Lawesson's reagent → HCID 18516396, compound

HRID 1369911Notes

Reaction equation

HRID 1369911 reaction equation
[F:1][C:2]12[CH2:14][CH2:13][CH2:12][CH:11]1[C:10]1[CH:9]=[CH:8][CH:7]=[C:6]([F:15])[C:5]=1[NH:4][C:3]2=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1COCC1>[F:1][C:2]12[CH2:14][CH2:13][CH2:12][CH:11]1[C:10]1[CH:9]=[CH:8][CH:7]=[C:6]([F:15])[C:5]=1[NH:4][C:3]2=[S:26]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 18516365HCID 18516365, compound

Product 1

HCID 18516396HCID 18516396, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 60 mg (0.27 mmol) of 3a,6-difluoro-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one in 15 ml of THF is mixed with 288 mg (0.71 mmol) of Lawesson's reagent and refluxed for 1.5 hours. Then, the reaction mixture is concentrated by evaporation, and the residue is purified by column chromatography on silica gel (eluant: hexane-ethyl acetate): 50 mg of product.

Workup

  1. temperaturerefluxed for 1.5 hours
  2. concentrationThen, the reaction mixture is concentrated by evaporation
  3. customthe residue is purified by column chromatography on silica gel (eluant: hexane-ethyl acetate)

Sources & evidence

ORD record
ord-2e79a97ce86445b8af82e3caac7a2154
Source dataset
uspto-grants-2003_06
Patent number
US06579883B1

Reaction notes

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