Nitric Acid → HCID 178526469, compound

HRID 1702982Notes

Reaction equation

HRID 1702982 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[N:15]=[C:14]([OH:16])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1>S(=O)(=O)(O)O>[Cl:5][C:6]1[N:15]=[C:14]([OH:16])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+:1]([O-:4])=[O:2])[CH:12]=2)[N:7]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178517815HCID 178517815, compound

Product 1

HCID 178526469HCID 178526469, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

A cooled mixture of 70 ml of concentrated sulfuric acid and 35 ml of concentrated nitric acid was added dropwise to a cooled, stirred solution of 90 g of 2-chloro-4-hydroxyquinazoline [J. Chem. Soc., 1947, p. 775] in 270 ml of concentrated sulfuric acid at a rate such that the temperature remained at 5°-10° C. Stirring was continued until the reaction mixture reached room temperature, whereupon it was poured into crushed ice. The 2-chloro-4-hydroxy-6-nitro-quinazoline thus precipitated is filtered off, washed well with water and used directly in the next step.

Workup

  1. additionwas added dropwise to a cooled
  2. customremained at 5°-10° C
  3. customreached room temperature, whereupon it
  4. additionwas poured
  5. custominto crushed ice
  6. customThe 2-chloro-4-hydroxy-6-nitro-quinazoline thus precipitated
  7. filtrationis filtered off
  8. washwashed well with water

Sources & evidence

ORD record
ord-4cb4490b91344f09829ce9e8a9d41b8f
Source dataset
uspto-grants-1982_09
Patent number
US04350695

Reaction notes

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