Allylamine → HCID 22181441, Verbindung

HRID 1796518Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1796518
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[CH2:14]([NH2:17])[CH:15]=[CH2:16]>CO>[N+:11]([C:3]1[CH:4]=[C:5]([C:8]([OH:10])=[O:9])[CH:6]=[N:7][C:2]=1[NH:17][CH2:14][CH:15]=[CH2:16])([O-:13])=[O:12]

Komponenten

4

Edukt 2

HCID 7853AllylamineHCID 3464596-Chloro-5-nitropyridine-3-carboxylic acid

Produkt 1

HCID 22181441HCID 22181441, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 6-chloro-5-nitro-3-pyridinecarboxylic acid (4.72 g, 23.30 mmol) in methanol (70 mL) at room temperature was added allyl amine (5.25 mL, 70.0 mmol) and the mixture was stirred overnight. The reaction was then concentrated in vacuo and the residue taken up into water (100 mL). The solution was brought to pH 3 by addition of 1 M HCl aqueous solution. The resulting suspension was extracted with EtOAc (50 mL). The aqueous phase was back-extracted with additional EtOAc (2×50 mL). The organic phases were combined, dried with MgSO4, and filtered. The solution was concentrated in vacuo providing 5-nitro-6-(2-propenylamino)-3-pyridinecarboxylic acid which was used without further purification.

Aufarbeitung

  1. concentrationThe reaction was then concentrated in vacuo
  2. additionThe solution was brought to pH 3 by addition of 1 M HCl aqueous solution
  3. extractionThe resulting suspension was extracted with EtOAc (50 mL)
  4. extractionThe aqueous phase was back-extracted with additional EtOAc (2×50 mL)
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. concentrationThe solution was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ee1e2246571d4630b4199e95580a8120
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07030139B2

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