HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acrylonitrile → 2-[(2-Cyanoethyl)thio]methyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | 2-Mercaptomethyl-3,5-dicarboetoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine | HCID 11675833 | — |
| Catalyst | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[(2-Cyanoethyl)thio]methyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine | HCID 19831203 | 92% |
Reaction Steps
A solution of 2-mercaptomethyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine (5 g), acrylonitrile (0.66 g) and 1,1,3,3-tetramethylguanidine (0.1 g) in EtOH (60 ml) is stirred at room temperature for 18 hours and then evaporated to dryness. After the usual work-up, the residue is recrystallized from Et2O to give 5.2 g of 2-[(2-cyanoethyl)thio]methyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine m.p. 102°-104° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05021436 |
| Source dataset | uspto-grants-1991_06 |
| ORD ID | ord-484fb83a4ed141b38568d6073137584e |
| Source note | uspto-grants-1991_06 |