Hydrochloric Acid → Thiophene-3-sulfonamide

HRID 1251816

Reaktionsgleichung

Reaktionsgleichung von HRID 1251816
ClC1C(C)=NOC=1[NH:7][S:8]([C:11]1[CH:15]=[CH:14][S:13][C:12]=1C(NC1C=C(OC)C(OC)=CC=1C(OC)=O)=O)(=[O:10])=[O:9].Cl>[OH-].[Na+]>[S:13]1[CH:14]=[CH:15][C:11]([S:8]([NH2:7])(=[O:10])=[O:9])=[CH:12]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 10839579N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamide

Produkt 1

HCID 1201388Thiophene-3-sulfonamideAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

NaOH (1.5 N, 250 ml) was added to N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamide (EXAMPLE 149); 410 mg). The resulting suspension was stirred at room temperature overnight to give a clear solution. The mixture was acidified using concentrated HCl with cooling. The resulting precipitate was filtered, washed with water (3×50 ml) and dried on a lyophilyzer to give N-(4-chloro-3-methyl-5-isoxazolyl)2-{[2-carboxyl-4,5-(methylenedioxy)phenyl]aminocarbonyl})thiophene-3-sulfonamide as a yellow powder (87% yield, m.p. 192-195° C.).

Aufarbeitung

  1. customto give a clear solution
  2. temperaturewith cooling
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water (3×50 ml)
  5. customdried on a lyophilyzer

Quellen und Nachweise

ORD-Eintrag
ord-13238d94364b4ec3b3ccebdaf18450a6
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06342610B2

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