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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1282718Generated: November 2, 2026

p-Toluenesulfonic acid → 1H-Benzimidazole-2-pentanamine

https://huagongshe.com/reaction/1282718

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantO-PhenylenediamineHCID 7243—
ReactantCaprolactamHCID 7768—
SolventWaterHCID 962—
Product1H-Benzimidazole-2-pentanamineHCID 162387—

Reaction Steps

A mixture of 678 g (6 mols) of caprolactam, 865 g (8 mols) of o-phenylene diamine and 60 g of p-toluene sulphonic acid is melted in a nitrogen atmosphere, 108 g of water distilling off over a period of 6 hours at an internal temperature of 200° to 250°C. The reaction mixture is then subjected to fractional distillation under reduced pressure, giving 1003 g (82.4 % of the theoretical) of 2-(5'-aminopentyl)- benzimidazole with boiling point of 210° to 215°C at 0.05 Torr, and a melting point of 101°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03972890
Source datasetuspto-grants-1976_08
ORD IDord-9ba27664358e4d259b81fe45d2bff823
Source noteuspto-grants-1976_08