Triethylamine → HCID 86626278, 화합물

HRID 1097554

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HRID 1097554 반응식
C(N(CC)CC)C.[Cl:8][C:9]1[C:18]([N+:19]([O-:21])=[O:20])=[C:17]([NH:22][CH2:23][C:24]([CH3:27])([NH2:26])[CH3:25])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1.[CH3:28][S:29](Cl)(=[O:31])=[O:30]>ClCCl>[Cl:8][C:9]1[C:18]([N+:19]([O-:21])=[O:20])=[C:17]([NH:22][CH2:23][C:24]([NH:26][S:29]([CH3:28])(=[O:31])=[O:30])([CH3:27])[CH3:25])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1

참가 물질

5

반응물 3

HCID 8471Triethylamine2회HCID 31297Methanesulfonyl chloride3회HCID 86227765N1-(2-chloro-3-nitroquinolin-4-yl)-2-methylpropane-1,2-diamine

생성물 1

HCID 86626278HCID 86626278, 화합물수율 97.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

Triethylamine (1.77 mL, 12.7 mmol) was added to a solution of N1-(2-chloro-3-nitroquinolin-4-yl)-2-methylpropane-1,2-diamine (2.5 g, 8.5 mmol) in dichloromethane (25 mL), and the resulting solution was cooled to 0° C. and stirred for five minutes. Methanesulfonyl chloride (1.07 g, 9.33 mmol) was added in portions over a period of five minutes, and the reaction was allowed to warm to ambient temperature and stirred overnight. An analysis by high-performance liquid chromatography (HPLC) indicated the reaction was incomplete, and additional methanesulfonyl chloride (0.5 equivalent) was added. The reaction was stirred for two hours and again determined to be incomplete. Additional methanesulfonyl chloride (0.5 equivalent) and triethylamine (1.5 equivalents) were added, and the reaction was stirred for two hours and then diluted with dichloromethane. The resulting solution was washed twice with brine and twice with saturated aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to provide 3.1 g of N-{2-[(2-chloro-3-nitroquinolin-4-yl)amino]-1,1-dimethylethyl}methanesulfonamide as a yellow solid.

후처리

  1. temperatureto warm to ambient temperature
  2. stirringstirred overnight
  3. stirringThe reaction was stirred for two hours
  4. stirringthe reaction was stirred for two hours
  5. washThe resulting solution was washed twice with brine and twice with saturated aqueous sodium bicarbonate
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4b5a29c76894433f8746c223dacfa0c9
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143270B2

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