Methyl acetoacetate → 4-oleamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

HRID 67667

Reaktionsgleichung

Reaktionsgleichung von HRID 67667
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH2:7].[C:8]([O:14]C)(=O)[CH2:9][C:10]([CH3:12])=O.[C:16](O)(=[O:34])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]/[CH:24]=[CH:25]\[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>>[C:16]([NH:1][CH2:2][CH2:3][N:4]1[C:8](=[O:14])[CH2:9][C:10]([CH3:12])=[N:7][CH2:6][CH2:5]1)(=[O:34])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]/[CH:24]=[CH:25]\[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Komponenten

4

Edukt 3

HCID 7757Methyl acetoacetateHCID 8111DiethylenetriamineHCID 445639Oleic Acid

Produkt 1

HCID 867385484-oleamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

Versuchsvorschrift

Into an apparatus similar to that in Example 1, were charged 103.1 g (1 mole) of diethylenetriamine and 116.1 g (1 mole) of methyl acetoacetate. At 110° to 120° C. and under a reduced pressure of 70 mmHg, 18 g of water and 32 g of methanol were distilled off. Then, with the addition of 282.5 g (1 mole) of oleic acid, the amide formation was effected at 210° to 215° C. to distil off 18 g of water and to obtain 4-oleamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one.

Aufarbeitung

  1. distillationAt 110° to 120° C. and under a reduced pressure of 70 mmHg, 18 g of water and 32 g of methanol were distilled off
  2. customwas effected at 210° to 215° C.
  3. customto distil off 18 g of water

Quellen und Nachweise

ORD-Eintrag
ord-1d41e52024264bd480439c42fcb709ca
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04346087

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