摘要 |
Compounds containing the imide chloride group -N = CClare obtained by reacting a compound R1R2NX (where R1 and R2 are alkyl or aryl which may be substituted by halogen, cyano, aryl, alkyl or amino, or R1R2N makes up a ring, and X is an acyl radical) with chlorine at a temperature not exceeding 140 DEG C. to the extent that all replaceable hydrogen atoms are replaced by chlorine, and treating the product with chlorine at 140-300 DEG C. to split off acyl chloride and give the imide chloride. The acyl radical X may be -COCl, -COBr, -COF, -CN, -SO2Cl, -COR or -SO2R, where R is alkyl or aryl. In Examples, (1) piperazine biscarbonyl chloride gives dichloropyrazine; (2) morpholine carbonyl chloride gives heptachloro-D 3 - dihydro-oxazine; (3) N-(b -chloroethyl)-N-methyl-carbamic acid chloride gives CCl3.CCl2N = CCl2; (4) N-methylacetonilide gives C6Cl5N = CCl2; (5) b - (N - chlorocarbonyl - N - methylamino) - propionitrile gives NC.CCl2CCl2N = CCl2; =CCl2; (6) N - benzyl - N - methylcarbamic acid chloride gives trichlorobenzyl isocyanide dichloride; (7) N - p - tolyl - N - methylcarbamic acid chloride gives a penta- and a hexachlorotolyl isocyanide dichloride; and (8) N,N,N1-trimethyl - N1 - acetyl - p - phenylene diamine gives tetrachloro-p-phenylene diisocyanide dichloride. Other starting materials are listed. The products of the process of the invention are active against flies, spiders, mites and fungi and are herbicidal. The product of Example 5 is active against mosquitoes. Specifications 952,805 and 1,011,556 are referred to.
|