HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → 5-(Isopropylsulfamoyl)-1,4-dihydro-2.6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-propoxyethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 2-(n-Propoxy)ethyl 3-aminocrotonate | HCID 12529190 | — |
| Reactant | alpha-acetyl-N-isopropyl-3-nitrostyrenesulfonamide | HCID 54206999 | — |
| Product | 5-(Isopropylsulfamoyl)-1,4-dihydro-2.6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-propoxyethyl ester | HCID 67946173 | 21% |
Reaction Steps
A solution of 3.12 g (0.01 mol) of α-acetyl-N-isopropyl-3-nitrostyrenesulfonamide in 30 ml of isopropanol is treated with 1.87 g (0.01 mol) of 3-aminocrotonic acid 2-propoxyethyl ester and 1.16 g (0.005 mol) of DL-camphor-10-sulfonic acid in accordance with the procedure described in Example 1. After chromatography on silica gel with methylene chloride/ethyl acetate (4:1) as the elution agent the crude product is recrystallized from isopropanol. There is obtained 1.0 g (21%) of 5-(isopropylsulfamoyl)-1,4-dihydro-2.6-dimethyl-4-(3 -nitrophenyl)nicotinic acid 2-propoxyethyl ester, m.p. 155°-158°, as a colorless crystalline powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04994612 |
| Source dataset | uspto-grants-1991_02 |
| ORD ID | ord-810bae2098ef4701bf0930594de35382 |
| Source note | uspto-grants-1991_02 |