HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → tert-butyl N-(5-bromo-1,3-thiazol-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | tert-butyl N-(1,3-thiazol-2-yl)carbamate | HCID 11858898 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl N-(5-bromo-1,3-thiazol-2-yl)carbamate | HCID 21300388 | — |
Reaction Steps
Tert-butyl 1,3-thiazol-2-ylcarbamate (90 g, 449.8 mmol, 1 eq.) is taken in THF (1.4 L) to which is added N-bromosuccinimide (88.06 g, 494.8 mmol, 1.1 eq.) portion wise. The reaction mixture is then stirred at RT overnight. The reaction mass is concentrated to remove THF. The crude is purified by column chromatography to get the titled produce. 1H NMR (DMSO-d6, 400 MHz): δ 11.73 (bs, 1H), 7.42 (s, 1H), 1.46 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073940B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-d343d4bc16264bdb910f072d62b7522d |
| Source note | uspto-grants-2015_07 |