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Sodium Hydroxide → HCID 21913806, Verbindung

HRID 1008082
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1008082
C([O:3][C:4](=[O:34])[C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH2:14][CH2:15][CH2:16][N:17]2[C:25]3[C:24]([CH3:26])=[C:23]([CH3:27])[N:22]4[N:28]=[N:29][N:30]=[C:21]4[C:20]=3[N:19]=[C:18]2[CH2:31][CH2:32][CH3:33])(=[O:13])=[O:12])=[CH:7][CH:6]=1)C.[OH-].[Na+]>C(O)C>[CH3:27][C:23]1[N:22]2[N:28]=[N:29][N:30]=[C:21]2[C:20]2[N:19]=[C:18]([CH2:31][CH2:32][CH3:33])[N:17]([CH2:16][CH2:15][CH2:14][S:11]([C:8]3[CH:9]=[CH:10][C:5]([C:4]([OH:34])=[O:3])=[CH:6][CH:7]=3)(=[O:12])=[O:13])[C:25]=2[C:24]=1[CH3:26]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 69412152HCID 69412152, Verbindung

Produkt 1

HCID 21913806HCID 21913806, VerbindungAusbeute 95,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-[3-(5,6-Dimethyl-8-propyl-7H-imidazo[4,5-c]tetrazolo[1,5-a]pyridin-7-yl)propane-1-sulfonyl]benzoic acid ethyl ester (2.50 g, 5.16 mmol), prepared as described in Parts A-E of Example 92 using the modification of Example 99, was treated with aqueous sodium hydroxide (10 mL of 1 N) in ethanol (26 mL), and the reaction stirred for two hours and became homogeneous. The solvents were removed under reduced pressure, and the residual white solid was dissolved in water (50 mL). The solution was washed with ethyl acetate (3×10 mL) and then adjusted to pH 4 with the addition of concentrated hydrochloric acid. A white solid precipitated, which was isolated by filtration, washed with water, and dried for three hours in a vacuum oven at 60° C. to provide 2.26 g of 4-[3-(5,6-dimethyl-8-propyl-7H-imidazo[4,5-c]tetrazolo[1,5-a]pyridin-7-yl)propane-1-sulfonyl]benzoic acid as a white solid.

Aufarbeitung

  1. customThe solvents were removed under reduced pressure
  2. dissolutionthe residual white solid was dissolved in water (50 mL)
  3. washThe solution was washed with ethyl acetate (3×10 mL)
  4. additionadjusted to pH 4 with the addition of concentrated hydrochloric acid
  5. customA white solid precipitated
  6. customwhich was isolated by filtration
  7. washwashed with water
  8. customdried for three hours in a vacuum oven at 60° C.

Quellen und Nachweise

ORD-Eintrag
ord-5c244df5288249ac9ee011aeeef81eab
Quelldatensatz
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06797718B2

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