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Original scientific paper

Necrosamine Series. III.* Preparation of 4-(o-Carboxybenzamido-)5-benzylaminoeicosane and its Hydrolysis to 4 -Amino-5-hydrox yeicosane

P. Alaupović ; Department of Chemistry, Medical Faculty, University of Zagreb
M. Proštenik ; Department of Biochemistry, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia


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Abstract

The reductive alkylation of a mixture of benzylamine and of 4-phthalimido-5-eicosanone (Ila) and 2-methyl-3-phthalim,ido-4-nonadecanone (IIb) respectively has been described. The acetylated reaction product IVa yielded by hydrolysis 4-amino-5-hydroxyeicosane (Va) . Following new compounds were prepared: 4-(o-carboxybenzamido-) 5-benzylaminoeicosane (IIIa), m . p. 140-1410 ; 4-(o-carboxybenzamido-)5-(N-benzyl-N-acetyl-)aminoeicosane (IVa), m. p. 86-870; 4-amino-5-hydroxyeicosane hydrochloride (Va), m. p. 98-990; 4- acetylam ino-5- acetoxyeicnsane, m. p. 84-850; 2-methyl-3-(o-carboxybenzamido-)4-benzylaminononadecane (IIIb), m. p. 96-980; 2-methyl-3- (o-carboxybenzamido-) 4- (N-benzyl-N-acetyl-) aminononadecane (IVb), m. p. 108-108.50.

Keywords

Hrčak ID:

249243

URI

https://hrcak.srce.hr/249243

Publication date:

7.11.1956.

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