Methanol → 3-(3-(Dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylic acid

HRID 59762노트

반응식

HRID 59762 반응식
[CH3:1][N:2]([CH3:24])[C:3]([C:5]1[CH:6]=[C:7]([S:11]([NH:14][C:15]2[CH:19]=[CH:18][S:17][C:16]=2[C:20]([O:22]C)=[O:21])(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1)=[O:4].CO.[OH-].[Na+]>Cl>[CH3:1][N:2]([CH3:24])[C:3]([C:5]1[CH:6]=[C:7]([S:11]([NH:14][C:15]2[CH:19]=[CH:18][S:17][C:16]=2[C:20]([OH:22])=[O:21])(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1)=[O:4]

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86703867Methyl 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylate

생성물 1

HCID 867038683-(3-(Dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylic acid수율 77.9%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

Methyl 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylate (Int. 79, 200 mg, 0.543 mmol) was dissolved in MeOH (4 ml, 99 mmol). NaOH 1M (2 ml) was added, and the reaction was stirred at RT for 8 hours to achieve completion. The reaction mixture was diluted with HCl 1N and extracted with AcOEt. The organic phase was washed with HCl 1N and brine, dried over Na2SO4 and concentrated under vacuum to give 3-(3-(dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylic acid (Int. 80, 150 mg, 0.423 mmol).

후처리

  1. extractionextracted with AcOEt
  2. washThe organic phase was washed with HCl 1N and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-39255a2744ef4cf0bfbe7f6bc92d570b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440954B2

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