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Synthesis,Crystal Structure and Biological Activity of N-cyanosulfoximine Derivative Containing 1,2,3-Thiadiazole 被引量:2

Synthesis,Crystal Structure and Biological Activity of N-cyanosulfoximine Derivative Containing 1,2,3-Thiadiazole
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摘要 The title compound N-cyanosulfoximine derivative containing 1,2,3-thiadiazole (C6HsN4OS2, Mr = 216.28) has been synthesized using 4-(chloromethyl)-5-methyl-1,2,3-thiadiazole as the starting material, and its structure was characterized by IR, 1H NMR, HRMS, elemental analysis and single-crystal X-ray diffraction. The crystal of the title compound belongs to orthorhombic, space group Pna21 with a = 14.730(6), b = 5.478(2), c = 22.619(9) A, Z = 8, V = 1825.0(13) A3, Dc = 1.574 g/cm3,/a = 0.547 mm-1, F(000) = 896, R = 0.0767 and wR (I〉 2o(/)) = 0.2064. X-ray analysis indicates that in this crystal double enantiomers are found as the basically asymmetrical unit and interactions between S(1)...N(3), S(3)...N(4) and S(3)...N(7) are observed. This kind of interactions extends the molecules into a one-dimensional double chain. The preliminary biological test showed that the title compound had insecticidal activity against Myzus persicae in a certain degree and also presented moderate potential bioactivity against tobacco mosaic virus (TMV). The title compound N-cyanosulfoximine derivative containing 1,2,3-thiadiazole (C6HsN4OS2, Mr = 216.28) has been synthesized using 4-(chloromethyl)-5-methyl-1,2,3-thiadiazole as the starting material, and its structure was characterized by IR, 1H NMR, HRMS, elemental analysis and single-crystal X-ray diffraction. The crystal of the title compound belongs to orthorhombic, space group Pna21 with a = 14.730(6), b = 5.478(2), c = 22.619(9) A, Z = 8, V = 1825.0(13) A3, Dc = 1.574 g/cm3,/a = 0.547 mm-1, F(000) = 896, R = 0.0767 and wR (I〉 2o(/)) = 0.2064. X-ray analysis indicates that in this crystal double enantiomers are found as the basically asymmetrical unit and interactions between S(1)...N(3), S(3)...N(4) and S(3)...N(7) are observed. This kind of interactions extends the molecules into a one-dimensional double chain. The preliminary biological test showed that the title compound had insecticidal activity against Myzus persicae in a certain degree and also presented moderate potential bioactivity against tobacco mosaic virus (TMV).
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2015年第9期1428-1433,共6页 结构化学(英文)
基金 funded in part by the National Natural Science Foundation of China(21372132) Nataliya P.Belskaya thanks Russian State Task of Ministry Education and Science No.4.560.2014 K.Kalinina A.Tatiana thanks RFBF№13-03-00137
关键词 1 2 3-thiadiazole SULFOXIMINE crystal structure SYNTHESIS biological activity 1,2,3-thiadiazole, sulfoximine, crystal structure, synthesis, biological activity
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