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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368831Generated: November 2, 2026

Benzimidazole → HCID 67221594, compound

https://huagongshe.com/reaction/2368831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzimidazoleHCID 5798—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromothiophene-2-carboxylic acidHCID 349115—
ReactantHCID 178508985HCID 178508985—
SolventFormic AcidHCID 284—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67221594HCID 67221594—

Reaction Conditions

Temperature160 °C

Reaction Steps

Charged benzimidazole (III) (28.98 mmoles), cesium carbonate (33.81 mmoles), cuprous oxide (0.918 mmoles), 2-amino-4,6-dihydroxypyrimidine (3.62 mmoles), PEG (28.98 mmoles), 5-bromo-thiophen-2-carboxylic acid (IV)(24.15 mmoles) and NMP (10 ml) to the 100 ml RB flask fitted with thermo well and condenser. The reaction mixture was heated to 160° C. and maintained for 18-20 hrs. After completion of reaction, cooled the reaction to room temperature, added water (100 ml) and adjusted the pH to ˜4.5-5 using formic acid. Filtered off the precipitated solid and washed with water (2×25 ml). The solid was then dissolved in methanol (250 ml), filtered through a celite bed, distilled of the solvent completely under reduced pressure. To the residue IPA (25 ml) was added to precipitate the product, stirred for 30 min, filtered and dried to get the compound (V).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703811B2
Source datasetuspto-grants-2014_04
ORD IDord-84f2fb1a55b34ed8adeef1b905f32215
Source noteuspto-grants-2014_04