77919-01-8Relevant academic research and scientific papers
Synthese von 3,3-Dimethylperhydro-1,4-diazepin-2,5,7-trionen aus 3-Dimethylamino-2,2-dimethyl-2H-azirin und Malonsaeuremonoamiden
Obrecht, Daniel,Scholl, Bernhard,Heimgartner, Heinz
, p. 465 - 474 (2007/10/02)
Synthesis of 3,3-Dimethylperhydro-1,4-diazepin-2,5,7-triones from 3-Dimethylamino-2,2-dimethyl-2H-azirine and Malonic Acid Monoamides.Reaction of aminoazirine 1 and malonic acid monoamides 5 in CH3CN yielded triamides of type 6 (Scheme 2), which were transformed to the corresponding phenylthioates 9 by treatment of a solution of 6 and thiophenol in CH3CN with HCl (Scheme 4).Cyclization of 9 to give the 1,4-diazepin-2,5,7-trione of type 10 was achieved with NaH in toluene at about 90 deg.It has been shown that 2-oxazolin-5-ones are intermediates in the selective cleavage of the therminal amide function of 6 (Scheme 3).
Selektive Umfunktionalisierung der terminalen Amidgruppe offenkettiger Polyamide via 2-Oxazolin-5-one als Zwischenstufen
Obrecht, Daniel,Heimgartner, Heinz
, p. 482 - 487 (2007/10/02)
Treatment of aqueous or alcoholic solutions of diamides of type 2 with HCl leads to the formation of amide-acids and amide-esters of type 3 (Scheme 1 and Table).It has been shown, that 2-oxazolin-5-ones of type 4 are intermediates of this selective transf
