Ammonium Hydroxide → HCID 59234713, Verbindung

HRID 547515Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 547515
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]([NH:12][C:13]2[C:14]([C:26](O)=[O:27])=[N:15][N:16]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:17]=2)=[O:11])=[CH:4][CH:3]=1.[NH4+:29].[OH-]>O1CCCC1.C(Cl)(=O)C(Cl)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][CH2:9][C:10]([NH:12][C:13]2[C:14]([C:26]([NH2:29])=[O:27])=[N:15][N:16]([CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:17]=2)=[O:11])=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 14923Ammonium HydroxideHCID 25009726KR-33494

Produkt 1

HCID 59234713HCID 59234713, VerbindungAusbeute 19 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 65578Oxalyl chlorideLösungsmittel

Versuchsvorschrift

113 mg (0.3 mM) of the compound obtained in Example 23 was dissolved in 1 ml of tetrahydrofuran to which 60 μl (0.7 mM) of oxalyl chloride was added dropwise, and the resulting mixture was stirred under a nitrogen atmosphere for 30 minutes. Subsequently, 70 μl of NH4OH was added thereto, and the resulting mixture was stirred under a nitrogen atmosphere for 1 hour. The solvent was distilled off under reduced pressure, and the resultant was extracted with ethyl acetate and brine. The organic solvent layer was dried over anhydrous sodium sulfate, filtered, and then distilled under reduced pressure. The resulting impure compound was purified by column chromatography (hexane:ethyl acetate=2:1), to obtain 21 mg (19%) of the title compound.

Aufarbeitung

  1. additionwas added dropwise
  2. stirringthe resulting mixture was stirred under a nitrogen atmosphere for 1 hour
  3. distillationThe solvent was distilled off under reduced pressure
  4. extractionthe resultant was extracted with ethyl acetate and brine
  5. dry with materialThe organic solvent layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. distillationdistilled under reduced pressure
  8. customThe resulting impure compound was purified by column chromatography (hexane:ethyl acetate=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-41f7026ebe40465ba8d1fe9a21c03d8c
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939550B2

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