Lawesson's reagent → HCID 22486135, compound

HRID 396361Notes

Reaction equation

HRID 396361 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]([CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)=O)=[O:5])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([NH:6][C:7]([CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)=[S:24])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 22486128HCID 22486128, compound

Product 1

HCID 22486135HCID 22486135, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-Ethoxycarbonylpiperidine-4-carboxamide (6 g 30 mmol) in toluene (300 ml) is treated with Lawesson's reagent (6.1 g 15 mmol) at room temperature for 18 h. The reaction mixture is evaporated and purified by SiO2 chromatography (acetone/cyclohexane 20/80) to yield the title compound, which is recrystallised from hexanes (3.6 g 52.5%)

Workup

  1. customThe reaction mixture is evaporated
  2. custompurified by SiO2 chromatography (acetone/cyclohexane 20/80)

Sources & evidence

ORD record
ord-e6060add81644ee984539b2d0538b4ee
Source dataset
uspto-grants-2003_08
Patent number
US06608072B1

Reaction notes

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