139423-33-9Relevant academic research and scientific papers
A convenient synthesis of 1-(ω-aminoalkyl)-5-nitro-1H-pyrimidine-2,4- diones
Wegrzynek,Walczak
experimental part, p. 57 - 64 (2009/07/25)
Several monoacylated alkylene diamines have been obtained in the reaction of appropriate amine with methyl phenylacetate or ethyl formate. The mono protected diamines were used as alkylating agents in reactions with 1-(2,4-dinitrophenyl)-5-nitrouracil. The series of hitherto unknown 1-(ω-aminoalkyl)-5-nitrouracil derivatives have been obtained as a result of the uracil ring transformation. The best yield of 1-(ω-aminoalkyl)-5- nitrouracils was obtained when N-Boc protected alkylene diamines were applied in this reaction. The N-Boc protecting group was cleaved using diluted trifluoroacetic acid, and the liberated amines were subjected to reaction with phthalic anhydride and naphthalene 1,8-dicarboxylic anhydride.
Selective Monoacylation of Symmetrical Diamines via Prior Complexation with Boron
Zhang, Zhongxing,Yin, Zhiwei,Meanwell, Nicholas A.,Kadow, John F.,Wang, Tao
, p. 3399 - 3402 (2007/10/03)
(Equation presented) Pretreatment of a symmetrical primary or secondary diamine with 9-BBN prior to the addition of an acyl chloride significantly suppressed undesired diacylation, and the product of monoacylation predominated. The reactive preference is interpreted as the result of a selective deactivation of one nitrogen atom of the diamine by 9-BBN.
