1-Chloromethylnaphthalene → 2-[(Naphthalen-1-yl)methylthio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18765

반응식

HRID 18765 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.[Cl:19][CH2:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1>CCO>[ClH:19].[C:21]1([CH2:20][S:18][C:9]2[NH:8][C@H:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C@H:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:10]=2)[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1

참가 물질

4

반응물 2

HCID 68451-ChloromethylnaphthaleneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685711322-[(Naphthalen-1-yl)methylthio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 19.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 1-chloromethylnaphthalene (0.277 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 67 mg of the product 213. 1H NMR (DMSO-d6) δ 11.20 (s, 2 H), 8.40-8.25 (m, 1 H), 8.10-7.90 (m, 2 H), 7.90-7.80 (m, 1 H), 7.80-7.50 (3, H), 7.20-6.70 (m, 10 H), 5.79 (s, 2 H), 4.85 (s, 2 H); MS: m/z 395 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-37d998a3b8ad45f0be5dd882a0f9e02c
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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