Anthranilamide → HCID 722983, Verbindung

HRID 1648213Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1648213
[C:1]([NH2:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].C(N(CC)CC)C.Cl.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[N:22][CH:21]=1>O1CCCC1.C(Cl)Cl>[N:22]1[CH:23]=[CH:24][CH:25]=[C:20]([C:19]([NH:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[C:1]([NH2:10])=[O:9])=[O:26])[CH:21]=1

Komponenten

5

Edukt 3

HCID 6942AnthranilamideHCID 8471TriethylamineHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)

Produkt 1

HCID 722983HCID 722983, VerbindungAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21919333Tetrahydrofurane dichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of anthranilamide (8.2 g, being on sale) and triethylamine (18.0 g)in 100 mL of tetrahydrofuran/methylene chloride (1:1), was added nicotinoyl chloride hydrochloride (10.8 g). The mixture was allowed to stir at room temperature, under nitrogen atmosphere, for six hours. The solution was then concentrated under reduced pressure. The concentrate was taken up in ethyl acetate and water and the mixture filtered. The solid material was triturated in ether and filtered to give the title compound (11.5 g) as a yellow powder having the following physical data.

Aufarbeitung

  1. concentrationThe solution was then concentrated under reduced pressure
  2. filtrationwater and the mixture filtered
  3. customThe solid material was triturated in ether
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-43fef8841a4c4572974097215f443c08
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05436233

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