Citation: Tao KANG, Cheng-Guo LIU, Shi-Long WU, Shuang GAO, Fei YE, Ying FU. Microwave Assistant Synthesis and Crystal Structures of Two Substituted Oxazole Isoxazole Carboxamides[J]. Chinese Journal of Structural Chemistry, ;2020, 39(10): 1906-1911. doi: 10.14102/j.cnki.0254–5861.2011–2699 shu

Microwave Assistant Synthesis and Crystal Structures of Two Substituted Oxazole Isoxazole Carboxamides

Tao KANG ^a ,
Cheng-Guo LIU ^b ,
Shi-Long WU ^a ,
Shuang GAO ^a ,
Fei YE ^a ,
Ying FU ^a,,

a.
College of Arts and Sciences, Northeast Agricultural University, Harbin 150030, China
b.
Instrumental Analysis Center, Northeast Agricultural University, Harbin 150030, China

Corresponding author: Ying FU, fuying@neau.edu.cn
Received Date: 12 December 2019
Accepted Date: 11 February 2020

Fund Project: the National Natural Science Foundation of China 31801784the National Natural Science Foundation of China 31572042Natural Science Foundation of Heilongjiang Province ZD2017002the Research Science Foundation in Technology Innovation of Harbin 2017RAQXJ0172

Figures(4)

Two novel substituted phenyl oxazole isoxazole carboxamides have been synthesized by microwave assistant technology. The target compounds were characterized by IR, ¹H NMR, ¹³C NMR and HRMS, and their single-crystal structures were further determined by X-ray diffraction. 3-Phenyl-4-(2΄-methyl-2΄-isopropyl-1΄, 3΄-oxazole)-5-methyl isoxazole carboxamide (6a) crystallizes in monoclinic system, space group P2₁/c with a = 6.2137(12), b = 19.923(4), c = 13.748(3) Å, β = 92.30(3)°, V = 1700.6(6) Å³, D_c = 1.228 Mg/m³, Z = 4, F(000) = 672, μ(MoKα) = 0.084 mm^-1, R = 0.0526 and wR = 0.1259. 3-(2΄-Fluoro-6΄-chloro-phenyl)-4-(2΄-methyl-2΄-ethyl-1΄, 3΄-oxazole)-5-methyl isoxazole carboxamide (6b) crystallizes in triclinic system, space group P\begin{document}$ \overline 1 $\end{document} with a = 7.8750(16), b = 10.596(2), c = 11.725(12) Å, β = 102.05(3)°, V = 859.5(3) Å³, D_c = 1.363 Mg/m³, Z = 2, F(000) = 368, μ(MoKα) = 0.250 mm^-1, R = 0.0738 and wR = 0.1941. Both of the molecules prefer to form crystal packing through C–H···O hydrogen bonds. Compounds 6a and 6b show safener activity on maize against the injury of chlorsulfuron.
- oxazole isoxazole carboxamides,
- single-crystal structure,
- synthesis,
- bioactivity
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