Benzyl Chloride → 2-(Benzylthio)-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 2053546

反応式

HRID 2053546 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.[CH2:19]([Cl:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CCO>[ClH:26].[CH2:19]([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)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

4

反応物 2

HCID 7503Benzyl ChlorideHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

HCID 685694492-(Benzylthio)-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride収率 42.8%

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 benzyl chloride (0.184 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 128 mg of the product 201. 1H NMR (DMSO-d6) δ 11.30 (s, 2H), 7.70-7.50 (m, 2H), 7.50-7.35 (m, 3H), 7.20-6.95 (m, 6H), 6.90-6.70 (m, 4H), 5.78 (s, 2H), 4.90 (s, 2H); MS: m/z 345 (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-61f012585c784321844eb1ec81da190e
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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