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

HRID 1360548ノート

反応式

HRID 1360548 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane触媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b6e1e88d7fa14852b13b2fa0b03a4e48
出典データセット
uspto-grants-2011_02
特許番号
US07879849B2

反応ノート

読み込み中…