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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951555Generated: October 25, 2026

1-(1,3-Benzothiazol-2-yl)propan-2-one → 5-(1,3-Benzothiazol-2-yl)-4-(4-cyano-2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonitrile

https://huagongshe.com/reaction/1951555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(1,3-Benzothiazol-2-yl)propan-2-oneHCID 320294—
Reactant(2Z)-3-Amino-2-butenenitrileHCID 5325263—
Reactant4-Formyl-3-methoxybenzonitrileHCID 16659251—
SolventIsopropanolHCID 3776—
Product5-(1,3-Benzothiazol-2-yl)-4-(4-cyano-2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonitrileHCID 67017994—

Reaction Steps

150 mg (0.931 mmol) of the compound from example 3A, 178 mg (0.931 mmol) of 1-(1,3-benzo-thiazol-2-yl)acetone [Costa et al., J. Heterocycl. Chem. 28, 1541-1544 (1991)] and 76 mg (0.931 mmol) of 3-aminocrotononitrile are dissolved in 6 ml of isopropanol and stirred at the reflux temperature overnight. After cooling to room temperature, the volatile components are removed in a rotary evaporator. The crude product obtained in this way is recrystallized from acetonitrile. 40 mg (11% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404723B2
Source datasetuspto-grants-2013_03
ORD IDord-5a127e5df1cd4663b57cd001ba0bd306
Source noteuspto-grants-2013_03