HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → Ethyl 2-(bromomethyl)-1,3-thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Ethyl 2-methyl-1,3-thiazole-4-carboxylate | HCID 293353 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Ethyl 2-(bromomethyl)-1,3-thiazole-4-carboxylate | HCID 11043146 | 44.8% |
Reaction Steps
A solution of ethyl 2-methylthiazole-4-carboxylate (5.0 g, 29 mmol), N-bromosuccinimide (6.2 g, 35 mmol) and azo-bis-(isobutyronitrile) (480 mg, 2.9 mmol) in carbon tetrachloride (150 ml) was heated at reflux for 18 h. The mixture was filtered and reduced. Chromatography (20% EtOAc/80% hexanes and 30% EtOAc/70% hexanes) afforded ethyl 2-bromomethylthiazole-4-carboxylate (3.25 g, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365065B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-ad3b5e182c9d4f9ea387f5b6d5f0992f |
| Source note | uspto-grants-2008_04 |