1-Chloro-4-(chloromethyl)benzene → 2-[(4-Chlorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18752

反応式

HRID 18752 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.[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24]Cl)=[CH:22][CH:21]=1>CCO>[ClH:19].[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][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:22][CH:21]=1

参加物

4

反応物 2

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

HCID 685699342-[(4-Chlorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride収率 46.3%

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 4-chlorobenzyl chloride (0.253 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 151 mg of the product 200. 1H NMR (DMSO-d6) δ 11.30 (s, 2 H), 7.75-7.60 (d, 2 H), 7.60-7.55 (d, 2 H), 7.20-6.90 (m, 6 H), 6.85-6.65 (m, 4 H), 5.78 (s, 2 H), 4.90 (s, 2 H); MS: m/z 379 (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-51f7cfce81ef4b2a91fe866d8ea446f0
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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