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

HRID 1489036Notes

Reaction equation

HRID 1489036 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 Na2 SO4 and evaporated under reduced pressure. The residue was washed with ethanol and filtered to afford 2-phenyl-5,6-dihydro-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. customThe combined organic layers were dried over Na2 SO4
  6. customevaporated under reduced pressure
  7. washThe residue was washed with ethanol
  8. filtrationfiltered

Sources & evidence

ORD record
ord-668b37fd5e654028a56dc9e5716624e6
Source dataset
uspto-grants-1997_10
Patent number
US05677309

Reaction notes

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