2,6-Difluorobenzamide → 2,6-Difluorobenzene-1-carbothioamide
Reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([NH2:6])=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:21])=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4](=[S:21])[NH2:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2, 6 difluorobenzamide (1 eq) and Lawesson's reagent (0.5 eq.) in toluene (0.2 M) was heated at 90° C. for 14 hours. Upon cooling the volatiles were removed in vacuo and purified by SiO2 chromatography (25% EtOAc/hexanes) yielding 2,6-difluorobenzothioamide as a light yellow solid (99%). LCMS (m/z): 174.1 (MH+); LC Rt=2.19 min.
Workup
- temperatureUpon cooling the volatiles
- customwere removed in vacuo
- custompurified by SiO2 chromatography (25% EtOAc/hexanes)
Sources & evidence
- ORD record
- ord-b0b6e2c6e1cd425cb1c695a43492eb1a
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08829193B2
Reaction notes
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