137161-14-9

Upstream product

• 5134-89-4 2,4-dichloro-6-trichloromethyl-pyrimidine 
• 124-41-4 sodium methylate 
• 5424-21-5 2,4-dichloro-6-methylpyrimidine 

Downstream Products

• 137161-13-8 2-chloro-4-trichloromethyl-6-trichloromethoxypyrimidine 
• 137161-19-4 2-Fluoro-4-trifluoromethoxy-6-trifluoromethylpyrimidine 

Relevant academic research and scientific papers

New fluoro intermediates for herbicidal sulfonylureas

New pyrimidine and triazine intermediates for herbicidal sulfonylureas are prepared as follows: 2,4-dichloro-6-methylpyrimidine is converted via a halogenation, halogen exchange and substitution sequence to 2-amino-4-trifluoromethyl-6-trifluoromethoxypyrimidine. New fluoromethyl-triazines are available starting from guanidine, trichloroacetonitrile and difluoroacetic anhydride, or alternatively from thiocarbamoyl guanidine and chlorodifluoroacetic ester ring closure. To obtain new o-fluoroalkyl-benzenesulfonamide precursors, o-chlorobenzaldehyde was fluorinated with sulfur tetrafluoride, or a bromobenzene derivative was subjected to a substitution reaction with sodium pentafluoropropionate. Sulfonylureas derived from trifluoromethylpyrimidines with an m-methylthio substituent are selective post-emergence herbicides in cotton, presumably due to sulfone metabolization. Selectivity in wheat is obtained by combining 4-methoxy-6-trifluoromethyl-pyrimidine with a lipophilic difluoromethylbenzenesulfonamide moiety. Also in the difluoromethyl-triazine series, the combination with the difluoromethyl-benzenesulfonamide moiety is a good choice for wheat selectivity. Chlorodifluoromethyl- and trifluoromethyltriazines, however, combine better with an aromatic ester for best activity and selectivity in wheat. Selected compounds are undergoing broad field tests in wheat.

Herbicidal sulfonylureas

Substituted sulfonylureas of the formula I STR1 wherein, inter alia, n and m are each 0 or 1; X is O, S or N--R4, where R4 is hydrogen or alkyl; A is NO2, NH2, OH, CN, SCN, S(O)o R5, SOsub

Sulfonylurea derivatives and their use

Sulfonylurea derivatives of the formula I STR1 where R1 is unsubstituted or substituted alkyl or phenyl; alkenyl or propargyl, alkylamino or dialkylamino; R2 is hydrogen, halogen, unsubstituted or substituted methyl, methoxy or ethox

Herbicidal sulfonylureas

Substituted sulfonylureas of the general formula I STR1 where n and m are each 0 or 1, and R1 is hydrogen, alkyl, alkenyl or alkynyl; R2 is halogen or trifluoromethyl when m is 0, or, when m is 1, alkyl, alkenyl or alkynyl and, when X is 0 or S and m is 1, is trifluoromethyl or chlorodifluoromethyl; X is 0, S or N--R4, where R4 is hydrogen or alkyl; R3 is hydrogen, halogen, alkyl, haloalkyl or alkoxy; A is haloalkyl, halogen or STR2 where Z is oxygen or alkylimino N--R6 ; R5 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, alkenyl or alkynyl; R6 is hydrogen, alkyl, or together with R5 is a C4 -C6 -alkylene chain, where one methylene may be replaced by an oxygen atom or a C1 -C4 -alkylimino group, and R7 is hydrogen or halogen, and environmentally tolerated salts thereof, processes and intermediates for the manufacture of compounds I, and their use as herbicides and bioregulators.

2-amino(fluoroalkoxy)pyrimidines and the preparation thereof

2-Amino-(fluoroalkoxy)pyrimidines of the formula I STR1 where R1 is hydrogen, alkyl, alkenyl or alkynyl, R2 is hydrogen, halogen or haloalkyl, or else trifluoromethoxy or chlorodifluoromethoxy, R3 is hydrogen, halogen or C1 -C4 -haloalkyl and n is 0 or 1, are prepared as described.

Trifluoro- and chlorodifluoromethoxypyrimidines and the preparation thereof

Substituted trifluoro- and chlorodifluoromethoxypyrimidines of the formula I STR1 where R1, R2 and R3 are each, independently of one another, hydrogen, halogen or haloalkyl, and R1 and/or R2 are also trifluoromethoxy or chlorodifluoromethoxy, and n is 0 or 1, are prepared as described.