1-Phenylisatin → 3-[(2-Methyl-1,3-benzothiazol-5-YL)imino]-1-phenyl-1,3-dihydro-2H-indol-2-one

HRID 218107

반응식

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1.[C:12]1([N:18]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:21](=O)[C:19]2=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:10][C:8]1[S:9][C:5]2[CH:4]=[CH:3][C:2]([N:1]=[C:21]3[C:23]4[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=4)[N:18]([C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=4)[C:19]3=[O:20])=[CH:11][C:6]=2[N:7]=1

참가 물질

반응물 2

HCID 128841-Phenylisatin

HCID 362295-Benzothiazolamine, 2-methyl-

생성물 1

HCID 99991623-[(2-Methyl-1,3-benzothiazol-5-YL)imino]-1-phenyl-1,3-dihydro-2H-indol-2-one수율 32.3%

반응 조건

온도: 140 °C

실험 절차

5-amino-2-methylbenzothiazole (52.2 mg, 0.31 mmol) was mixed with 1-phenylisatin (69.7 mg, 0.31 mmol) and heated at 140° C. for 3 h. The resulting crude product was purified by preparative TLC using ethyl acetate/hexane (6:4) as the eluent to give the desired product as a yellow solid (36.9 mg, 32.3%). 1H NMR Data: δ 7.9-6.7 (m, 12H), 2.9 (s, 3H). ESI-MS m/z found 370 (MH+).

후처리

customThe resulting crude product was purified by preparative TLC

출처 및 근거

ORD 기록: ord-afffb651d6684f8eadacbd9dae55f26a
출처 데이터셋: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08198313B2

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