HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Thiazolemethanol, 2-bromo-4-methyl-, 5-methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (2-Bromo-4-methylthiazol-5-yl)methanol | HCID 59295463 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Thiazolemethanol, 2-bromo-4-methyl-, 5-methanesulfonate | HCID 59295520 | 67.2% |
Reaction Steps
To an ice-cold solution of (2-Bromo-4-methyl-thiazol-5-yl)-methanol (3.2 g, 15.6 mmol) and triethylamine (3.2 mL, 23.4 mmol) in dichloromethane (80 mL) is slowly added a solution of methanesulfonyl chloride (2.1 g, 18.7 mmol) in dichloromethane (20 mL). The mixture is kept at this temperature for 45 minutes and afterwards allowed to warm to room temperature. Water (30 mL) is added after 3 hours and the mixture is extracted with ethylacetate. The organic phase is separated and dried over MgSO4. The organic solvent is removed under reduced pressure to give 3.0 g of Methanesulfonic acid 2-bromo-4-methyl-thiazol-5-ylmethyl ester, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709481B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-b3b963e91f604cc78be468651749bdd1 |
| Source note | uspto-grants-2010_05 |