Methanol → HCID 454853, 화합물

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C(OO)(=O)[C:2]1[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=1)C(O)=O.[Mg].[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20]([C:25]([NH2:27])=S)=[C:19]2C1C=CC=CC=1.[S:34]([O-])([O-])(=[O:36])=S.[Na+].[Na+].C[OH:42]>>[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20]([C:25]([NH2:27])=[O:42])=[C:19]2[S:34]([C:2]1[CH:3]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:36]

참가 물질

반응물 4

HCID 887Methanol2회

HCID 24477Sodium Thiosulfate

HCID 9815656Magnesium monoperoxyphthalic acid

HCID 14567454HCID 14567454, 화합물

생성물 1

HCID 454853HCID 454853, 화합물

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온도: 20 °C

실험 절차

A solution of magnesium monoperoxyphthalic acid (85% peracid) (11.8 mg, 0.024 mmol) in methanol (2 mL) was added dropwise to a solution of 5-chloro-3-phenylthioindole-2-carboxamide (14.5 mg, 0.048 mmol) in methanol (2 mL) at 0° C. The reaction was stirred at 20° C. for 4 hours. A solution of 10% aqueous sodium thiosulfate was added and the reaction stirred vigorously for 10 minutes. Methanol was removed in vacuo and the residue partitioned between ethyl acetate and water. The ethyl acetate extract was washed with brine and dried over magnesium sulfate. The crude product was purified by column chromatography on silica gel with 30-40% ethyl acetate in hexane. The title compound was obtained as a white solid. NMR, (DMSO-d6, 300 MHz) δ12.53(1H, s), 8.35(1H,br s), 8.08(1H,br s), 7.83(1H,d,J=2 Hz), 7.71(2H,d,J=8 Hz), 7.52(4H,m), 7.30(1H,dd,J=9,2 Hz).