1-Phenylisatin → 3-(1H-Indol-5-ylimino)-1-phenyl-1,3-dihydro-2H-indol-2-one

HRID 252298

반응식

HRID 252298 반응식
[C:1]1([N:7]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:10](=O)[C:8]2=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:18][C:19]1[CH:20]=[C:21]2[C:25](=[CH:26][CH:27]=1)[NH:24][CH:23]=[CH:22]2>>[NH:24]1[C:25]2[C:21](=[CH:20][C:19]([N:18]=[C:10]3[C:12]4[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=4)[N:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[C:8]3=[O:9])=[CH:27][CH:26]=2)[CH:22]=[CH:23]1

참가 물질

3

반응물 2

HCID 128841-PhenylisatinHCID 788675-Aminoindole

생성물 1

HCID 117246203-(1H-Indol-5-ylimino)-1-phenyl-1,3-dihydro-2H-indol-2-one수율 14%

반응 조건

온도
140 °C

실험 절차

1-phenylisatin (51.8 mg, 0.23 mmol) and 5-aminoindole (31 mg, 0.23 mmol) were mixed and heated at 140° C. for 2 h. The resulting crude product was purified by preparative TLC using ethyl acetate/hexane (6:4) as the eluent, giving the desired product as a yellow solid (10.8 mg, 14%). 1H NMR (400 MHz): δ 8.28 (s, 1H), 7.57 (t, J=7.7, 2H), 7.49-7.40 (m, 6H), 7.29-7.23 (m, 1H), 7.03 (dd, J=8.5, 1.7, 1H), 6.98 (d, J=7.6, 1H), 6.83 (d, J=8.0, 1H), 6.74, J=7.6, 1H), 6.59 (s, 1H); ESI-MS m/z found 338 (MH+).

후처리

  1. customThe resulting crude product was purified by preparative TLC

출처 및 근거

ORD 기록
ord-610d0d34f54e419ebbe5618618a2b33d
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868034B2

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