Carbazate chemistry

Neurotoxic compounds have been traditionally the largest category of acaricides, with several representatives from the organophosphate, carbamate, and pyreth-roid classes. Several new pyrethroid compounds such as acrinathrin, lubrocythri-nate and halfenprox and an analog of the macrolide abamectin milbemectin were recently introduced as acaricides. A completely new acaricidal chemistry has been found with carbazate chemistry [1]. 

With its carbazate chemistry, bifenazate, a structurally new mitidde with favorable biological properties, has been identified and brought to the crop protection market. 

The solid-phase technique has been applied in this field with the amino component linked to a polymer/7,9 To meet the requirements of combinatorial chemistry the coupling conditions of resin-bound Asp with carbazic acid chloride of Fmoc-AzSar-OH and Fmoc-AzAla-OH were individually optimized. Remarkably, the carbazic acid chloride of Fmoc-AzSar-OH proved to be much more reactive than the activated Fmoc-AzAla-OH/9 ... 

While exploring the synthesis and chemistry of urazoles, we studied an alternative process starting from carbazate which avoids the handling of the extremely noxious cyanogen chloride. The new synthesis of (IV) is diagrammed in scheme 215 (Ref. 264). 

These compounds are valuable reagents in synthetic chemistry. With the chlorids of the acid radicals they form amids they may produce compound ammonias they form carbazic and sulfocarbazic acids with COa and CSa by limited oxidation they form tetrazones, substances having the formula RjN—N=N— NRi, as the azo-compounds (see below) are produced from the amins, etc. They also combine with ketones to form products of condensation. 

Bifenazate belongs to the carbazate class, a new type of acaricide chemistry defined by the general formula shown in Fig. 30.2.2 (Table 30.2.2) [5-7]. 

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See also in sourсe #XX -- [ ]

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