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

反応式

HRID 2053580 の反応式
[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

参加物

4

反応物 2

HCID 819393-(Chloromethyl)-1,2,4,5-tetramethylbenzeneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-1f43b8a26a2244a88fb210dbc8603c0d
出典データセット
uspto-grants-2008_02
特許番号
US07326792B2

関連ノート

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