HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Nitrobenzaldehyde → Methyl 3,4,5,8,-tetrahydro-6-methyl-8-(3-nitrophenyl)-1,1-dioxo-2H-thiopyrano-[3,2-b]pyridine-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Nitrobenzaldehyde | HCID 7449 | — |
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | Dihydro-2H-thiopyran-3(4H)-one-1,1-dioxide | HCID 11815935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3,4,5,8,-tetrahydro-6-methyl-8-(3-nitrophenyl)-1,1-dioxo-2H-thiopyrano-[3,2-b]pyridine-7-carboxylate | HCID 14011211 | 29.3% |
Reaction Steps
A mixture of tetrahydrothiopyran-3-one-1,1-dioxide (0.830 g, 0.0056 moles), 3-nitrobenzaldehyde (0.846 g, 0.0056 moles) and methyl 3-aminocrotonate (0.644 g, 0.0056 moles) in methanol (20 mL) was refluxed for 16 hours. After cooling, the resulting solid was isolated by filtration and washed with diethyl ether. This solid was dried at 40° C. for 4 hours under vacuum to give 0.620 g product; mp 236°-238° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04777167 |
| Source dataset | uspto-grants-1988_10 |
| ORD ID | ord-c7def32d3da34981ab880187f49f848e |
| Source note | uspto-grants-1988_10 |