Nitric Acid → HCID 19437878, compound

HRID 1654479Notes

Reaction equation

HRID 1654479 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]([CH:10]([CH3:12])[CH3:11])[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.[N+:15]([O-])([OH:17])=[O:16]>ClC1C=CC=CC=1Cl>[Cl:1][C:2]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:5]2[N:6]([CH:10]([CH3:12])[CH3:11])[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 108461602H-Benzimidazol-2-one, 5-chloro-1,3-dihydro-1-(1-methylethyl)-

Product 1

HCID 19437878HCID 19437878, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
60 °C

Procedure

5-Chloro-1-isopropylbenzimidazol-2-one (4.0 g) was dissolved in o-dichlorobenzene (80 ml) and thereto was added dropwise 70% nitric acid (2.0 g). The mixture was stirred at 60° C. for 1 hour and left to stand for cooling. The precipitated crystal was separated by filtration and washed with diethyl ether and water to give 5-chloro-1-isopropyl-6-nitrobenzimidazol-2-one (4.1 g). A part of the obtained product was recrystallized from ethanol, which showed the following physical properties:

Workup

  1. waitleft
  2. temperaturefor cooling
  3. customThe precipitated crystal was separated by filtration
  4. washwashed with diethyl ether and water

Sources & evidence

ORD record
ord-22424505da9443a8ae71d811312ab1b9
Source dataset
uspto-grants-1995_04
Patent number
US05407936

Reaction notes

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