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

HRID 2224252노트

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HRID 2224252 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
50 °C

실험 절차

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;

후처리

  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

출처 및 근거

ORD 기록
ord-0289fc3f5caf4c4e948f0ca18408bb82
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07378418B2

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