Nitric Acid → HCID 178526873, compound

HRID 1057526Notes

Reaction equation

HRID 1057526 reaction equation
[N+:1]([O-:4])(O)=[O:2].[N:5]1[N:9]2[C:10]3[C:15]([C:16]([OH:18])=[CH:17][C:8]2=[N:7][N:6]=1)=[CH:14][CH:13]=[CH:12][N:11]=3.C([O-])(=O)C.[Na+].O>C(O)(=O)C>[N+:1]([C:17]1[C:8]2[N:9]([N:5]=[N:6][N:7]=2)[C:10]2[C:15]([C:16]=1[OH:18])=[CH:14][CH:13]=[CH:12][N:11]=2)([O-:4])=[O:2]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 962WaterHCID 517045Sodium AcetateHCID 178515417HCID 178515417, compound

Product 1

HCID 178526873HCID 178526873, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Nitric acid (1.33 mL of 16M) was added to a suspension of tetrazolo[1,5-a][1,8]naphthyridin-5-ol (4 g, 21 mmole) in acetic acid (50 mL). The reaction mixture was heated on a steam bath for 5 minutes then cooled to ambient temperature. Sodium acetate (0.3 eq) in a small amount of water was added to the reaction mixture. The resulting solid was isolated by filtration and dried to provide 5 g of 4-nitrotetrazolo[1,5-a][1,8]naphthryidin-5-ol as a solid, m.p. 278° C. (decomposition). Analysis: Calculated for C8H4N6O3+1.1 H2O: %C, 38.12; %H, 2.48; %N, 33.35; Found: %C, 37.99; %H, 2.41; %N, 32.82.

Workup

  1. temperatureThe reaction mixture was heated on a steam bath for 5 minutes
  2. customThe resulting solid was isolated by filtration
  3. customdried
  4. customto provide 5 g of 4-nitrotetrazolo[1,5-a][1,8]naphthryidin-5-ol as a solid, m.p. 278° C. (decomposition)

Sources & evidence

ORD record
ord-a76493ff0a5d4639acf076d342a3f404
Source dataset
uspto-grants-2003_02
Patent number
US06514985B1

Reaction notes

Loading…