Nitric Acid → HCID 178470149, compound

HRID 1463055Notes

Reaction equation

HRID 1463055 reaction equation
[N:1]1[C:13]2[N:4]([C:5](=[O:14])[N:6]=[C:7]3[C:12]=2[CH:11]=[CH:10][CH:9]=[CH:8]3)[NH:3][C:2]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16].OS(O)(=O)=O.[N+:25]([O-])([OH:27])=[O:26]>>[N+:25]([C:10]1[CH:9]=[CH:8][C:7]2[C:12](=[C:13]3[N:1]=[C:2]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[NH:3][N:4]3[C:5](=[O:14])[N:6]=2)[CH:11]=1)([O-:27])=[O:26]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 178470148HCID 178470148, compound

Product 1

HCID 178470149HCID 178470149, compound

Procedure

2.0 g (0.008 mole) of ethyl 1,2,4-triazolo[1,5-c]quinazolin-5-one-2-carboxylate were introduced into 20 ml of concentrated H2SO4 at 20° C., whilst stirring, and 0.3 ml of 100% strength HNO3 was added dropwise. The mixture was stirred for a further 3 hours at 20° C. and then introduced onto 100 ml of ice water. The precipitate was filtered off and dissolved in methylene chloride/methanol, the solution was treated with active charcoal and filtered, and the solvent was stripped off. Yield: 1.4 g (60%), mp. 280° C.

Workup

  1. stirringThe mixture was stirred for a further 3 hours at 20° C.
  2. filtrationThe precipitate was filtered off
  3. dissolutiondissolved in methylene chloride/methanol
  4. additionthe solution was treated with active charcoal
  5. filtrationfiltered

Sources & evidence

ORD record
ord-e87618e1104f46a6bffd4b6c97451b77
Source dataset
uspto-grants-1984_07
Patent number
US04463007

Reaction notes

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