The synthesis and properties of some di-N-substituted amidophosphates

Summary

• 1. In the search for physiologically active compounds we have synthesized di-N-substituted amido(thio)phosphates

  $$(C_2 H_5 O)_2 \begin{array}{*{20}c} P \\ \parallel \\ {O(S)} \\ \end{array} N\begin{array}{*{20}c} {P(OR)_2 } \hfill \\ / \hfill \\ \backslash \hfill \\ {CH_2 COOC_2 H_5 } \hfill \\ \end{array} $$

  by the reaction of the corresponding dialkylchlorophosphites (RO)₂PCl with the N-ethylcarboxymethylamide of diethyl-(thio)phosphoric acids

  $$(C_2 H_5 O)_2 \begin{array}{*{20}c} P \\ \parallel \\ {O(S)} \\ \end{array} NHCH_2 COOC_2 H_5 $$

• 2. We have studied the reaction of addition of sulfur to the resulting compounds and their isomerization into derivatives of alkylphosphonic acids under the influence of alkyl halides.

• 3. By the action of diethylphosphorous acid chloride on ethyl glycinate we have obtained mono- and disubstituted amides of diethylphosphorous acid (C₂H₅O)₂PNHCH₂COOC₂H₅; [(C₂H₂P]₂NCH₂COOC₂H₅.

• 4. By the reaction of alkoxydichlorophosphites with N-ethylcarboxymethylamides of diethylphosphoric acid we have synthesized derivatives with three atoms of phosphorus.

  $$ROP\left[ {N\begin{array}{*{20}c} {PO(OC_2 H_5 )_2 } \hfill \\ / \hfill \\ \backslash \hfill \\ {CH_2 COOC_2 H_5 } \hfill \\ \end{array} } \right]_2 $$