Synthesis, Crystal Structure and Biological Activities of 5-(2-Aryloxymethylbenzimidazole-1-carbadehyde)-1,3,4-oxadiazole-2-thione

A series of new 5-(2-aryloxymethylbenziinidazole-1-carbadehyde)-1,3,4-oxadiazole-2-thione were synthesized by 2-[(un)substituted phenoxymethyl]benziinidazole-1-acetohydrazides under microwave irradiation conditions. The structures of all synthesized compounds were confirmed by IR, H-1 NMR, C-13 NMR spectra and elemental analysis. In the crystal of 6a, the compound was assembled to a linear supramolecular structure along axis b by the intermolecular hydrogen bonds. Crystal data: monoclinic, space group P2(1)/c, a 11.5484(13) angstrom, b=16.5319(19) angstrom, c=11.3595(14) angstrom, beta=108.755(2)degrees, Z=2; V= 2053.6(4) angstrom(3), D-x=1.094 g/cm(3), F(000)=860, mu=0.19 mm(-1), R=0.060, and wR=0.196. The preliminary biological activity tests show that some of the title compounds have obvious regulating activities for the growth of the rape, and some compounds such as 6a and 6h possess satisfactory activity of growth inhibition against B. subtilis at a test concentration.