1-(Chloromethyl)-2-iodobenzene → 2-[(2-Iodobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 2053566ノート

反応式

HRID 2053566 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.[I:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][Cl:23]>CCO>[ClH:23].[I:19][C:20]1[CH:27]=[CH:26][CH:25]=[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 1010641-(Chloromethyl)-2-iodobenzeneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

HCID 685694252-[(2-Iodobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride収率 67.8%

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 2-iodobenzyl chloride (396 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 270 mg of the product 222. 1H NMR (DMSO-d6) δ 11.43 (s, 2H), 8.00 (d, 1H), 7.82 (d, 1H), 7.48 (t, 1H), 7.30-7.00 (m, 7H), 7.00-6.80 (m, 4H), 5.82 (s, 2H), 4.88 (s, 2H); MS: m/z 471 (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-a9f4865131114d46aba6d2bc67b50696
出典データセット
uspto-grants-2008_02
特許番号
US07326792B2

反応ノート

読み込み中…