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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1164628Generated: October 30, 2026

Ethylene Glycol → Diethyl 2-methyl-4-(2-nitrophenyl)-6-ethylenedioxymethyl-1,4-dihydropyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/1164628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantDiethyl 2-methyl-4-(2-nitrophenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylateHCID 13388352—
SolventBenzeneHCID 241—
ProductDiethyl 2-methyl-4-(2-nitrophenyl)-6-ethylenedioxymethyl-1,4-dihydropyridine-3,5-dicarboxylateHCID 70071585—

Reaction Steps

A mixture of diethyl 2-methyl-4-(2-nitrophenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylate (388.37 mg), ethylene glycol (186.21 mg) and p-toluenesulfonic acid (catalytic amount) in absolute benzene. (5 ml) was refluxed for 45 minutes under azeotropic dehydration. The reaction mixture was allowed to stand and washed twice with an aqueous solution of sodium bicarbonate. After removal of the solvent, the residue immediately turned into crystals. Thus obtained crystals were recrystallized from a mixture of ethanol and diisopropyl ether to give yellow pure crystals (0.32 g) of diethyl 2-methyl-4-(2-nitrophenyl)-6-ethylenedioxymethyl-1,4-dihydropyridine-3,5-dicarboxylate, m.p. 152° to 153.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04370334
Source datasetuspto-grants-1983_01
ORD IDord-decda16b652a4362abe16ddf4b377158
Source noteuspto-grants-1983_01