HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzothiazolone → 5-(2-Bromopropanoyl)-1,3-benzothiazol-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzothiazolone | HCID 13625 | — |
| Reactant | Propanoyl bromide, 2-bromo- | HCID 79047 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Carbon Disulfide | HCID 6348 | — |
| Product | 5-(2-Bromopropanoyl)-1,3-benzothiazol-2(3H)-one | HCID 20228710 | 85.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04621084 |
| Source dataset | uspto-grants-1986_11 |
| ORD ID | ord-7e9d5cbc62234efba4e0f04d48b97d33 |
| Source note | uspto-grants-1986_11 |