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

HRID 18762

反応式

HRID 18762 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.[F:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][Cl:23]>CCO>[ClH:23].[F: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 9580Benzene, 1-(chloromethyl)-2-fluoro-HCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

HCID 685673322-[(2-Fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride収率 45%

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-fluorobenzyl chloride (0.187 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 141 mg of the product 210. 1H NMR (DMSO-d6) δ 11.28 (s, 2 H), 7.80-7.65 (m, 1 H), 7.60-7.40 (m, 1 H), 7.40-7.20 (m, 2 H), 7.20-7.00 (m, 6 H), 7.00-6.80 (m, 4 H), 5.80 (s, 2 H), 4.85 (s, 2 H); MS: m/z 363 (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-6922fc345bbd47418d05c90eeebcf60f
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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