Lawesson's reagent → HCID 86669113, compound

HRID 530754Notes

Reaction equation

HRID 530754 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=O)[CH:5]=[C:4]([O:11][CH3:12])[CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:22])=CC=1>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([C:8](=[S:22])[NH2:10])[CH:5]=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 86669112HCID 86669112, compound

Product 1

HCID 86669113HCID 86669113, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of compound 18 (9 mmol) in THF (30 mL) was added Lawesson reagent (5.4 mmol). The reaction mixture was stirred at 90° C. for 2 hrs. After cooling at room temperature, the solution was concentrated under reduced pressure and the residue was triturated in DCM to give compound 19 as a yellow solid in 71% yield. MS (ESI, EI+): m/z=203 (MH+).

Workup

  1. temperatureAfter cooling at room temperature
  2. concentrationthe solution was concentrated under reduced pressure
  3. customthe residue was triturated in DCM

Sources & evidence

ORD record
ord-2e60ccfb90b14f63ab1cea2b4c955993
Source dataset
uspto-grants-2016_05
Patent number
US09353100B2

Reaction notes

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