Benzene, 1-(chloromethyl)-2-fluoro- → 2-[(2-Fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18762

반응식

HRID 18762 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.[F:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][Cl:23]>CCO>[ClH:23].[F:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][S:18][C:9]1[NH:8][C@H:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C@H:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:10]=1

참가 물질

4

반응물 2

HCID 9580Benzene, 1-(chloromethyl)-2-fluoro-HCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685673322-[(2-Fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 45%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2-fluorobenzyl chloride (0.187 mL, 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 141 mg of the product 210. 1H NMR (DMSO-d6) δ 11.28 (s, 2 H), 7.80-7.65 (m, 1 H), 7.60-7.40 (m, 1 H), 7.40-7.20 (m, 2 H), 7.20-7.00 (m, 6 H), 7.00-6.80 (m, 4 H), 5.80 (s, 2 H), 4.85 (s, 2 H); MS: m/z 363 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-6922fc345bbd47418d05c90eeebcf60f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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