Lawesson's reagent → HCID 86609502, compound

HRID 639881Notes

Reaction equation

HRID 639881 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=O)[NH:8][C:7]([CH3:14])=[C:6]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:30])=CC=1.CO.C(Cl)Cl>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[S:30])[NH:8][C:7]([CH3:14])=[C:6]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 87949Lawesson's reagentHCID 11357571HCID 11357571, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 86609502HCID 86609502, compoundYield 148.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 6-methoxy-3-methyl-4-phenylisoquinolin-1(2H)-one (0.7 g) and Lawesson's reagent (1.3 g) in 7 mL toluene was heated to reflux for 12 h. After cooling, the reaction was subjected directly to flash chromatography (5% MeOH/CH2Cl2) to give a solid, which was triturated with diethyl ether to provide 1.1 g of 6-methoxy-3-methyl-4-phenylisoquinoline-1(2H)-thione.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 12 h
  3. temperatureAfter cooling
  4. customto give a solid, which
  5. customwas triturated with diethyl ether

Sources & evidence

ORD record
ord-f4d87bf14ba84234a051a080e8321477
Source dataset
uspto-grants-2010_04
Patent number
US07691879B2

Reaction notes

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