Nitric Acid → HCID 178526403, compound

HRID 1968649Notes

Reaction equation

HRID 1968649 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:12])=[N:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[N+:13]([O-])([OH:15])=[O:14]>OS(O)(=O)=O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:12])=[N:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178518022HCID 178518022, compound

Product 1

HCID 178526403HCID 178526403, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

7-Fluoroquinazolin-4-ol (1 g, 6.0 mmol) was dissolved in concentrated H2SO4 (3 mL) at 0° C. Concentrated HNO3 (3 mL) was added dropwise with stirring in 15 min. The mixture was stirred at 100° C. for 3 h and cooled to room temperature. The mixture was poured into ice-water with stirring. The precipitate was filtered and recrystallized in HOAc to give 0.60 g of 7-fluoro-6-nitroquinazolin-4-ol (38%).

Workup

  1. stirringThe mixture was stirred at 100° C. for 3 h
  2. stirringwith stirring
  3. filtrationThe precipitate was filtered
  4. customrecrystallized in HOAc

Sources & evidence

ORD record
ord-08235a7e978448e8a383cf1947de3813
Source dataset
uspto-grants-2013_04
Patent number
US08426430B2

Reaction notes

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