Isopropylamine → 2-amino-N-isopropylnicotinamide

HRID 268320Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 268320
[C:1]12[C:7](=[N:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)[O:4][C:2]2=O.[CH:13]([NH2:16])([CH3:15])[CH3:14]>CN(C)C=O>[NH2:6][C:7]1[N:8]=[CH:9][CH:10]=[CH:11][C:1]=1[C:2]([NH:16][CH:13]([CH3:15])[CH3:14])=[O:4]

Komponenten

4

Edukt 2

HCID 6363IsopropylamineHCID 109865823-Azaisatoic anhydride

Produkt 1

HCID 215514072-amino-N-isopropylnicotinamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In addition to being useful as discussed above, acid anhydrides produced by the method of the invention are useful as intermediates for the production of pyrimidine diones which can be used as herbicides. For example, 3-azaisatoic anhydride can be dissolved in dimethylformamide and reacted with a substantially stoiciometric amount of isopropyl amine to produce 2-amino-N-isopropylnicotinamide. The reaction is conveniently conducted at a temperature of about 45°-50° until carbon dioxide evolution ceases. The 2-amino-N-isopropylnicotinamide can then be reacted with phosgene to produce 3-isopropyl pyrido[2,3-d]pyrimidine-2,4 (1H,3H)-dione. This reaction can be conducted under ambient pressure in p-dioxane as a solvent, preferably in the presence of triethylamine as an HCl absorber, at a temperature in the vicinity of 100°.

Aufarbeitung

  1. additionIn addition
  2. customproduced by the method of the invention

Quellen und Nachweise

ORD-Eintrag
ord-430881e3cada4596ad8588c140985a17
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03947416

Notizen zur Reaktion

Wird geladen…