36161-39-4

Usage

Uses

Used in Pharmaceutical Industry:
2,4(1H,3H)-Pyrimidinedione, 6-methoxy-1-methylis used as a building block in the synthesis of various pharmaceuticals for its ability to form complex organic molecules. Its unique structure and properties contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 2,4(1H,3H)-Pyrimidinedione, 6-methoxy-1-methylis used as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides. Its versatile chemical properties allow for the creation of effective compounds that can protect crops and enhance agricultural productivity.
Used in Specialty Chemicals Industry:
2,4(1H,3H)-Pyrimidinedione, 6-methoxy-1-methylis also utilized in the production of specialty chemicals, where its unique properties can be harnessed for specific applications. These may include the development of advanced materials, dyes, or other chemical products that require the compound's specific characteristics.

Upstream product

• 186581-53-3 diazomethane 
• 67-52-7 BARBITURIC ACID 
• 2565-47-1 1-methyl-2,4,6-pyrimidinetrione 
• 67-56-1 methanol 
• 77-78-1 dimethyl sulfate 
• 29458-38-6 6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine 

Downstream Products

• 769-42-6 1,3-dimethylbarbituric acid 
• 2565-47-1 1-methyl-2,4,6-pyrimidinetrione 

Relevant academic research and scientific papers

ALKYLATION OF 6-METHOXYURACIL AND A NEW METHOD FOR THE SYNTHESIS OF N-SUBSTITUTED BARBITURIC ACIDS

The alkylation of the metallic salts of 6-methoxyuracil by dimethyl sulfate and alkyl halides leads to the selective formation of 1-alkyl-6-methoxyuracils.The alkylation of these compounds leads to the formation of 1,3-substituted derivatives of 6-methoxyuracil.The acid hydrolysis of 6-methoxyuracils makes it possible to obtain 1- and 1,3-substituted barbituric acids.

ALKYLATION OF BARBITURIC ACIDS BY ALCOHOLS AS A METHOD FOR THE SYNTHESIS OF 6-ALKOXYURACILS

The alkylation of barbituric acid, 2-thiobarbituric acid, and their N-methyl derivatives by aliphatic alcohols in the presence of acidic catalysts gives high yields of 6-alkoxyuracils.In the case of methanol and 2-methyl-1-propanol the best catalyst is boron trifluoride etherate. 2-Thiobarbituric acids are alkylated more easily than the corresponding barbituric acids.

SOLVATION EFFECTS IN THE METHYLATION OF BARBITURIC ACID AND ITS DERIVATIVES BY DIAZOMETHANE

Methylation of barbituric acid and its N-methylderivatives by diazomethane in ethers and methanol occurs only at the oxygen atom of the β-dicarbonyl fragment.The resulting 6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine and its derivatives are methylated at both the oxygen and nitrogen atoms; relative to ethers, methanol facilitates a greater degree of methylation at the nitrogen atom.

REACTION OF BARBITURIC ACID AND ITS METHYL DERIVATIVES WITH DIAZOMETHAN IN ETHERS

A full scheme for the methylation of barbituric acid with diazomethane in diethyl ether, glyme, and THF was formulated.For barbituric acid and its N-methyl derivatives the reaction takes place at the oxygen atoms of the β-dicarbonyl fragment.The 6-methoxyuracil and its derivatives which are formed here are subsequently methylated at the nitrogen and oxygen atoms.The reaction takes place in accordance with the structures of the monoanions of the compounds being methylated.