Water → 5-[4-(1-Hydroxyethyl)phenyl]-2-nitrothiophene-3-carboxamide

HRID 385726Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 385726
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:14][C:13]([N+:15]([O-:17])=[O:16])=[C:12]([C:18]([NH2:20])=[O:19])[CH:11]=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+].O>CO>[OH:3][CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:14][C:13]([N+:15]([O-:17])=[O:16])=[C:12]([C:18]([NH2:20])=[O:19])[CH:11]=2)=[CH:6][CH:5]=1)[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 595260295-(4-Acetylphenyl)-2-nitrothiophene-3-carboxamide

Produkt 1

HCID 595257315-[4-(1-Hydroxyethyl)phenyl]-2-nitrothiophene-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5-(4-Acetylphenyl)-2-nitrothiophene-3-carboxamide (0.21 g, 0.723 mmol) was taken up in MeOH (4 mL), followed by the addition of sodium borohydride (0.027 g, 0.723 mmol). The reaction mixture stirred at room temperature for 3 hours. Water was added and the products extracted into EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to give the title compound as a yellow solid.

Aufarbeitung

  1. extractionthe products extracted into EtOAc (2×)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f70ad1fd60414e27a90a0ab4d63d3b9d
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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