Lawesson's reagent → HCID 71139800, compound

HRID 539517Notes

Reaction equation

HRID 539517 reaction equation
[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[C:9]1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1(C)C=CC=CC=1>[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[C:9]1=[S:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 71139868HCID 71139868, compound

Product 1

HCID 71139800HCID 71139800, compoundYield 134.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 141b (0.060 g, 0.28 mmol) and Lawesson's reagent (0.067 g, 0.17 mmol) in toluene (10 mL) was heated to reflux overnight. Reaction mixture was then cooled to room temperature. Toluene was evaporated in vacuo and resulting crude solid was directly loaded on prep-TLC. Elution with CH2Cl2:Acetone:MeOH (5:1:0.2) gave 143b 53 mg (82%) of yellow solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customReaction mixture
  4. customToluene was evaporated in vacuo
  5. customresulting crude solid
  6. washElution with CH2Cl2:Acetone:MeOH (5:1:0.2)

Sources & evidence

ORD record
ord-113fac159db34af0bfdd0deb60e2a834
Source dataset
uspto-grants-2014_10
Patent number
US08871728B2

Reaction notes

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