Lawesson's reagent → (R)-5-[5-(Benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholine-3-thione
반응식
[C:1](=[N:14][C:15]1[CH:16]=[CH:17][C:18]([F:29])=[C:19]([C@@:21]2([CH3:28])[NH:26][C:25](=O)[CH2:24][O:23][CH2:22]2)[CH:20]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[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:39])=CC=1>O1CCOCC1>[C:1](=[N:14][C:15]1[CH:16]=[CH:17][C:18]([F:29])=[C:19]([C@@:21]2([CH3:28])[NH:26][C:25](=[S:39])[CH2:24][O:23][CH2:22]2)[CH:20]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1참가 물질
4
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- 온도
- 80 °C
실험 절차
A solution of (R)-5-[5-(benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholin-3-one 287 mg, 0.7 mmol) in dioxane (4 ml) was treated with Lawesson's reagent (181 mg, 0.5 mmol). After heating at 80° C. for 16 hours the reaction mixture was evaporated at reduced pressure. The residue was directly purified by chromatography on an Isolute flash NH2 column using a gradient of heptane and ethyl acetate=100/0 to 40/60 as the eluent. The title compound was obtained as yellow foam (181 mg, 61.5% of theory). Mass (calculated) C24H21FN2OS [404.507]; (found) [M+H]+=405.