Urea → 2-Hydroxy benzimidazole

HRID 1446870Notes

Reaction equation

HRID 1446870 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].N[C:10](N)=[O:11]>>[NH:7]1[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[NH:8][C:10]1=[O:11]

Participants

3

Reactant 2

HCID 1176UreaHCID 7243O-Phenylenediamine

Product 1

HCID 119852-Hydroxy benzimidazoleYield 87.6%

Conditions

Temperature
170 °C

Procedure

A mixture of o-phenylenediamine (15.0 g) and urea (50.0 g) was heated at a temperature of 170° C. for a period of 45 min. The solid product was washed with water and recrystallised from ethanol to give benzimidazolin-2-one (16.3 g) as colourless crystals, mp>260° C.

Workup

  1. washThe solid product was washed with water
  2. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-60618dd3f69b433cbc0c8ea65952050a
Source dataset
uspto-grants-1982_02
Patent number
US04314065

Reaction notes

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