Acetylation of 5-amino-1H-[1,2,4]triazole revisited

The products of the acetylation reactions of the common herbicide 5-amino-1H-[1,2,4]triazole were investigated using HPLC, GC-MS, 1H NMR, and FTIR spectroscopy. The conventional annular monoacetylation procedures with acetyl chloride are not regioselective and furnish a mixture of isomers. Traditional diacetylation in neat acetic anhydride under reflux produces a mixture of di-, mono-, and triacetylated derivatives. By using equivalent amounts of acetic anhydride in a dimethylformamide solution, a rapid and selective annular monoacetylation of 5-amino-1H-[1,2,4]triazole was achieved. The monoacetylation proceeds via the formation of the intermediate, 1-acetyl-3-amino-1H-[1,2,4]triazole, which had not been observed previously and which undergoes transformation into the known 1-acetyl-5-amino-1H-[1,2,4]triazole. Neat acetic anhydride at room temperature affords the diacetylated derivative, 1-acetyl-3-(acetylamino)-1H-[1,2,4]triazole both from 5-amino-1H-[1,2,4]triazole itself and from either 1-acetyl-5-amino-1H-[1,2,4]triazole or 5-(acetylamino)-1H-[1,2,4]triazole. The atypical product of the second acetylation, 1-acetyl-5-(acetylamino)-1H-[1,2,4]triazole, has been identified. These results may be useful in the development of effective and selective preparative procedures for the acetylation of 5-amino-1H-[1,2,4]triazole.     

Simultaneous selection for yield-related traits and susceptibility to Fusarium head blight in spring wheat RIL population

Fusarium head blight (FHB), caused by the fungal plant pathogen Fusarium, is a fungal disease that occurs in wheat and can cause significant yield and grain quality losses. The present paper examines variation in the resistance of spring wheat lines derived from a cross between Zebra and Saar cultivars. Experiments covering 198 lines and parental cultivars were conducted in three years, in which inoculation with Fusarium culmorum was applied. Resistance levels were estimated by scoring disease symptoms on kernels. In spite of a similar reaction of parents to F. culmorum infection, significant differentiation between lines was found in all the analyzed traits. Seven molecular markers selected as linked to FHB resistance QTLs gave polymorphic products for Zebra and Saar: Xgwm566, Xgwm46, Xgwm389, Xgwm533, Xgwm156, Xwmc238, and Xgwm341. Markers Xgwm389 and Xgwm533 were associated with the rate of Fusarium-damaged kernels (FDK) as well as with kernel weight per spike and thousand kernel weight in control plants. Zebra allele of marker Xwmc238 increased kernel weight per spike and thousand kernel weight both in control and infected plants, whereas Zebra allele of marker Xgwm566 reduced the percentage of FDK and simultaneously reduced the thousand kernel weight in control and infected plants.     

Barley varieties in semi‐controlled and natural conditions—Response to water shortage and changing environment

The yield potential of 60 spring barley varieties was examined under controlled drought and natural conditions in the years 2011–2013. The studied varieties were genotyped with the 1536‐SNP barley oligonucleotide assay. In experiments with controlled drought conditions, the grain yield, 1,000‐grain weight, number of productive tillers and length of the main stem were measured. Physicochemical properties such as the specific surface area, water adsorption energy, fractal dimension and nanopore radius of the plant leaves were determined and correlated with yield‐forming traits. Field trials were conducted over 3 years at 14 locations, where along with the yield‐related traits, monthly rainfall and average temperature were monitored. Five varieties of high yield and five varieties relatively stable under both semi‐controlled and natural conditions were distinguished. The yield‐related traits observed in various locations were related to environmental variables relevant to water availability. The sum of the rainfall in April and May was negatively correlated with the 1,000‐grain weight and positively with the plant height. Positive relationships were found between plant height and temperatures in June and July. Five markers detected earlier as linked to the quantitative trait loci in the mapping populations were identified to have a coherent effect among varieties of various pedigree.