Water → 5-chloro-4-(4-chlorophenyl)pyridazin-3(2H)-one

HRID 2224252ノート

反応式

HRID 2224252 の反応式
C([N:8]1[C:13](=[O:14])[C:12]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[C:11]([Cl:22])[CH:10]=[N:9]1)C1C=CC=CC=1.[Cl-].[Al+3].[Cl-].[Cl-].O>C1(C)C=CC=CC=1>[Cl:22][C:11]1[CH:10]=[N:9][NH:8][C:13](=[O:14])[C:12]=1[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 597168732-benzyl-5-chloro-4-(4-chlorophenyl)pyridazin-3(2H)-one

生成物 1

HCID 597167715-chloro-4-(4-chlorophenyl)pyridazin-3(2H)-one収率 92%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
50 °C

実験手順

To a solution of 2-benzyl-5-chloro-4-(4-chlorophenyl)pyridazin-3(2H)-one (10.2 gm, 30.8 mmol) in toluene (154 mL) was added aluminum chloride (10.3 g, 77 mmol). The mixture was stirred at 50° C. for 1 h. After this time, the solution was cooled to RT, and the reaction mixture was poured into water (200 mL). The reaction mixture was extracted with EtOAc (3×100 mL). The combined organic layers were washed with saturated NaCl. The organic layer was dried (Na2SO4), filtered and concentrated. The resulting residue was triturated with EtOAc-hexane to give the title compound, 5-chloro-4-(4-chlorophenyl)pyridazin-3(2H)-one as an off-white solid (6.8 g, 92%). LC/MS (method A): RT=2.91 min, (M+H)+=241;

後処理

  1. temperatureAfter this time, the solution was cooled to RT
  2. extractionThe reaction mixture was extracted with EtOAc (3×100 mL)
  3. washThe combined organic layers were washed with saturated NaCl
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting residue was triturated with EtOAc-hexane

出典と根拠

ORDレコード
ord-0289fc3f5caf4c4e948f0ca18408bb82
出典データセット
uspto-grants-2008_05
特許番号
US07378418B2

反応ノート

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