Lawesson's reagent → HCID 118513289, compound

HRID 1478814Notes

Reaction equation

HRID 1478814 reaction equation
[F:1][C:2]([F:17])([F:16])[O:3][C:4]1[CH:15]=[CH:14][C:7]2[NH:8][C:9](=O)[CH2:10][CH2:11][CH2:12][C:6]=2[CH:5]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]([F:17])([F:16])[O:3][C:4]1[CH:15]=[CH:14][C:7]2[NH:8][C:9](=[S:27])[CH2:10][CH2:11][CH2:12][C:6]=2[CH:5]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 67378815HCID 67378815, compound

Product 1

HCID 118513289HCID 118513289, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 7-(trifluoromethoxy)-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one (30 g, 122 mmol) in toluene (2000 ml) was added Lawesson's reagent (29.7 g, 73.5 mmol) and the mixture was stirred at 100° C. for 2 hrs. The resulting mixture was cooled to room temperature and concentrated under reduced pressure. The crude product was purified by column chromatography on silica eluting with 5% ethyl acetate in petroleum ether to give the title compound.

Workup

  1. temperatureThe resulting mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe crude product was purified by column chromatography on silica eluting with 5% ethyl acetate in petroleum ether

Sources & evidence

ORD record
ord-0142a088ada24c3e9607565ce167cc16
Source dataset
uspto-grants-2016_08
Patent number
US09403833B2

Reaction notes

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