteuspto-grants-1986_11