Lawesson's reagent → 1-Methyl-2-phenyl-1H-thieno(3,2-d)pyrimidine-4-thione

HRID 557143Notes

Reaction equation

HRID 557143 reaction equation
[CH3:1][N:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[C:5](=O)[N:4]=[C:3]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>C1(C)C=CC=CC=1>[CH3:1][N:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[C:5](=[S:27])[N:4]=[C:3]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 669912441-Methyl-2-phenyl-1H-thieno(3,2-d)pyrimidine-4-one

Product 1

HCID 866355321-Methyl-2-phenyl-1H-thieno(3,2-d)pyrimidine-4-thione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.10 g (8.67 mmol) 1-Methyl-2-phenyl-1H-thieno(3,2-d)pyrimidine-4-one and 3.51 g (8.67 mmol) Lawesson's reagent (C14H14O2P2S4, Fluka) were dissolved in 40 ml toluene. The reaction mixture was boiled for 3 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-3fc6b8c30b9441c4b4fa1dfa546260b6
Source dataset
uspto-grants-2011_11
Patent number
US08058431B2

Reaction notes

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