Lawesson's reagent → HCID 18516393, compound

HRID 1369916Notes

Reaction equation

HRID 1369916 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[NH:8][C:7](=O)[C:6]3([F:16])[CH2:13][CH2:14][CH2:15][CH:5]3[C:4]=2[CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1COCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[NH:8][C:7](=[S:26])[C:6]3([F:16])[CH2:13][CH2:14][CH2:15][CH:5]3[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 18516353HCID 18516353, compound

Product 1

HCID 18516393HCID 18516393, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.83 g (3.5 mmol) of 8-chloro-3a-fluoro-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one in 100 ml of THF is refluxed with 2.86 g (7.1 mmol) of Lawesson's reagent for 1.5 hours. Then, the reaction mixture is concentrated by evaporation, and the residue is purified by column chromatography on silica gel with hexane-ethyl acetate: 0.86 g of product.

Workup

  1. concentrationThen, the reaction mixture is concentrated by evaporation
  2. customthe residue is purified by column chromatography on silica gel with hexane-ethyl acetate

Sources & evidence

ORD record
ord-a2b6651efb034b7ab7d193e60a59f04a
Source dataset
uspto-grants-2003_06
Patent number
US06579883B1

Reaction notes

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