摘要 |
A process is described for preparing 1-aryltriazolinones of formula (I) useful in the production of commercial herbicides, by: i) carbonylating an amidrazone of formula (A) with one or more carbonylating agent, or ii) condensing a hydrazonoyl derivative of formula (A) with one or more ring-forming agent in formula (A), where W, X, Y, Z, and R are fully described herein. Preferred are those where W is halogen or -NHR where R is hydrogen or haloalkyl; X and Y are independently selected from hydrogen, chloro, or fluoro; Z is hydrogen, bromo, iodo, nitro, amino, or methylsulfonylamino; and R is methyl. Certain compounds of formula (A) are novel compositions of matter. The process as described herein has utility in providing compounds of formula (I) in unexpectedly high yield and purity. |