Lawesson's reagent → 5-(3-Chlorophenyl)-3,3-diethyl-1,3-dihydro-2H-indole-2-thione

HRID 9330

반응식

HRID 9330 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][C:12](=O)[C:11]3([CH2:20][CH3:21])[CH2:18][CH3:19])[CH:5]=[CH:6][CH:7]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][C:12](=[S:31])[C:11]3([CH2:20][CH3:21])[CH2:18][CH3:19])[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 99482465-(3-Chloro-phenyl)-3,3-diethyl-1,3-dihydro-indol-2-one

생성물 1

HCID 99269265-(3-Chlorophenyl)-3,3-diethyl-1,3-dihydro-2H-indole-2-thione

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

The title compound was prepared from 5-(3-chloro-phenyl)-3,3-diethyl-1,3-dihydro-indol-2-one compound (100 mg) and Lawesson's reagent (100 mg) in toluene (10 ml) at reflux, according to General Procedure A, to afford the product (0.023 g) as a yellow solid: 1H NMR (DMSO-d6) δ 12.73 (br s, 1H), 7.77 (t, 1H, J=1.8 Hz), 7.75 (d, 1H, J=1.6 Hz), 7.68–7.62 (m, 2H), 7.48 (t, 1H, J=7.9 Hz), 7.40 (d, 1H, J=8.3 Hz), 7.09 (d, 1H, J=8.1 Hz), 2.07–2.00 (m, 2H), 1.86–1.79 (m, 2H) and 0.37 (t, 6H, J=7.3 Hz): MS ((−)-APCI) m/z 314/316 [M−H]−.

후처리

  1. temperatureat reflux

출처 및 근거

ORD 기록
ord-b2ba3a136dae496caa6ed5d95948979f
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091234B2

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