Lawesson's reagent → HCID 86650274, compound

HRID 221783Notes

Reaction equation

HRID 221783 reaction equation
[F:1][CH:2]([F:17])[C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[F:16])[NH:8][C:7](=O)[CH2:6][O:5][CH2:4]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>C1COCC1>[F:1][CH:2]([F:17])[C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[F:16])[NH:8][C:7](=[S:27])[CH2:6][O:5][CH2:4]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 666653645-Difluoromethyl-5-(2-fluoro-phenyl)morpholin-3-one

Product 1

HCID 86650274HCID 86650274, compoundYield 195%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
68 °C

Procedure

A mixture of 5-difluoromethyl-5-(2-fluoro-phenyl)-morpholin-3-one (141 g, 575 mmol) and Lawesson's reagent (132 g, 316 mmol) in 1400 ml of THF was heated at 68° C. for 1 h, cooled down and then evaporated. The residue was dissolved in 1 L DCM and filtered over 2 Kg silica gel with 10 L DCM to give 161 g of the title compound in the form of a greenish resin that slowly crystallized. The compound was used without further purification.

Workup

  1. temperaturecooled down
  2. customevaporated
  3. dissolutionThe residue was dissolved in 1 L DCM
  4. filtrationfiltered over 2 Kg silica gel with 10 L DCM

Sources & evidence

ORD record
ord-0fa834e5eb124a5b9f26c9da2aec804b
Source dataset
uspto-grants-2012_06
Patent number
US08207164B2

Reaction notes

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