HCID 15428840, compound → 2-Phenyl-5,6-dihydro-1,2,4-triazolo[4,3-c]quinazolin-3-thione

HRID 618658Notes

Reaction equation

HRID 618658 reaction equation
Cl[C:2]1[N:11]2[C:12](=[S:21])[N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:14]=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1>C(O)(=O)C.[Zn]>[C:15]1([N:13]2[C:12](=[S:21])[N:11]3[CH2:2][NH:3][C:4]4[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=4[C:10]3=[N:14]2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 15428840HCID 15428840, compound

Product 1

HCID 1355327072-Phenyl-5,6-dihydro-1,2,4-triazolo[4,3-c]quinazolin-3-thione

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 5-chloro-2-phenyl-1,2,4-triazolo[4,3-c]-quinazolin-3-thione (200 mg, 0.64 mmol) and zinc dust (10 mg, 150 mmol) in acetic acid (5 ml) was heated to reflux temperature. The reaction was filtered, neutralized with saturated NaHCO3 solution and extracted with CH2Cl2 (3×50 ml). The combined organic layers were dried over Na2SO4 and evaporated under reduced pressure. The residue was washed with ethanol and filtered to afford 2-phenyl-5,6dihydro-1,2,4-triazolo[4,3-c]quinazolin-3-thione (compound 29), m.p. 222-223° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux temperature
  3. filtrationThe reaction was filtered
  4. extractionextracted with CH2Cl2 (3×50 ml)
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. customevaporated under reduced pressure
  7. washThe residue was washed with ethanol
  8. filtrationfiltered

Sources & evidence

ORD record
ord-7fda81a06724412995bad083f0ef3c8a
Source dataset
uspto-grants-1999_09
Patent number
US05955465

Reaction notes

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