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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211292Generated: October 30, 2026

Water → HCID 54023400, compound

https://huagongshe.com/reaction/2211292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
ReactantHCID 178418569HCID 178418569—
SolventDimethylformamideHCID 6228—
ProductHCID 54023400HCID 54023400—

Reaction Steps

To a solution of methyl 2-ethylthio-4-methylthieno[3,4-d]imidazole-6-carboxylate (5.7 g) in DMF (30 ml) was added sodium hydride (60% oil, 0.98 g) under ice-cooling. After stirring the reaction mixture for 20 minutes, to the mixture was added dropwise a solution of (2'-cyanobiphenyl-4-yl)methyl bromide (7.25 g) in DMF (20 ml), followed by stirring for one hour at room temperature. To the reaction mixture was added water, which was extracted with ethyl acetate. The extract was washed with water and dried, then the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography to give crystals. Recrystallization from ethyl acetate - hexane afforded pale yellow prisms (7.6 g, 77%), m.p. 149°-151° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05463073
Source datasetuspto-grants-1995_10
ORD IDord-10fcaf7ab5ed444784ac0f8a15189fbc
Source noteuspto-grants-1995_10