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

HRID 18753

反応式

HRID 18753 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, 2 H), 7.50-7.35 (m, 3 H), 7.20-6.95 (m, 6 H), 6.90-6.70 (m, 4 H), 5.78 (s, 2H), 4.90 (s, 2 H); 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-c0bd3f8cfc034739a693ea7b6cd94218
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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