Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 70416191 | HCID 70416191 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70416513 | HCID 70416513 | 58.9% |
Reaction Steps
A solution of 3.0 g of 1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)-nicotinic acid 2-chloroethyl ester in 18 ml of dimethylformamide were treated under argon with 0.75 g of dry sodium acetate and the mixture was thereupon heated to reflux for 1 hour. The mixture was then concentrated to dryness under reduced pressure and the residue was partitioned between water and methylene chloride. The organic phase was washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate and evaporated to dryness. The residual oil was chromatographed on 300 g of silica gel with methylene chloride/ethyl acetate (4:1) as the elution agent. The uniform fractions were combined and evaporated. After triturating the residue with ether there were obtained 1.85 g of 1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-acetoxyethyl ester in the form of pale yellow crystals, m.p. 133°-136°. Recrystallization from isopropanol yielded a product of melting point 134°-137°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04742069 |
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| Source dataset | uspto-grants-1988_05 |
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| ORD ID | ord-2e3d71b29e8644fa90abaacbaf47909d |
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| Source note | uspto-grants-1988_05 |
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