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

HRID 18781

反応式

HRID 18781 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[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

参加物

4

反応物 2

HCID 69987Benzene, 2-(chloromethyl)-1,4-dimethyl-HCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

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

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 2,5-dimethylbenzyl chloride (0.269 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, 2 H), 7.38 (s, 1 H), 7.30-7.00 (m, 8 H), 7.00-6.85 (m, 4 H), 5.82 (s, 2 H), 4.75 (s, 2 H), 2.40 (s, 3 H), 2.30 (s, 3 H); MS: m/z 373 (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-249d9f77aeed4ee5b72f5c2609cd6ec6
出典データセット
uspto-grants-2010_06
特許番号
US07741493B2

関連ノート

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