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

HRID 252298

反応式

HRID 252298 の反応式
[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

参加物

3

反応物 2

HCID 128841-PhenylisatinHCID 788675-Aminoindole

生成物 1

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

反応条件

温度
140 °C

実験手順

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+).

後処理

  1. customThe resulting crude product was purified by preparative TLC

出典と根拠

ORDレコード
ord-610d0d34f54e419ebbe5618618a2b33d
出典データセット
uspto-grants-2011_01
特許番号
US07868034B2

関連ノート

読み込み中…