HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Aminocarbonyloxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(beta-ethoxyethoxy)carbonyl-1,4-dihydropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorosulfonyl isocyanate | HCID 70918 | — |
| Reactant | 2-Ethoxyethyl 2-methyl-4-(3-nitrophenyl)-5-ethoxycarbonyl-6-hydroxymethyl-1,4-dihydropyridine-3-carboxylate | HCID 13092152 | — |
| Reactant | Diisopropylether hexane | HCID 21881879 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-Aminocarbonyloxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(beta-ethoxyethoxy)carbonyl-1,4-dihydropyridine | HCID 13092116 | 62.6% |
Reaction Steps
2-Hydroxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(β-ethoxyethoxy)carbonyl-1,4-dihydropyridine (420 mg) was dissolved in benzene (20 ml), chlorosulfonyl isocyanate (0.2 ml) was added thereto, and the mixture was reacted under stirring at room temperature for 30 minutes. Water (10 ml) was added to the reaction mixture under cooling, and the mixture was stirred at room temperature for 30 minutes for hydrolysis. The reaction mixture thus obtained was extracted with ethyl acetate, and the extracted solution was washed with water, dried and then concentrated under reduced pressure. The residue was recrystallized from diisopropyl ether/hexane, whereupon crystals (290 mg, yield: 62.6%) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04404378 |
| Source dataset | uspto-grants-1983_09 |
| ORD ID | ord-02c72069074045b18b498c1608cf0e2b |
| Source note | uspto-grants-1983_09 |