HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → rac-[(5-Chloro-1,3-benzothiazol-2-yl)thio](phenyl)acetic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Bromo(phenyl)acetic acid | HCID 97919 | — |
| Reactant | HCID 178527796 | HCID 178527796 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | rac-[(5-Chloro-1,3-benzothiazol-2-yl)thio](phenyl)acetic Acid | HCID 12928398 | 85% |
Reaction Steps
50.0 g (0.248 m) 5-chloro-2-mercaptobenzothiazole and 53.0 g (0.248 m) α-bromophenylacetic acid are dissolved in 1.5 l acetone and the solution is heated for 4 hours in the presence of 50 ml glacial acetic acid. The solution is concentrated to a smaller volume (about 200 ml) and the residual solid (90 g) is collected. The resulting salt is suspended in 1 l of water and the mixture is stirred at room temperature overnight. The collected solid is recrystallized from 2.5 l acetonitrile to give a total of 64 g (85% yield) of title compound melting at 190°-2° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04367233 |
| Source dataset | uspto-grants-1983_01 |
| ORD ID | ord-8eefc769fe734bd8bed1d0c4a90c87c0 |
| Source note | uspto-grants-1983_01 |