Dibenzyl phosphite reacts with carbon tetrachloride in presence of excess ammonia the products being dibenzyl aminophosphonate, ammonium chloride and chloroform. Strong primary and secondary amines can replace ammonia in this reaction. With aniline no reaction occurs unless a tertiary base be added, whereupon dibenzyl anilinophosphonate is produced. Dialkyl phosphites undergo a similar reaction and in place of carbon tetrachloride pentachloroethane and hexachloroethane may be used.The mechanism of this reaction is discussed and it is suggested that where carbon tetrachloride is employed it proceeds by intermediate formation of a trichloromethylphosphonate which reacts with amines in the same way as trichloromethyl ketones.IN the course of experiments on the purification of dibenzyl phosphite required for the preparation of dibenzyl chlorophosphonate (Atherton, Openshaw, and Todd, this vol., p. 382), it was observed that when a solution of
The reduction of y-nitro-carbonyl compounds to give A'-pyrroline l-oxides is described and the reactions of several such N-oxides are reported. THE corrin nucleus, parent of the macrocyclic component of the vitamin B,, molecule, is at an oxidation level between that of the pyrroles and the Al-pyrrolines and, in our synthetical studies in this field, it became apparent that the Af-pyrroline l-oxides might offer a flexibility in synthesis somewhat greater than the parent Schiff bases.The A1-pyrroline l-oxides (I) are cyclic nitrones derivable by oxidation of hydroxylamines (11) or by cyclisation of a y-hydroxyamino-carbonyl compound (111). As R4 R4 R4 R4 . ; I J -J R S = ;:rJ +/ RS -;rio.R5 -.;I!O.R
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