3-(Chloromethyl)-1,2,4,5-tetramethylbenzene → 2-[(2,3,5,6-Tetramethylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 2053580

반응식

HRID 2053580 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[C:27]([CH3:28])=[CH:26][C:25]([CH3:29])=[C:24]([CH3:30])[C:21]=1[CH2:22][Cl:23]>CCO>[ClH:23].[CH3:30][C:24]1[C:25]([CH3:29])=[CH:26][C:27]([CH3:28])=[C:20]([CH3:19])[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 819393-(Chloromethyl)-1,2,4,5-tetramethylbenzeneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

생성물 1

HCID 865963342-[(2,3,5,6-Tetramethylbenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride수율 51.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2,3,5,6-tetramethylbenzyl chloride (287 mg, 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 177 mg of the product 236. 1H NMR (DMSO-d6) δ 11.33 (s, 2H), 7.25-6.95 (m, 11H), 5.86 (s, 2H), 4.84 (s, 2H), 2.35 (s, 6H), 2.21 (s, 6H); MS: m/z 401 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-1f43b8a26a2244a88fb210dbc8603c0d
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326792B2

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