Lawesson's reagent → HCID 10878248, compound

HRID 1936978Notes

Reaction equation

HRID 1936978 reaction equation
[CH2:1]1[CH:13]2[CH:4]([C:5](=O)[NH:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=32)[CH2:3][CH2:2]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>C(COC)OC>[CH2:1]1[CH:13]2[CH:4]([C:5](=[S:24])[NH:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=32)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagent2×HCID 154282261,2,3,3a,5,9b-Hexahydrocyclopenta[c]quinolin-4-one

Product 1

HCID 10878248HCID 10878248, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

1,2,3,3a,5,9b-Hexahydrocyclopenta[c]quinolin-4-one (153 mg, 0.82 mmol) and Lawesson's reagent (363 mg, 0.9 mmol) are stirred in dimethoxyethane (20 ml) at room temperature. After 3 hours, another portion of Lawesson's reagent (363 mg, 0.9 mmol) is added to it. After 3 hours, the batch is concentrated by evaporation, and the residue is purified by column chromatography on silica gel (eluant: hexane-ethyl acetate).

Workup

  1. waitAfter 3 hours
  2. concentrationthe batch is concentrated by evaporation
  3. customthe residue is purified by column chromatography on silica gel (eluant: hexane-ethyl acetate)

Sources & evidence

ORD record
ord-de68428f3b964eed813c2c93f4d98546
Source dataset
uspto-grants-2002_05
Patent number
US06391887B1

Reaction notes

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