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

HRID 2053574

반응식

HRID 2053574 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][C:25]([CH3:28])=[CH:24][C:21]=1[CH2:22][Cl:23]>CCO>[ClH:23].[CH3:19][C:20]1[CH:27]=[CH:26][C:25]([CH3:28])=[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 69987Benzene, 2-(chloromethyl)-1,4-dimethyl-HCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685692182-[(2,5-Dimethylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 53.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2,5-dimethylbenzyl chloride (0269 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 171 mg of the product 230. 1H NMR (DMSO-d6) δ 11.20 (s, 2H), 7.38 (s, 1H), 7.30-7.00 (m, 8H), 7.00-6.85 (m, 4H), 5.82 (s, 2H), 4.75 (s, 2H), 2.40 (s, 3H), 2.30 (s, 3H); MS: m/z 373 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-8282826e26fe4eaf81ec198ff6e46a00
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326792B2

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