ORGANISCHE PHOSPHORVERBINDUNGEN 74: Zur Kenntnis der Umsetzung von Cyanomethyldichlorphosphin und 2-Chloräthyldichlorphosphin mit Benzylglycin und Formaldehyd in Saurer Lösung1

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Abstract
Cyanomethyldichlorophosphine (b.p.15 85–88°C, 31P 159.47 ppm) 1, and 2-chloroethyldichlorophosphine (b.p.93 98–102°C, 31P 182.8 ppm) 3, were prepared and their reactions with water, ethanol, and with N-benzylglycine and formaldehyde in acidic solution studied. In the latter reaction 1 gave (N-benzyl-N-hydroxycarbonylmethyl-aminomethyl)-hydroxycarbonylmethylphosphinic acid 6, and 3 produced an eight-membered ring lacton 8. 6 as well as 8 could be debenzylated to give 7 and 9, 1,4,6-oxazaphosphocan-2-oxo-6-hydroxy-6-oxide, respectively. Interaction of O-ethyl-2-chloroethylphosphonite and tris(N-ethoxycarbonylmethyl) hexahydrotriazine gave the azaphospholidine derivative 10, 1-ethoxycarbonylmethyl-1,3-azaphospholidin-3-ethoxy-3-oxide.