Nitric Acid → HCID 178526872, compound

HRID 432698Notes

Reaction equation

HRID 432698 reaction equation
[N:1]1[N:5]2[C:6]3[C:11]([C:12]([OH:14])=[CH:13][C:4]2=[N:3][N:2]=1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[N+:15]([O-])([OH:17])=[O:16]>C(O)(=O)C>[N+:15]([C:13]1[C:4]2[N:5]([N:1]=[N:2][N:3]=2)[C:6]2[C:11]([C:12]=1[OH:14])=[CH:10][CH:9]=[CH:8][CH:7]=2)([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178515414HCID 178515414, compound

Product 1

HCID 178526872HCID 178526872, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
52.5 °C

Procedure

Tetrazolo[1,5-a]quinolin-5-ol (63.25 g, 0.34 mol) was added to glacial acetic acid (630 ml) to form a thick off white suspension. The mixture was vigorously stirred while nitric acid (23.6 ml, 0.37 mol, 70% solution) was slowly added. The reaction was then heated from 25 to 80° C. over a period of 15 minutes. A yellow precipitate formed and the reaction was maintained at 80° C. for 5 minutes. The mixture was slowly cooled to 0° C. The solid was collected by filtration and then dried in vacuo to yield 60.0 g of 4-nitro-tetrazolo[1,5-a]quinolin-5-ol as a yellow solid.

Workup

  1. customto form a thick off white suspension
  2. additionwas slowly added
  3. customA yellow precipitate formed
  4. temperaturethe reaction was maintained at 80° C. for 5 minutes
  5. temperatureThe mixture was slowly cooled to 0° C
  6. filtrationThe solid was collected by filtration
  7. customdried in vacuo

Sources & evidence

ORD record
ord-b2e17b2db7914aa7b4785cf27fdefc79
Source dataset
uspto-grants-2003_12
Patent number
US06664260B2

Reaction notes

Loading…