Sulfuric Acid → HCID 1089054, compound

HRID 1414890Notes

Reaction equation

HRID 1414890 reaction equation
[NH:1]([C:3]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:19])[CH:9]=2)[N:4]=1)[NH2:2].[CH:20]([O-])([O-])OCC.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(O)C>[C:13]1([C:11]2[C:10]3[C:5](=[CH:6][CH:7]=[C:8]([Cl:19])[CH:9]=3)[N:4]3[CH:20]=[N:2][N:1]=[C:3]3[N:12]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 745717(6-chloro-4-phenylquinazolin-2-yl)hydrazineHCID 53630039Ethylorthoformate

Product 1

HCID 1089054HCID 1089054, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2.0 g of 2-hydrazino-4-phenyl-6-chloroquinazoline in 50 ml of ethanol were added 5.5 g of ethyl orthoformate and 1 ml of concentrated sulfuric acid. The resulting mixture was stirred at room temperature for 1 hour and then 30 ml of dilute sodium bicarbonate solution was added thereto. The resulting crystals were collected by filtration and recrystallized from ethanol to give 5-phenyl-7-chloro-s-triazolo[4,3-a]quinazoline as colorless needles, m.p. 295° - 297° C.

Workup

  1. filtrationThe resulting crystals were collected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d027233fc05d4c589056739fc6b30c5b
Source dataset
uspto-grants-1977_01
Patent number
US04002755

Reaction notes

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