Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541060Generated: November 1, 2026

Thionyl Chloride → 2-(5-nitro-2-thienyl)-1H-benzimidazole

https://huagongshe.com/reaction/541060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-ChloronorephedrineHCID 152661—
Reactant2-(5-nitro-2-thienyl)-1H-benzimidazole-4-carboxylic acidHCID 66984477—
SolventTetrahydrofuranHCID 8028—
Product2-(5-nitro-2-thienyl)-1H-benzimidazoleHCID 14592772—
ProductN-(1-hydroxymethyl-2-p-nitrophenylhydroxyethyl)amideHCID 86658971—

Reaction Steps

1.0 g of 2-(5-nitro-2-thienyl)-1H-benzimidazole-4-carboxylic acid is added into 15 ml of thionyl chloride; and to heat and reflux it for 60 minutes. After end of the reaction, 2-amino-1-p-chlorophenyl-1-propanol (1.1 eq) is dissolved into tetrahydrofuran, and then drop acyl chloride to the above tetrahydrofuran mixture under stirring at the room temperature and then filter inorganic salt, evaporate the solvent to dry, and then isolate the mixture through column chromatography to obtain 2-(5-nitro-2-thienyl)-1H-benzimidazole-4-(N-(1-hydroxymethyl-2-p-nitrophenylhydroxyethyl)amide. The yield is about 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871946B2
Source datasetuspto-grants-2014_10
ORD IDord-693a29988b6646a79c5c0f451f916e7b
Source noteuspto-grants-2014_10