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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280576Generated: October 29, 2026

Amlodipine → 4-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-(4-methyl-1-piperazinylsulphonylamino)ethoxymethyl]-1,4-dihydropyridine

https://huagongshe.com/reaction/280576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmlodipineHCID 2162—
Reactant4-methylpiperazine-1-sulfonyl ChlorideHCID 11171617—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
Product4-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-(4-methyl-1-piperazinylsulphonylamino)ethoxymethyl]-1,4-dihydropyridineHCID 2332082743%

Reaction Steps

2-(2-Aminoethoxymethyl)-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (0.5 g) was dissolved in a mixture of chloroform (dried over alumina) (20 ml) and triethylamine (2 ml) and the mixture stirred at room temperature. 4-Methyl-1-piperazinylsulphonyl chloride (0.25 g) was added in one portion and the mixture stirred at room temperature for 17 hours. After evaporation to dryness, the resultant oil was partitioned between 5% aqueous sodium carbonate and methylene chloride. The organic layer was dried (MgSO4), filtered and evaporated to give 0.3 g of a colourless oil, which was dissolved in diisopropyl ether (15 ml) and kept in a refrigerator for 14 days. The resultant crystals were collected by filtration to afford the title compound (0.1 g), m.p. 137°-139° C. Found: C, 52.58; H, 6.18; N, 9.81%. C25H35ClN4O7S requires C, 53.03; H, 6.14; N, 9.20%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04590195
Source datasetuspto-grants-1986_05
ORD IDord-6b2ac4f2f7c149bd9fd849ba8d34e5f4
Source noteuspto-grants-1986_05