Lawesson's reagent → 6,7-Dimethoxy-1-methyl-2-phenyl-1H-quinazolin-4-thione

HRID 557128Notes

Reaction equation

HRID 557128 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]([CH3:15])[C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[N:7][C:6]2=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:32])=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]([CH3:15])[C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[N:7][C:6]2=[S:32]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 669910066,7-Dimethoxy-1-methyl-2-phenyl-1H-quinazolin-4-one

Product 1

HCID 866355306,7-Dimethoxy-1-methyl-2-phenyl-1H-quinazolin-4-thione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.50 g (5.06 mmol) 6,7-Dimethoxy-1-methyl-2-phenyl-1H-quinazolin-4-one and) 2.00 g (4.94 mmol) Lawesson's reagent (C14H14O2P2S4, Fluka) were dissolved in 20 ml toluene. The reaction mixture was boiled for 2 h. After evaporation the residue was further purified by column chromatography with silica, eluent dichloromethane/acetone 95/5.

Workup

  1. customAfter evaporation the residue
  2. customwas further purified by column chromatography with silica, eluent dichloromethane/acetone 95/5

Sources & evidence

ORD record
ord-064c107f155d4085afbbe4c57f840ca3
Source dataset
uspto-grants-2011_11
Patent number
US08058431B2

Reaction notes

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