Lawesson's reagent → HCID 59355205, compound

HRID 61975Notes

Reaction equation

HRID 61975 reaction equation
[CH3:1][CH:2]1[CH2:7][CH:6]([CH3:8])[CH2:5][N:4]([S:9]([C:12]2[CH:25]=[CH:24][C:23]3[N:22]([CH3:26])[C:21]4[C:16](=[CH:17][C:18]([S:27]([N:30]5[CH2:35][CH:34]([CH3:36])[CH2:33][CH:32]([CH3:37])[CH2:31]5)(=[O:29])=[O:28])=[CH:19][CH:20]=4)[C:15](=O)[C:14]=3[CH:13]=2)(=[O:11])=[O:10])[CH2:3]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:48])=CC=1>C1(C)C=CC=CC=1>[CH3:1][CH:2]1[CH2:7][CH:6]([CH3:8])[CH2:5][N:4]([S:9]([C:12]2[CH:25]=[CH:24][C:23]3[N:22]([CH3:26])[C:21]4[C:16](=[CH:17][C:18]([S:27]([N:30]5[CH2:35][CH:34]([CH3:36])[CH2:33][CH:32]([CH3:37])[CH2:31]5)(=[O:29])=[O:28])=[CH:19][CH:20]=4)[C:15](=[S:48])[C:14]=3[CH:13]=2)(=[O:11])=[O:10])[CH2:3]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 468511812,7-bis(3,5-dimethylpiperidin-1-ylsulfonyl)-10-methylacridin-9(10H)-one

Product 1

HCID 59355205HCID 59355205, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of compound 11-4 (560 mg, 1 mmole), anhydrous toluene (10 mL) and Lawesson's reagent (820 mg, 2 mmole) was refluxed for 4 hrs. Toluene was removed by evaporation. To the residue methanol (20 mL) was added, stirred for few minutes at room temperature and the product was collected by filtration and dried to give 500 mg of the title compound. MS 576 (MH+).

Workup

  1. temperaturewas refluxed for 4 hrs
  2. customToluene was removed by evaporation
  3. additionTo the residue methanol (20 mL) was added
  4. filtrationthe product was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-d22fec2f35204c6b93db2adf865d3e60
Source dataset
uspto-grants-2016_09
Patent number
US09446021B2

Reaction notes

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