Alkylation reactions of 2-phenylquinazoline-4-thion with methylation agents “soft” (methyl iodide) and “hard” (dimethyl sulfate, methyltozylate) were studied. It was found that the reaction proceeds with the formation of alkyl products at the N3 - and S4 - reaction centers, depending on the methylation agent, solvent and temperature. This indicated the ambivalent nature of the 2-phenylquinazoline-4-tion anion. Prolongation of the reaction time leaded to the formation of a second isomeric product (VII). A slight increase in phenyl N3-product (VII) yield was noted when dimethyl sulfate and methylfolate were used as methylation agents. In non-polar proton-free solvent DMF and dipolar proton-free solvent acetonitrile, only N-methyl product (VII) was formed because of the reaction. An increase in the polarity of the solvent and the “hardness” of the methylation agent leads to an increase in the yield of N3 products.
The non-H atoms of the title molecule, C10H10N2O, are essentially coplanar, with a maximum deviation of 0.046 (4) Å for the O atom. In the crystal, molecules are linked by weak C—H...O hydrogen bonds, forming chains along [010]. In addtion, weak C—H...π interactions and π–π stacking interactions between benzene and pyrimidine rings, with a centroid–centroid distance of 3.730 (3) Å, link the chains, forming a two-dimensional network parallel to (001).
6-Benzylaminopurine is a broad-spectrum plant growth regulator, able to rejuvenate plants, bring plants out of dormancy, cause the formation of lateral shoots and root shoots, stimulates the formation of chlorophyll and positively affects photosynthesis, making the leaf darker and greener, stronger, in many crops are able, with out-of-root processing of green fruits and berries, to somewhat postpone the ripening time in favor of size and weight. The variety of heterocyclic compounds is due to the possibility of variations: the number and nature of heteroatoms in a molecule, the ring size, the degree of unsaturation, which determines the presence or absence of aromaticity, and the possibility of the existence of condensed structures. The main attention in the methodological development is given to the most common methods of synthesis and the chemical properties of the main classes of aromatic heterocyclic structures. This choice is due to the fact that it is aromatic heterocycles that exhibit specific chemical properties inherent only to these classes of compounds, while the properties of saturated structures or unsaturated non-aromatic heterocycles, as a rule, are similar to their acyclic analogs.
The government has emphasized the significance of making significant investments in scientific research to develop herbicides, fungicides, bactericides, anthelmintic agents, weed and pest control agents, and alternative pesticides that are eco-friendly and can be exported. In this research, the aromaticity of quinazolin-4-one a and p was studied. A one-stage method for obtaining quinazolin-4-one a was developed by condensation of anthranilic acid and formamide when heated to Wood's alloy. Quinazolin-4-one exhibits conformity with Hückel's rules upon undergoing a reaction with alkali metals, hydrides, and alkalis. An investigation was performed to assess the aromaticity of both para and ortho quinazolin-4-one. Quinazolin-4-one a was obtained through a one-step process, which involved condensing anthranilic acid and formamide using Wood's alloy at a temperature of 130-135 ºС for two hours, which was found to be optimal.
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