Ammonia → 3-Phenyl-6-pyridazone

HRID 238179

반응식

HRID 238179 반응식
[C:1]1([C:7](=O)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[O:11]=[CH:12][C:13](O)=O.[NH3:16].O.[NH2:18]N>O>[C:1]1([C:7]2[CH:8]=[CH:13][C:12](=[O:11])[NH:16][N:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 7410AcetophenoneHCID 24654Hydrazine hydrate (1:1)HCID 15620607Glyoxylic acid, monohydrate

생성물 1

HCID 751063-Phenyl-6-pyridazone

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
40 °C

실험 절차

19.6 g (162.95 mmol) of 1-phenylethanone and 5 g (54.32 mmol) of oxoacetic acid monohydrate were stirred at 100° C. for 2 hours. The reaction solution was then cooled to 40° C., and 20 ml of water and 4 ml of ammonia were added. The mixture was then extracted twice with 50 ml of dichloromethane. 2.64 ml (53.32 mmol) of hydrazine monohydrate were then added to the aqueous phase, and the mixture was stirred at 100° C. for 2 hours. After the reaction, the reaction solution was cooled to room temperature. The precipitated crystals were filtered off with suction, washed with water and dried in a vacuum drying cabinet at 50° C. overnight. This gave 4.3 g (24.97 mmol, 15% of theory) of the title compound as colorless crystals.

후처리

  1. extractionThe mixture was then extracted twice with 50 ml of dichloromethane
  2. customAfter the reaction
  3. temperaturethe reaction solution was cooled to room temperature
  4. filtrationThe precipitated crystals were filtered off with suction
  5. washwashed with water
  6. customdried in a vacuum
  7. customdrying cabinet at 50° C. overnight

출처 및 근거

ORD 기록
ord-be90728811814152ae1328a5d3eae6d2
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642592B2

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