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 fo 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 2x with ethanol and 2x 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 | US04879384 |
| Source dataset | uspto-grants-1989_11 |
| ORD ID | ord-8aff05f4ef864ab4ae791272768a3dd7 |
| Source note | uspto-grants-1989_11 |