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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108865Generated: October 25, 2026

Cyclohexanone, 2-hydroxy- → 2-phenyl-4,5,6,7-tetrahydro-1H-benzimidazole

https://huagongshe.com/reaction/1108865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanone, 2-hydroxy-HCID 10785—
ReactantBenzamidine, hydrochlorideHCID 80289—
SolventAmmonium HydroxideHCID 14923—
Product2-phenyl-4,5,6,7-tetrahydro-1H-benzimidazoleHCID 385229637.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 6.3 g benzamidine hydrochloride in 60 mL ammonium hydroxide was added 4.6 g 2-hydroxycyclohexanone. The reaction mixture was heated to 90° C. for 7 hours in a sealed tube. On cooling to room temperature the crystals formed were collected by filtration and after drying yielded 3.0 g 2-phenyl-4,5,6,7,-tetrahydrobenzimidazole (Compound 136), m.p. 300-301° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06069251
Source datasetuspto-grants-2000_05
ORD IDord-9c557a44d55245acbe6ff637bb1d61c8
Source noteuspto-grants-2000_05