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

HRID 18780ノート

反応式

HRID 18780 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]=[C:26]([F:28])[CH:25]=[CH:24][C:21]=1[CH2:22]Cl>CCO>[ClH:19].[Cl:19][C:20]1[CH:27]=[C:26]([F:28])[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 27250642-Chloro-1-(chloromethyl)-4-fluorobenzeneHCID 45258634cis-4,5-Diphenylimidazolidine-2-thione

生成物 1

HCID 685707522-[(2-Chloro-4-fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride収率 73.2%

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-chloro-4-fluorobenzyl chloride (281 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 249 mg of the product 229. 1H NMR (DMSO-d6) δ 11.35 (s, 2 H), 8.00-7.80 (m, 1 H), 7.75-7.60 (m, 1 H), 7.55-7.35 (m, 1 H), 7.20-7.00 (m, 6 H), 7.00-6.85 (m, 4 H), 5.80 (s, 2 H), 4.90 (s, 2 H); MS: m/z 397 (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-d4e112ba583740ba985b0542360d9f10
出典データセット
uspto-grants-2010_06
特許番号
US07741493B2

反応ノート

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