Nitric Acid → HCID 178526505, compound

HRID 369592Notes

Reaction equation

HRID 369592 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([OH:10])=[N:2]1.S(=O)(=O)(O)O.[N+:16]([O-])([OH:18])=[O:17]>>[N+:16]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][N:2]=[C:3]([OH:10])[C:4]=2[CH:9]=1)([O-:18])=[O:17]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 178518983HCID 178518983, compound

Product 1

HCID 178526505HCID 178526505, compound

Procedure

1,2-Benzisoxazol-3-ol (19.7 g, 0.146 mol) is added portionwise to concentrated sulfuric acid. The resultant reaction mixture is treated dropwise with 70% nitric acid (11.3 mL), stirred for 90 minutes, and poured onto ice. The resultant aqueous mixture is filtered to obtain a waxy paste. The paste is recrystallized from a methanol/water mixture to give the title product as a solid which is identified by 1H NMR spectral analysis.

Workup

  1. customThe resultant reaction mixture
  2. additionpoured onto ice
  3. filtrationThe resultant aqueous mixture is filtered
  4. customto obtain a waxy paste
  5. customThe paste is recrystallized from a methanol/water mixture

Sources & evidence

ORD record
ord-a1ab0ea144794ed29690a79b0748a628
Source dataset
uspto-grants-2000_10
Patent number
US06140270

Reaction notes

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