Nitric Acid → 2(3H)-Benzoxazolone, 6-nitro-

HRID 843997Notes

Reaction equation

HRID 843997 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]1=[O:10].[N+:11]([O-])([OH:13])=[O:12]>>[N+:11]([C:7]1[CH:8]=[CH:9][C:4]2[NH:3][C:2](=[O:10])[O:1][C:5]=2[CH:6]=1)([O-:13])=[O:12]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 60432(3H)-Benzoxazolone

Product 1

HCID 784192(3H)-Benzoxazolone, 6-nitro-

Procedure

A solution of 3H-Benzooxazol-2-one (10.0 g) in concentrated HNO3 (100 ml) was stirred at 40° C. A precipitate formed and the reaction temperature rose. It was cooled below 50 ° C. in an ice bath. The mixture was diluted with ice water, and the precipitate was isolated by filtration. The product was washed with water to give a white solid. (8.4 g). M.P. 239-241.

Workup

  1. customA precipitate formed
  2. temperatureIt was cooled below 50 ° C. in an ice bath
  3. customthe precipitate was isolated by filtration
  4. washThe product was washed with water
  5. customto give a white solid

Sources & evidence

ORD record
ord-3b85e0beb836443f9fb6142f240e08e9
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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