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

HRID 2053555

반응식

HRID 2053555 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, 2H), 7.80-7.65 (m, 1H), 7.60-7.40 (m, 1H), 7.40-7.20 (m, 2H), 7.20-7.00 (m, 6H), 7.00-6.80 (m, 4H), 5.80 (s, 2H), 4.85 (s, 2H); MS: m/z 363 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-62fb2f4c67874a89b0167e202077a914
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326792B2

연결된 노트

불러오는 중…