Lawesson's reagent → HCID 178504141, compound

HRID 33607Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])([CH3:13])[CH2:9][C:10]([NH2:12])=O)=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:37])=CC=1>C1(C)C=CC=CC=1.[Cl-].[Na+].O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])([CH3:13])[CH2:9][C:10]([NH2:12])=[S:37])=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A solution of 2-[bis-(4-fluoro-phenyl)-(2-fluoro-phenyl)-methylsulfanyl]-acetamide (0.5 g) in toluene (20 ml) was treated with Lawesson's reagent (0.26 g) at room temperature under Argon and stirred for 1.5 hours at 80° C. After pouring into saturated brine the organics were extracted with dichloromethane (3×). Drying of the combined organic extracts (Na2SO4), filtration, concentration and flash-chromatography of the residue gave the title compound (42%; Isolated as an oil).

Workup

extractionorganics were extracted with dichloromethane (3×)
dry with materialDrying of the combined organic extracts (Na2SO4), filtration, concentration and flash-chromatography of the residue

Sources & evidence

ORD record: ord-95eca4208ebe4d4096b5c19c3d14032f
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07429618B2

Reaction notes

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