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

HRID 59762Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 59762
[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]

Komponenten

5

Edukt 3

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

Produkt 1

HCID 867038683-(3-(Dimethylcarbamoyl)phenylsulfonamido)thiophene-2-carboxylic acidAusbeute 77,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-39255a2744ef4cf0bfbe7f6bc92d570b
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440954B2

Notizen zur Reaktion

Wird geladen…