RESEARCH IN FLUORO-NITRO COMPOUNDS
Abstract:
The reaction of alpha,alpha-dibromo-alpha-nitrotoluene with NHF2 and fuming H2sO4 gave alpha, alpha-dibromo-alpha-difluoraminotoluene as well as alpha-bromo-alpha,alpha-bisNF2toluene. Alpha-NF2-alpha,alpha-dichlorotoluene was prepared from alpha,alpha,alpha-trichlorotoluene and NHF2. Alpha,alpha- dibromo-alpha-difluoraminotoluene, alpha-bromo-alpha,alpha-bisNF2toluene and alpha-NF2-alpha,alpha-dichlorotoluene each reacted with methanolic sodium methoxide to give dimethyl carbonate anil. Butyldifluoramine and sec- butyldifluoramine were obtained in 4050 yields by the direct fluorination of nbutylurea and methyl sec-butylcarbamate, respectively, in acetonitrile solution. Direct fluorination of aqueous 3-hydroxypropylformamide gave 3- difluoraminopropyl formate. Preliminary results on the fluorination of aldoximes are presented. The preparation of fluoroammonium perchlorate was scaled-up to 2- 3 g batches.