13484-41-8

Upstream product

• 6315-52-2 1,2-bis-tosyloxyethane 
• 16695-22-0 N,N-bis(tosyloxyethyl)-p-toluenesulfonamide 
• 110-85-0 piperazine 
• 627-42-9 2-chloroethyl methyl ether 

Relevant academic research and scientific papers

Method for producing N-alkylpiperazine

PROBLEM TO BE SOLVED: To provide a method for producing N-alkyl piperazines in high yield by selectively alkylating one amino group.SOLUTION: In the method for producing N-alkyl piperazines, piperazines represented by general formula (1) are reacted with a specific alkylating agent in the presence of an acid. In the formula: R-Rare each independently a hydrogen atom, a methyl group, an ethyl group, a 3-8C linear alkyl group or the like, a hydroxyethyl group, a hydroxypropyl group, a dihydroxypropyl group, a methoxy group, an ethoxy group, a phenyl group, a benzyl group, a 2-phenylethyl group, or the like.

Twelve-ring Azacrowns with 2-Alkoxyethyl Side Arms

The hydrophilic azacrown ligand 1,4,7,10-tetrakis(2-hydroxyethyl)-1,4,7,10-tetraazacyclododecane can be easily tetramethylated and tetraethylated.Complexation with sodium salts remains strong for both derivatives in chloroform, but extraction with water removes NaI from its complex with the tetraethylated ligand.Pyrolysis of complexes of the tetramethylated ligand liberates the ligand if pure, but results in degradation to 1,4-bis(2-methoxyethyl)piperazine if traces of alkylation reagent are present.The methylated derivative is also obtained by cyclooligomerization of N-(2-methoxyethyl)aziridine, which is hovewer difficult to prepare.The direct reaction between ethyleneglycol ditosylate and 2-methoxyethaneamine (1:1) gives mainly the piperazine, but with excess of amine a series of acyclic oligoamines are obtained.Attempts to prepare 12-azacrowns by reacting the triamine with tosylated diethylamine or diethylamine glycol led instead to six-ring compounds.