Sodium hydride → N-(4-bromo-3-methyl-5-isoxazolyl)-2-ethyl-5-methylbenzo[b]thiophene-3-sulfonamide

HRID 1166904

Reaktionsgleichung

Reaktionsgleichung von HRID 1166904
[Br:1][C:2]1[C:3]([CH3:8])=[N:4][O:5][C:6]=1[NH2:7].[H-].[Na+].[CH2:11]([C:13]1[S:17][C:16]2[CH:18]=[CH:19][C:20]([CH3:22])=[CH:21][C:15]=2[C:14]=1[S:23](Cl)(=[O:25])=[O:24])[CH3:12]>C1COCC1>[Br:1][C:2]1[C:3]([CH3:8])=[N:4][O:5][C:6]=1[NH:7][S:23]([C:14]1[C:15]2[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:16]=2[S:17][C:13]=1[CH2:11][CH3:12])(=[O:24])=[O:25]

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 229984372-Ethyl-5-methylbenzo[b]thiophene-3-sulfonylchloride

Produkt 1

HCID 10295319N-(4-bromo-3-methyl-5-isoxazolyl)-2-ethyl-5-methylbenzo[b]thiophene-3-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

N-(4-bromo-3-methyl-5-isoxazolyl)-2-ethyl-5-methylbenzo[b]thiophene-3-sulfonamide was prepared in the same manner as described in Example 41. Reaction of 4-bromo-3-methyl-5-aminoisoxazole (1.0 mmole, 0.18 g), NaH (2.5 mmoles, 0.10 g), and 2-ethyl-5-methylbenzo[b]thiophene-3-sulfonylchloride (1.3 mmoles, 0.36 g) in THF (6 ml) yielded, after recrystallization from chloroform and hexanes, 0.25 g (60%) of a light brown crystalline solid, m.p. 176-178° C.

Aufarbeitung

  1. customyielded
  2. customafter recrystallization from chloroform and hexanes, 0.25 g (60%) of a light brown crystalline solid, m.p. 176-178° C.

Quellen und Nachweise

ORD-Eintrag
ord-63e867958d12423e93265265916235d7
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06613804B2

Verknüpfte Notizen

Wird geladen…