Nitric Acid → HCID 178526487, compound

HRID 1886046Notes

Reaction equation

HRID 1886046 reaction equation
[OH:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1.[N+:11]([O-])([OH:13])=[O:12]>>[OH:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:4]=2[N:3]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 178517141HCID 178517141, compound

Product 1

HCID 178526487HCID 178526487, compoundYield 94%

Conditions

Temperature
0 °C

Procedure

According to the procedure of A. T. James, et al., J. Chem. Soc., 1515, (1950), to cooled (0° C.), stirred nitric acid (300 mL) was added all at once 2-hydroxy-1H-benzimidazole. After 1 minute a yellow precipitate had formed. The cooling bath was removed and stirring was continued for 10 minutes. The mixture was poured onto ice, and the off-white solid was collected by filtration and dried under vacuum at 60° C. to give 25.1 g (94%) of product m.p. >300° C.

Workup

  1. customAfter 1 minute a yellow precipitate had formed
  2. customThe cooling bath was removed
  3. additionThe mixture was poured onto ice
  4. filtrationthe off-white solid was collected by filtration
  5. customdried under vacuum at 60° C.

Sources & evidence

ORD record
ord-c755ee3371b946f49b0230f35e1967b3
Source dataset
uspto-grants-1992_09
Patent number
US05149700

Reaction notes

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