Ammonium Chloride → 5-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxamide

HRID 1984471노트

반응식

HRID 1984471 반응식
C(Cl)(=O)C(Cl)=O.[C:7]1([S:13]([CH2:16][CH2:17][CH2:18][C:19]2[N:23]([CH2:24][CH2:25][CH2:26][CH3:27])[N:22]=[C:21]([C:28]([OH:30])=O)[CH:20]=2)(=[O:15])=[O:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Cl-].[NH4+:32]>ClCCl.CN(C=O)C>[C:7]1([S:13]([CH2:16][CH2:17][CH2:18][C:19]2[N:23]([CH2:24][CH2:25][CH2:26][CH3:27])[N:22]=[C:21]([C:28]([NH2:32])=[O:30])[CH:20]=2)(=[O:15])=[O:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

참가 물질

6

반응물 3

HCID 25517Ammonium ChlorideHCID 65578Oxalyl chlorideHCID 669583705-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxylic acid

생성물 1

HCID 669590245-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxamide

시약·촉매·용매 2

HCID 6344Dichloromethane촉매HCID 6228Dimethylformamide용매

실험 절차

Oxalyl chloride (7.8 mL, 90.0 mmol) was added slowly via syringe to a solution of 5-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxylic acid (10.5 g, 30.0 mmol) in 100 mL of dichloromethane containing one drop of DMF. After 2 hours of stirring, saturated ammonium chloride (100 mL) was added to the reaction mixture and the reaction was maintained for 1 hour. The reaction mixture was concentrated under reduced pressure, diluted with dichloromethane and washed with water. The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, and concentrated to afford 10.4 g of 5-(3-benzenesulfonylpropyl)-1-butyl-1H-pyrazole-3-carboxamide.

후처리

  1. temperaturethe reaction was maintained for 1 hour
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additiondiluted with dichloromethane
  4. washwashed with water
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-90bd407d803d41cbb4ed419c69022936
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544697B2

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