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4-Phenylbenzyl chloride → 2-[(4-Phenylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18759
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HRID 18759 반응식
[C:1]1([C@H:7]2[C@@H:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:10][C:9](=[S:18])[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]1([C:25]2[CH:32]=[CH:31][C:28]([CH2:29][Cl:30])=[CH:27][CH:26]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CCO>[ClH:30].[C:19]1([C:25]2[CH:26]=[CH:27][C:28]([CH2:29][S:18][C:9]3[NH:8][C@H:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C@H:11]([C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=4)[N:10]=3)=[CH:31][CH:32]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1
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참가 물질

4

반응물 2

HCID 154634-Phenylbenzyl chlorideHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685696462-[(4-Phenylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 57.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 4-phenylbenzyl chloride (0.318 mg, 1.57 mmol) in abs. EtOH (2 mL) is heated at 95° C. for 24 h. The reaction mixture is cooled to RT, evaporated to dryness, and the residue suspended in Et2O. The insoluble material is filtered to give 205 mg of the product 207. 1H NMR (DMSO-d6) δ 11.24 (s, 2 H), 7.90-7.60 (m, 6 H), 7.60-7.30 (m, 3 H), 7.20-6.90 (m, 6 H), 6.90-6.65 (m, 4 H), 5.79 (s, 2 H), 4.85 (s, 2 H); MS: m/z 421 (M++1).

후처리

  1. customevaporated to dryness
  2. filtrationThe insoluble material is filtered

출처 및 근거

ORD 기록
ord-d17cb356b22f4e98b41cd409b4b17ea9
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07741493B2

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