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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542774Generated: October 26, 2026

2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- → 1,4-Dihydro-2,6-dimethyl-4-(2-methylbenzo[b]thien-3-yl)-3,5-pyridinedicarboxylic acid, diethyl ester

https://huagongshe.com/reaction/542774

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
Reactant2-Methyl-1-benzothiophene-3-carbaldehydeHCID 3775467—
SolventEthanolHCID 702—
Product1,4-Dihydro-2,6-dimethyl-4-(2-methylbenzo[b]thien-3-yl)-3,5-pyridinedicarboxylic acid, diethyl esterHCID 1382685443.1%

Reaction Steps

A mixture of 2.2 g of 2-methylbenzo[b]thiophene-3-carboxaldehyde, 4.9 g of ethyl 3-aminocrotonate, and 10 ml of ethanol were heated to reflux for approximately 18 hours. An additional 1.6 g of ethyl 3-aminocrotonate were added and the reaction was heated an additional 24 hours at reflux. The reaction mixture was cooled and concentrated and the resulting solid was recovered by filtration providing 2.15 g of the desired title product, m.p. 191°-193° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04659717
Source datasetuspto-grants-1987_04
ORD IDord-1d3dcd6e82f24cff84d6d8aa644653d9
Source noteuspto-grants-1987_04