Phenylamide Group

A wide range of fungicides are available, both protectants (e.g. dithiocarbamates or oiganotins) and systemics, e.g. phenylamide group. Due to resistance problems, care should be taken with chemical choice and mixtures... 

Displacement of the 3-hydroxyl group of 74 was carried out with Et2NSF3 (DAST) (DAST - diethylaminosulfur trifluoride) in dichloromethane. The expected fluorinated product 75 on treatment with aqueous perchloric acid led to regioselective epoxide ring opening to give 76, which on treatment with hydrazine hydrate at 100 °C for 18 h yielded 3,4-dihydroxy-8-oxo-octahydropyridazino[l,6-r/][l,2,4]triazine-l-carboxylic acid phenylamide 77 (Scheme 3) <1997T9357>. 

RNA Synthesis. The phenylamides comprise a diverse group of systemic compounds of which the acylalanines are the most successful (Figure 4.11). The acylalanine fungicides are systemic, mainly via the... 

Fungicides that interfere with nucleic acid synthesis are an important group of phenylamides that have kept a strong position in the Oomycete market despite major resistance problems (Table 12.6). Fungicides inhibiting adenosine-... 

Synthesis.—Af-Phenylamides can be prepared from carboxylic acids by first esteri-fying the acid with 2-fluoro-1,3,5-trinitrobenzene followed by displacement of the ester group with aniline.This mild method is successful for a good range of acids, giving consistently high yields of the amide. A direct, high-yield conversion of esters into AW-disubstituted amides is by reaction with dimethylaluminium amides, which similarly convert lactones into hydroxyamides. ... 

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