137678-25-2Relevant academic research and scientific papers
Solid phase synthesis of 1,3,4-oxadiazin-5 (6R)-one and 1,3,4-oxadiazol-2-one scaffolds from acyl hydrazides
Sarma, Bani Kanta,Liu, Xiaodan,Wu, Hao,Gao, Yu,Kodadek, Thomas
, p. 59 - 63 (2015)
Solid phase synthesis of 1,3,4-oxadiazin-5(6R)-one and 1,3,4-oxadiazol-2-one scaffolds from resin-bound acyl hydrazides is described. We demonstrate here that the reactions of resin-bound aryl or hetero-aromatic acyl hydrazides with 2-substituted-2-bromoacetic acids and 4-nitrophenyl chloroformate and subsequent treatment with DIEA lead to intramolecular cyclization reactions to produce six-membered 1,3,4-oxadiazin-5(6R)-ones and five-membered 1,3,4-oxadiazol-2-ones, respectively. We also show that acyl hydrazide-derived 1,3,4-oxadiazol-2-ones may be useful serine hydrolase inhibitors. This journal is
Ring Transformations of 1,3,4-Oxadiazol-2(3H)-one Derivatives into 1-Amino and 1,3-Diamino-2,4-imidazolidinedione (Hydantoin) Derivatives
Milcent, Rene,Barbier, Geo,Yver, Beatrice,Mazouz, Fathi
, p. 1511 - 1516 (2007/10/02)
Some ethyl 5-aryl(or benzyl)-2-oxo-1,3,4-oxadiazole-3(2H)-acetate were prepared and treated with ammonia, primary amines or hydrazine to give 1-amino-2,4-imidazolidinedione or 1,3-diamino-2,4-imidazolidinedione derivatives.The 1,3-bis(benzylideneamino)-2,4-imidazolidinedione was obtained by reacting ethyl bromoacetate with the 1,5-dibenzylidenecarbonohydrazide sodium salt.
