Identification of isomers of alkylaminophenylethanethiosulfuric acids by 13C-NMR calculations using a C-13 chemical shift user database and 2D NMR techniques

Journal of the Brazilian Chemical Society

Moreira, Liliani Salum Alves¹  Nelson, David Lee¹  Piló-Veloso, Dorila¹  Universidade Federal de Minas Gerais, Belo Horizonte, Brazil¹  Porto, Lia de Mendonça¹  Binatti, Ildefonso¹ 

关键词: aminoalkanethiosulfates;    2D NMR techniques;    empirical calculations;   

DOI  :  10.1590/S0103-50531999000400013

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

N-Alkylaminoalkanethiosulfuric acids have demonstrated significant activity against infection by Schistosoma mansoni in mice and hamsters1-4. One of the synthetic routes for producing these compounds involves the reaction of an epoxide with a primary aliphatic amine in a modification of the Beal method (Scheme 1)2,5,6. The aminoalcohol is treated with hydrobromic acid, followed by phosphorous tribromide in a medium of low polarity to furnish the corresponding bromoalkanamine7,8. This intermediate is then converted to the N-alkylaminoalkanethiosulfuric acid (5) by reaction with sodium thiosulfate9-12. In the last step of this synthesis, there is the possibility of rearrangement via the aziridine to furnish a second product (7). In the

【 授权许可】

Unknown