2-Aminopyridine-3-carboxamide → 1-(2,5-Dichlorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromide

HRID 1260849Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1260849
[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Cl:11][C:12]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:13]=1[CH2:14][Br:15]>CN(C)C=O.C(OCC)(=O)C>[BrH:15].[Cl:11][C:12]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:13]=1[CH2:14][N:10]1[CH:9]=[CH:8][CH:7]=[C:3]([C:4]([NH2:6])=[O:5])[C:2]1=[NH:1]

Komponenten

5

Edukt 2

HCID 5066232-Aminopyridine-3-carboxamideHCID 34957442,5-Dichlorobenzyl bromide

Produkt 1

HCID 686623991-(2,5-Dichlorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromideAusbeute 38,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 2-aminonicotinamide (0.2 g) in N,N-dimethylformamide (5 ml) was added 2,5-dichlorobenzylbromide (0.39 g) (Table 2, bromide 122), and the mixture was stirred at 80° C. for 14 hr. The reaction mixture was diluted with ethyl acetate. The precipitate was collected by filtration and washed with ethyl acetate. The obtained precipitate was recrystallized from methanol-ethyl acetate to give the title compound (0.21 g).

Aufarbeitung

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with ethyl acetate
  3. customThe obtained precipitate was recrystallized from methanol-ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-d0b1c3f3a6d34ae09698d54ec5016104
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470859B2

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