3-(Acetylsulfanyl)propanoyl chloride → (+/-)-1-[3-(Acetylthio)-1-oxopropyl]-3-(2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid

HRID 127000노트

반응식

HRID 127000 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH2:11][CH:10]([C:12]([OH:14])=[O:13])[NH:9][N:8]=1.[C:15]([S:18][CH2:19][CH2:20][C:21](Cl)=[O:22])(=[O:17])[CH3:16]>O.C(=O)(O)[O-].[Na+].CCOCC.C(=O)([O-])[O-].[Na+].[Na+]>[C:15]([S:18][CH2:19][CH2:20][C:21]([N:9]1[CH:10]([C:12]([OH:14])=[O:13])[CH2:11][C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[N:8]1)=[O:22])(=[O:17])[CH3:16]

참가 물질

7

반응물 2

HCID 129431223-(Acetylsulfanyl)propanoyl chlorideHCID 20288728(+/-)-3-(2-Pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid

생성물 1

HCID 20288727(+/-)-1-[3-(Acetylthio)-1-oxopropyl]-3-(2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid

시약·촉매·용매 4

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 10340Sodium Carbonate용매HCID 516892Sodium Bicarbonate용매

실험 절차

(±)-3-(2-Pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid (3.82 g) is dissolved in 100 ml of water containing 2.12 g of sodium bicarbonate at 10° C. 3-(Acetylthio)propionyl chloride (3.9 g) in 15 ml of ether and 20% sodium carbonate solution are added simultaneously; the pH is maintained between 7.5 and 8.5. The reaction mixture is then stirred at room temperature for 2 hours and extracted with ether (discarded). The aqueous layer is acidified with acetic acid and extracted with ethyl acetate three times. The solvent is dried over anhydrous magnesium sulfate and concentrated in vacuo, yielding the title compound.

후처리

  1. temperaturethe pH is maintained between 7.5 and 8.5
  2. extractionextracted with ether (discarded)
  3. extractionextracted with ethyl acetate three times
  4. dry with materialThe solvent is dried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e320229640d249138174d2cb033f71cd
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254267

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