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Hydrochloric Acid → 6-[(Phenylsulfonyl)amino]quinoline-3-carboxylic acid

HRID 1894963
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HRID 1894963 반응식
[C:1]1([S:7]([N:10](S(C2C=CC=CC=2)(=O)=O)[C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[N:17]=[CH:16][C:15]([C:21]([O:23]C)=[O:22])=[CH:14]3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].O.Cl>CO.CN(C)C=O>[C:1]1([S:7]([NH:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[N:17]=[CH:16][C:15]([C:21]([OH:23])=[O:22])=[CH:14]3)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67002239Methyl 6-[bis(phenylsulfonyl)amino]quinoline-3-carboxylate

생성물 1

HCID 670023616-[(Phenylsulfonyl)amino]quinoline-3-carboxylic acid

시약·촉매·용매 2

HCID 887Methanol용매
HCID 6228
Dimethylformamide
용매

실험 절차

To a solution of methyl 6-[bis(phenylsulfonyl)amino]quinoline-3-carboxylate (0.29 g, 0.601 mmol) in methanol (2.4 mL) was added a 1 M solution of sodium hydroxide in H2O (2.4 mL, 2.4 mmol). N,N-dimethylformamide (1 mL) was added to aid solubility and the resulting suspension was stirred at room temperature for 48 h. The reaction was then warmed to 60° C. and stirred for 96 h. A solution of hydrochloric acid (1.0 M in water) was added until pH=7. The mixture was extracted with ethyl acetate three times. The extracts were combined, washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure and used as obtained (Int-12, 0.201 g, 61%). LC-MS: (FA) ES+ 329.

후처리

  1. temperatureThe reaction was then warmed to 60° C.
  2. stirringstirred for 96 h
  3. extractionThe mixture was extracted with ethyl acetate three times
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customas obtained (Int-12, 0.201 g, 61%)

출처 및 근거

ORD 기록
ord-c4dbde8d252b4dc185051571131428cf
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08513421B2

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