alpha-Chloro-o-xylene → 2-[(2-Methylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 2053571

반응식

HRID 2053571 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.[CH3:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][Cl:23]>CCO>[ClH:23].[CH3:19][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 11093alpha-Chloro-o-xyleneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685671662-[(2-Methylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 56%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2-methylbenzyl chloride (0.204 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 174 mg of the product 227. 1H NMR (DMSO-d6) δ 11.28 (s, 2H), 7.68 (m, 1H), 7.55-7.20 (m, 3H), 7.20-7.00 (m, 6H), 7.00-6.90 (m, 4H), 5.82 (s, 2H), 4.81 (s, 2H), 2.44 (s, 3H); MS: m/z 359 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-fedafde2ef7241dda5586f04b8742a94
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326792B2

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