Phosphorus trichloride, reaction with dimethylamine

Dimethylamine, reaction with phosphorus trichloride, 46, 42 f-Dimethylami nobenzaldehyde, conversion to 0,/9-dichloro- -dimethyl-aminostyrene, 46, 34 tn-Dimethylaminobenzoic acid, 47, 71 /5-Dimethylaminobenzoic acid, 47, 71 6.(Dimethylamino)fulvene, 47, 52 -Dimethylaminophenylacetic acid, 47, 71... 

If trivalent phosphoms compounds are to be treated as electron-deficient species, then reactions of oxadiazoles with some Lewis acids should be reported here. 2-Phenyl-l,3,4-oxadiazole reacting with phosphoms trichloride in pyridine solution in the presence of triethylamine at low temperature furnished the respective dichlorophosphine and chlorophosphine, which were trapped by dimethylamine to give the corresponding amides. 2-Phenyl-l,3,4-oxadiazole also interacts over 24 h with the less reactive chlorodiphenylphosphine and dichlorophenylphosphine at room temperature to give phosphines (Scheme 14) <1999CHE1117>. These reactions of oxadiazoles resemble the behavior of 1-alkylimidazoles toward trivalent phosphorus derivatives. 

Dialkylanilines are much more reactive, all three chlorine atoms of PC13 or POCl3 being replaced at considerably lower temperatures. However, the older literature concerning these reactions must be treated with caution as it was shown recently144 that the supposed tri-[p-(dimethylamino)phenyl]phosphine obtained145 from dimethylamine and phosphorus trichloride is really the phosphine oxide. 

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