HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Nitrobenzaldehyde → Methyl 2,3,3a,4,7,7a-hexahydro-3a-hydroxy-5-methyl-7-(2-nitrophenyl)-1,1-dioxo-thieno[3,2-b]pyridine-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Nitrobenzaldehyde | HCID 11101 | — |
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | dihydrothiophen-3(2H)-one 1,1-dioxide | HCID 5150067 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methyl 2,3,3a,4,7,7a-hexahydro-3a-hydroxy-5-methyl-7-(2-nitrophenyl)-1,1-dioxo-thieno[3,2-b]pyridine-6-carboxylate | HCID 14280858 | — |
Reaction Steps
A solution of tetrahydrothiophene-3-oxo-1, 1-dioxide (1.3 g, 0.01 moles), 2-nitrobenzaldehyde (1.5 g, 0.01 moles) and methyl 3-aminocrotonate (1.1 g, 0.01 moles) in ethanol (20 mL) was stirred overnight. The resulting crystals were isolated by filtration and washed 2× with ethanol and 2× with diethyl ether. After drying under high vacuum for 24 hours 2.54 g of product was obtained, mp 175°-179° C. (dec).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04705785 |
| Source dataset | uspto-grants-1987_11 |
| ORD ID | ord-f8dd25fbbbbd4b21992a8cc18357a83f |
| Source note | uspto-grants-1987_11 |