Lawesson's reagent → 41963-21-7

HRID 2392642Notes

Reaction equation

HRID 2392642 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=O)=[CH:4][C:3]=1[CH3:11].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:21])=CC=1>C1COCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:21])=[CH:4][C:3]=1[CH3:11]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 70208694-bromo-3-methylbenzamide

Product 1

HCID 2183382941963-21-7Yield 157.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Bromo-3-methylbenzamide (D37, 1.0 g, 0.0047 mole) was dissolved in THF (50 ml), treated with Lawessons reagent (0.95 g, 0.0024 mole) and stirred under argon for 4 h. The solvent was removed in vacuo and the residue purified by flash chromatography on silica gel eluting with 10% EtOH/CHCl3 to afford the title compound as a yellow solid (0.87 g, 80%).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash chromatography on silica gel eluting with 10% EtOH/CHCl3

Sources & evidence

ORD record
ord-ddc5f0e18b9345209549001af63c23d4
Source dataset
uspto-grants-1998_09
Patent number
US05801170

Reaction notes

Loading…