866491-56-7Relevant academic research and scientific papers
Synthesis of 3-methylthio-1-phenyl-pyrazolo[3,4-d][1,2,4]triazolo[1,5-a]pyrimidin-4-one derivatives via tandem aza-Wittig reaction
Luo, Jin,Kang, Qiongwen,Huang, Wenfei,Zhu, Jiajun,Wang, Tao
, p. 692 - 699 (2020)
An efficient and convenient procedure for the synthesis of 3-methylthio-1-phenyl-pyrazolo[3,4-d][1,2,4]triazolo[1,5-a]pyrimidin-4-one derivatives (4a–m) via tandem aza-Wittig and annulation reactions with iminophosphoranes 1, aryl isocyanate, and substitu
Synthesis of some novel 5-substituted benzamido-6-arylamino-pyrazolo[3,4-D]pyrimidin-4-one derivatives for herbicidal activity
Luo, Jin,Li, Shu,Kang, Qiongwen,Sun, Yi,Wang, Tao
, p. 1180 - 1186 (2019/07/04)
Sixteen novel 3-methylthio-5-substituted benzamido-6-arylamino-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4 (5H)-one derivatives (4a–p) were successfully synthesized from iminophosphoranes, aryl isocyanate, and substituted benzoylhydrazine. The structures of the title compounds were elucidated by FT-IR, 1H NMR, 13C NMR, and HRMS. Herbicidal activity of the compounds 4a–p against Brassica napus (rape), Echinochloa crusgalli (barnyard grass), Cucumis sativus (cucumber), and Triticum aestivum (wheat) were determined. The results showed that 5-(2-chlorobenzamido)-6-phenylamino-3-methylthio-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4 (5H)-one (4c) displayed remarkable inhibition activity against the stalk and root of rape with 100% inhibition rate at the dosages of 10 mg/L and 100 mg/L, and 5-(4-nitrobenzamido)-6-phenylamino-3-methylthio-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4 (5H) -one (4d) exhibited excellent activity against the stalk and root of barnyard grass with 100% inhibition rate at the same dosages.
Regioselective synthesis and bioactivity of new 5-amino-6- Arylamino-pyrazolo[3,4-d]-pyrimidin-4(5H)-one derivatives
Wang, Hong-Qing,Zhou, Wei-Ping,Wang, Yu-Yuan,Lin, Can-Rong,Liu, Zhao-Jie
experimental part, p. 256 - 260 (2009/06/21)
A novel approach to regioselective synthesis of new 5-amino-6-arylamino-1H- pyrazolo[3,4-d]pyrimi- din-4(5H)-one 5 derivatives via a tandem aza-wittig and annulation reaction of iminophosphorance 2, aromatic isocyanates and hydrazine in 69.6-94.7% isolated yields is reported. The compound 5 reacted with triethyl orthoformate to give compound 6 in good yield (65.8-82.8%). Their structure was clearly confirmed by spectroscopy data (IR, 1H NMR, MS, elemental analysis) and the results of preliminary bioassay indicated that compounds 5 and 6 possess high antifungal activity against Botrytis cinerea Pers and Sclerotinia sclerotiorum, and compound 5h showed 100, 96.4, and 90.2% inhibitory rate to Botrytis cinerea Pers, Pyricularia oryzae, and Sclerotinia sclerotiorum at the concentration of 50 mg/L. The antifungal activities of compound 6 were generally higher than those of compound 5.
