HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl (1,3-benzothiazol-2-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | Methyl malonyl chloride | HCID 123460 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Methyl (1,3-benzothiazol-2-yl)acetate | HCID 358756 | 82% |
Reaction Steps
3.2 mL (30 mmol) 2-Amino-thiophenol are dissolved in 100 mL diethylether and treated with 4.17 mL (1 eq.) triethylamine to yield a suspension, to which 3.21 mL (1 eq.) chlorocarbonyl-acetic methyl ester in 10 mL diethylether is added dropwise within 20 min. The resulting suspension is stirred and additional 2 h at room temperature, and the precipitate removed by filtration. The filtrate is evaporated and column chromatographed (silica gel, ethyl acetate/petroleum ether 1:2) to yield the desired product as a yellowish liquid (5.1 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569337B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-e40e81ac9324486888f458ba1be74e4a |
| Source note | uspto-grants-2009_08 |