491-36-1Relevant articles and documents
Application of organolithium in organic synthesis: A simple and convenient procedure for the synthesis of more complex 6-substituted 3H-quinazolin-4-ones
El-Hiti, Gamal A.
, p. 323 - 331 (2004)
6-Methyl-3H-quinazolin-4-one reacted with alkyllithium reagents at -78°C in THF to give 2-alkyl-1,2-dihydro-6-methyl-3H-quinazolin-4-ones in high yields. However, no reaction took place when LDA was used as the lithium reagent. 6-Bromo-3H-quinazolin-4-one reacted with excessive butyllithium to give 2-butyl-1,2-dihydro-3H-quinazolin-4-ones in very good yields. However, the lithiation of 6-bromo-3H-quinazolin-4-one was achieved by the use of a combination of methyllithium (1.1 equivalents) and tert-butyllithium (2.2 equivalents) at -78°C in THF. The dilithio reagent thus obtained reacted with a variety of electrophiles (H2O, iodoethane, benzaldehyde, anisaldehyde, cyclohexanone, 2-hexanone, benzophenone, phenyl isothiocyanate, TITD) to give the corresponding 6-substituted 3H-quinazolin-4-ones in excellent yields. Reaction of the dilithio reagent with 1,3-dibromopropane gave 6,6′-(propanediyl)bis(3H-quinazolin-4-one). Springer-Verlag 2003.
Synthesis and antifungal activities of N3-substituted quinazolin-4-one catalyzed by 3-Methylimidazole ionic liquids
Liu,Liu,Ji,Sun,Liu,Wen,Xu
, p. 9853 - 9856 (2013)
N3-Substituted quinazolin-4-one was synthesized by alkyl bromide and quinazolin-4-one was synthesized by anthranilic acid and formamide, catalyzing in various 3-methylimidazole ionic liquids and TBAB. The results showed that the yield of N3-substituted quinazolin-4-one increased appreciably and the reaction time shorted under ionic liquids and TBAB. Using 1-methyl-3-(2-hydroxyl-3- acetoxylpropyl)imidazolium fluoroborate or 1-propyl-3-methylimidazole fluoroborate as catalyst, the yield of N3-benzylquinazolin-4-one reached 85.1 and 82.0 %, increased 27 % more than the yield of traditional conditions. The compounds were evaluated for their in vitro antifungal activity against Fusarium graminearum, Fusarium oxysporum and Cytospora mandshurica. Compound 3f inhibited Fusarium graminearum with EC 50 28.85 μg/mL, Fusarium oxysporum with EC50 24.68 μg/mL and Cytospora mandshurica with EC50 37.67 μg/mL.
2-(3-ethyl-2,2-dimethylcyclobutyl-methyl)-4(3H)-quinazolinones
Avotin'sh,Petrova,Pastors,Strakov
, p. 722 - 728 (1999)
Anthranilic acid and its 5-bromo and 4-chloro derivatives react with pinanoic and pinonoic acid chlorides to give the corresponding N-acyl derivatives. The pinanoyl derivatives give the corresponding 2-(3-ethyl-2,2-dimethyl-cyclobutylmethyl)-4-(3H)-quinazolinones when refluxed in formamide. Pinanoylanthranilic acid reacts with dicyclohexylcarbodiimide to give 2-(3-ethyl-2,2-dimethyl-cydobutylmethyl)benz-3,1-oxazin-4(H)-one and subsequently with hydrazine hydrate to give 3-amino-2-(3-ethyl-2,2-dimethylcyclobutylmethyl)-4(3H)-quinazolinone. Refluxing of the pinanoyl- and pinonoylanthranilic acids with acetic anhydride gives acetylanthranilic acid, and pinonoylanthranilic acid gives 4(3H)-quinazolinone with formamide. 1999 KluwerAcademic/Plenum Publishers.
A new approach to the facile synthesis of 2-substituted-quinazolin-4(3H)- ones
Wang, Bin,Li, Zeng,Wang, Xiao Ning,Tan, Jia Heng,Gu, Lian Quan,Huang, Zhi Shu
, p. 951 - 953 (2011)
A new approach to the facile synthesis of 2-substituted-quinazolin-4(3H)- ones and its derivatives using the condensation reaction of substituted 2-aminobenzamide and orthoesters is reported.
Facile N-Formylation of Amines on Magnetic Fe3O4?CuO Nanocomposites
Datta Khanal, Hari,Mishra, Kanchan,Rok Lee, Yong
, p. 4477 - 4484 (2021/08/30)
A facile, eco-friendly, efficient, and recyclable heterogeneous catalyst is synthesized by immobilizing copper impregnated on mesoporous magnetic nanoparticles. The surface chemistry analysis of Fe3O4?CuO nanocomposites (NCs) by XRD and XPS demonstrates the synergistic effect between Fe3O4 and CuO nanoparticles, providing mass-transfer channels for the catalytic reaction. TEM images clearly indicate the impregnation of CuO onto mesoporous Fe3O4. This hydrothermally synthesized eco-friendly and highly efficient Fe3O4?CuO NCs are applied as a magnetically retrievable heterogeneous catalyst for the N-formylation of wide range of aliphatic, aromatic, polyaromatic and heteroaromatic amines using formic acid as a formylating agent at room temperature. The catalytic activity of the NCs for N-formylation is attributable to the synergistic effect between Fe3O4 and CuO nanoparticles. The N-formylated product is further employed for the synthesis of biologically active quinolone moieties.
Preparation and application of substituted pyrazole compound containing pyriminostrobin
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Paragraph 0445-0448, (2021/10/20)
The invention discloses a substituted pyrazole compound containing pyrimidine amine as shown in a general formula I. The definition of each substituent in the formula is described in the description. The compounds of the invention have a broad spectrum of sterilization. The insecticidal acaricidal activity has an excellent control effect on cucumber downy mildew, wheat powdery mildew, corn rust, rice blast, cucumber anthracnose and the like. The compounds of the invention exhibit good insecticidal activity at the same time.
