Lawesson's reagent → HCID 86650560, compound

HRID 1943701Notes

Reaction equation

HRID 1943701 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:11]([N:13]2[CH2:18][CH2:17][O:16][C:15]3[CH:19]=[CH:20][N:21]=[CH:22][C:14]2=3)=O)[CH:5]=[C:6]([Br:10])[C:7]=1[O:8][CH3:9].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:32])=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([C:11]([N:13]2[CH2:18][CH2:17][O:16][C:15]3[CH:19]=[CH:20][N:21]=[CH:22][C:14]2=3)=[S:32])[CH:5]=[C:6]([Br:10])[C:7]=1[O:8][CH3:9]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 44610123HCID 44610123, compound

Product 1

HCID 86650560HCID 86650560, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a 25 ml flask, (3,5-dibromo-4-methoxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone (100 mg, 0.23 mmol) was suspended in toluene, and Lawesson's reagent (113 mg, 1.2 equivalents) was added thereto and then stirred at 120□ for 2 hours. Toluene was evaporated under reduced pressure and the residue was purified on amine silica by using a solvent of dichloromethane:methanol=50:1 to obtain (3,5-dibromo-4-methoxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanethione (100 mg, 98%).

Workup

  1. customToluene was evaporated under reduced pressure
  2. customthe residue was purified on amine silica

Sources & evidence

ORD record
ord-585c6913b33b419d8588d2a1750640e9
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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