Hydrochloric Acid → Tetrazolo[1,5-a]quinazolin-5(1H)-one

HRID 903326Notes

Reaction equation

HRID 903326 reaction equation
[NH:1]([C:3]1[NH:12][C:11](=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)[NH2:2].Cl.[N:15]([O-])=O.[Na+].N(O)=O.N([O-])=O>>[N:15]1[N:4]2[C:5]3[C:10]([C:11](=[O:13])[NH:12][C:3]2=[N:1][N:2]=1)=[CH:9][CH:8]=[CH:7][CH:6]=3

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 946NitriteHCID 24529Nitrous AcidHCID 23668193Sodium Nitrite2×HCID 1354496132-Hydrazinyl-3,4-dihydroquinazolin-4-one

Product 1

HCID 135703146Tetrazolo[1,5-a]quinazolin-5(1H)-one

Procedure

2-Hydrazino-quinazolin-4-one (IIIb) (17.6 g; 0.1 mole), was suspended in 2 N-hydrochloric acid (78 ml; 0.156 mole) in a 600 ml beaker equipped with a thermometer and efficient stirrer. 15% w/v aqueous NaNO2 solution was added at such a rate that the temperature remained between 20° and 25° C., cooling with a water bath when necessary, until a small permanent excess of nitrous acid was present. The volume of the nitrite solution used was 63 ml (=9.45 g NaNO2 ; 0.137 mole). The reaction mixture was then stirred for 1 hour, filtered, and the solid washed acid free with water. After pulling as dry as possible on the filter, the product was dried completely in a vacuum desiccator over phosphorus pentoxide.

Workup

  1. custombeaker equipped with a thermometer and efficient stirrer
  2. additionwas added at such a rate that the temperature
  3. customremained between 20° and 25° C.
  4. temperaturecooling with a water bath when necessary
  5. filtrationfiltered
  6. washthe solid washed acid free with water
  7. customas dry as possible on the filter
  8. dry with materialthe product was dried completely in a vacuum desiccator over phosphorus pentoxide

Sources & evidence

ORD record
ord-e2258570ef4a46399e89948902e411df
Source dataset
uspto-grants-1980_10
Patent number
US04226994

Reaction notes

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