HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 6-(Hydroxymethyl)-2H-pyrido[3,2-b][1,4]thiazin-3(4H)-one | HCID 11608093 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carbaldehyde | HCID 11593591 | 55.1% |
Reaction Steps
A solution of 6-hydroxymethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine (330 mg) in dichloromethane (30 mL)/THF (30 mL) was treated with manganese dioxide (730 mg) and stirred at room temperature. Further manganese dioxide was added after 1 h (730 mg) and 16 h (300 mg). After a total of 20 h the mixture was filtered through kieselguhr and the filtrate evaporated. The product was triturated with EtOAc/hexane (1:1) and collected to give a solid (180 mg); LC/MS (APCI−) m/z 195 ([M−H]−, 95%), 165 (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592334B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-670ea82f9163465db097e0ef7b514d9d |
| Source note | uspto-grants-2009_09 |