5-(Bromomethyl)-2-chlorobenzonitrile → 5-Chloro-1-(4-chloro-3-cyanobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromide

HRID 1260899Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1260899
[NH2:1][C:2]1[N:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Br:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([Cl:22])=[C:18]([CH:21]=1)[C:19]#[N:20]>CN(C)C=O.C(OCC)(=O)C>[BrH:12].[Cl:11][C:8]1[CH:7]=[C:3]([C:4]([NH2:6])=[O:5])[C:2](=[NH:1])[N:10]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([Cl:22])=[C:18]([C:19]#[N:20])[CH:21]=2)[CH:9]=1

Komponenten

5

Edukt 2

HCID 140330355-(Bromomethyl)-2-chlorobenzonitrileHCID 668768832-Amino-5-chloronicotinamide

Produkt 1

HCID 686622315-Chloro-1-(4-chloro-3-cyanobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromideAusbeute 26,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 2-amino-5-chloronicotinamide (0.15 g) in N,N-dimethylformamide (3 ml) was added 5-(bromomethyl)-2-chlorobenzonitrile (0.31 g), and the mixture was stirred at 100° 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 (93 mg).

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-8a67f295a68740ee9ba94b6df3139d89
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470859B2

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