HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanethioamide → 3-(5-Methyl-thiazol-4-yl)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanethioamide | HCID 3005587 | — |
| Reactant | Rac-3-(2-bromo-propionyl)-benzoic acid methyl ester | HCID 22139798 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(5-Methyl-thiazol-4-yl)-benzoic acid methyl ester | HCID 69689272 | 103.3% |
Reaction Steps
A solution of crude rac-3-(2-bromo-propionyl)-benzoic acid methyl ester (2.71 g) and thioformamide (1.83 g) in EtOH (20 ml) was heated at reflux for 1 h. The mixture was partitioned between AcOEt and brine, the organic layer was dried and evaporated and the residual oil was chromatographed on silica gel using AcOEt/hexane (1:4) as eluent to give 3-(5-methyl-thiazol-4-yl)-benzoic acid methyl ester (2.41 g) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06544985B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-8956c7edb5fb4156b7f7c6f7c2d66b5f |
| Source note | uspto-grants-2003_04 |