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Poly‐aminoalkylation d'amines, en solution aqueuse ou aquo‐alcoolique, à l'aide d'acides amino‐2‐alkylsulfuriques
Author(s) -
Rabinowitz Joseph
Publication year - 1972
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19720550406
Subject(s) - chemistry , aqueous solution , amine gas treating , alkylation , alkali metal , mole , alcohol , amino acid , medicinal chemistry , catalysis , polymer chemistry , organic chemistry , biochemistry
Alkali stable primary and secondary amines (of the types H 2 NCH 2 CH 2 OPO 3 Na 2 , H 2 NCH 2 COONa, H 2 NCH 2 CH 2 OH, H 3 CNHCH 2 CH 2 OH, etc.) heated with n mole‐equiv. of a 2‐amino‐1‐alkylsulfuric acid in aqueous solution, in the presence of 2 n mole‐equiv. of NaOH, giverise to a mixture of poly‐aminoalkylated derivatives with an average degree of aminoalkylation close to n. If the amine is insoluble in water, a mixture of water+an alcohol can be used. In the case of N‐methylaminoethylsulfuric acid, the reaction is carried out in a closed vessel since the intermediate N‐methylaziridine boils at 27,5° under normal pressure. These polyaminoalkyl derivatives are capable of being acylated, alkylated, and cyclized. Some stearylated products are described.