4-Methyloxybenzyl chloride → 2-[(4-Methoxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18774노트

반응식

HRID 18774 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][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][Cl:26])=[CH:23][CH:22]=1>CCO>[ClH:26].[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][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)=[CH:23][CH:22]=1

참가 물질

4

반응물 2

HCID 699934-Methyloxybenzyl chlorideHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 685697992-[(4-Methoxybenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 51.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 4-methoxybenzyl chloride (0.213 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 167 mg of the product 223. 1H NMR (DMSO-d6) δ 11.24 (s, 2 H), 7.50 (d, 2 H), 7.20-6.90 (m, 8 H), 6.90-6.65 (m, 4 H), 5.78 (s, 2 H), 4.78 (s, 2 H), 3.78 (s, 3 H); MS: m/z 375 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-88b2038d7c6b463d9e36ad62587d6f67
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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