HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59363822, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-Butyl (4-(2-hydroxyethyl)thiazol-2-yl)carbamate | HCID 22405510 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59363822 | HCID 59363822 | 93.1% |
Reaction Steps
To a solution of [4-(2-Hydroxy-ethyl)-thiazol-2-yl]-carbamic acid tert-butyl ester (5 g, 20 mmol) and triethyl amine (5.8 ml, 40 mmol) in DCM (50 ml) was added methanesulfonyl chloride (1.9 ml, 24 mmol) slowly over a period of 10-15 min. The reaction mixture was stirred at r.t. for 4 hr, quenched with brine (10 ml) and extracted in DCM (100 ml), dried over Na2SO4 and passed through a short column of silica gel bed and concentrated to obtain methanesulfonic acid 2-(2-tert-butoxycarbonylamino-thiazol-4-yl)-ethyl ester (6.0 g, 90%) which was used as such for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940900B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-bf168c3852564773a741ae91043e91fc |
| Source note | uspto-grants-2015_01 |