HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiobenzamide → 2-phenyl-4H,5H,6H,7H-(1,3)thiazolo(5,4-c)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiobenzamide | HCID 683563 | — |
| Reactant | 1-tert-Butyloxycarbonyl-3-bromo-4-oxopiperidine | HCID 10683970 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-phenyl-4H,5H,6H,7H-(1,3)thiazolo(5,4-c)pyridine | HCID 22337487 | 53% |
Reaction Steps
A solution of 1-tert-butoxycarbonyl-3-bromopiperidin-4-one (8 g) and thiobenzamide (3.4 g) in DMF was heated at 70° C. for 16 h, then cooled to room temperature. The solvent was evaporated in vacuo and the residue dissolved in water (100 ml) and washed with ether (100 ml), then basified with sodium hydroxide and extracted into ethyl acetate (3×100 ml). The solvent was dried (MgSO4) and evaporated to give the title compound as cream solid (2.81 g, 53% based on thiobenzamide used).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06933306B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-c3b2a1641c434932972fdce5c36ef893 |
| Source note | uspto-grants-2005_08 |