Phenylhydrazine → HCID 59436173, 화합물

HRID 1624749노트

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HRID 1624749 반응식
C[N:2]([CH:4]=[N:5][C:6]([C:8]1[C:13](=[O:14])[CH:12]=[CH:11][N:10]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[N:9]=1)=O)C.[C:25]1([NH:31]N)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)(=O)C>[C:25]1([N:31]2[C:6]([C:8]3[C:13](=[O:14])[CH:12]=[CH:11][N:10]([C:15]4[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=4)[N:9]=3)=[N:5][CH:4]=[N:2]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

4

반응물 2

HCID 7516PhenylhydrazineHCID 59436171HCID 59436171, 화합물

생성물 1

HCID 59436173HCID 59436173, 화합물수율 93.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
120 °C

실험 절차

A solution of N-[(dimethylamino)methylidene]-4-oxo-1-[3-(trifluoromethyl)phenyl]-1,4-dihydropyridazine-3-carboxamide (0.119 g, 0.35 mmol) in acetic acid (5.0 mL) was treated with phenyl hydrazine (0.070 mL, 0.71 mmol). The resulting solution was heated under microwave heating conditions at 120° C. for 10 min. After that time the reaction was cooled to room temperature and the crude product purified by flash column chromatography (silica gel, ethyl acetate to 85:15 ethyl acetate/methanol) to give a colorless solid that was recrystallized from ethyl acetate/hexanes to give 0.126 g (46%) of 3-(1-phenyl-1H-1,2,4-triazol-5-yl)-1-[3-(trifluoromethyl)phenyl]pyridazin-4(1H)-one as colorless crystals.

후처리

  1. temperatureThe resulting solution was heated under microwave
  2. temperatureAfter that time the reaction was cooled to room temperature
  3. customthe crude product purified by flash column chromatography (silica gel, ethyl acetate to 85:15 ethyl acetate/methanol)
  4. customto give a colorless solid
  5. customthat was recrystallized from ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-a7a558d57c74429aabffeb8700b32c7b
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778944B2

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