3289-50-7

Usage

Uses

Used in Pharmaceutical Industry:
4-Amino-2,6-dimethoxypyrimidine is used as an impurity in the production of Sulfadimethoxine (S699060), an antibacterial agent. It is recognized as Sulfadimethoxine EP Impurity A and is a contaminant of concern due to its potential environmental and health impacts.
Used in Environmental Science:
4-Amino-2,6-dimethoxypyrimidine is used as a subject of study in environmental science, particularly in the context of photocatalytic degradation on TiO2. This research is important for understanding the compound's behavior in the environment and its potential impact on ecosystems.
Used in Analytical Chemistry:
The mass spectra of 4-amino-2,6-dimethoxypyrimidine have been studied, making it a subject of interest in analytical chemistry. This information is valuable for the identification and quantification of the compound in various samples, such as environmental or pharmaceutical products.

InChI:InChI=1/C6H9N3O2/c1-10-5-3-4(7)8-6(9-5)11-2/h3H,1-2H3,(H2,7,8,9)

Upstream product

• 873-83-6 4-Amino-2,6-dihydroxypyrimidine 
• 616-38-6 carbonic acid dimethyl ester 
• 77-78-1 dimethyl sulfate 
• 10132-07-7 4-amino-2,6-dichloropyrimidine 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 3289-66-5 2-chloro-4-amino-6-methoxypyrimidine 
• 57-13-6 urea 
• 105-34-0 methyl 2-cyanoacetate 
• 74-88-4 methyl iodide 
• 6320-15-6 6-chloro-2,4-dimethoxypyrimidine 

Downstream Products

• 555-25-9 4-p-acetamidobenzenesulfonamido-2,6-dimethoxypyrimidine 
• 1620292-28-5 phenyl (2,6-dimethoxypyrimidin-4-yl)carbamate 
• 141368-28-7 5,7-dimethoxyimidazo<1,2-c>pyrimidine-2-carboxylic acid 
• 73978-75-3 2,4-Dimethoxy-5-nitro-6-<(2,3,5-tri-O-benzoyl-α-D-ribofuranosyl)amino>pyrimidin 
• 73978-76-4 2,4-Dimethoxy-5-nitro-6-<(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)amino>pyrimidin 
• 73978-84-4 4-methoxy-2-oxo-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyloxy)-1,2-dihydropteridin 
• 73978-83-3 2,4-Dimethoxy-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyloxy)pteridin 
• 73978-86-6 2,4-Dimethoxy-6-methyl-7-oxo-7,8-dihydropteridin 
• 73978-85-5 2,4-Dimethoxy-7-oxo-7,8-dihydropteridin 
• 133185-44-1 5,6-Diamino-2,4-dimethoxypyrimidine 
• 148214-54-4 4-acetylamino-5-bromo-2,6-dimethoxypyrimidine 
• 90057-09-3 2,4-dimethoxy-7H-pyrrolo<2,3-d>pyrimidine 
• 1428968-70-0 2-((2,6-dimethoxypyrimidin-4-yl)amino)-1-(1H-indol-3-yl)-2-phenylethanone 

Relevant academic research and scientific papers

Synthesis method of 4-amino-2,6-dimethoxyl pyrimidine

The invention discloses a synthesis method of 4-amino-2,6-dimethoxyl pyrimidine, and belongs to the technical field of medical technologies. The synthesis method comprises following steps: (1) aminolysis reaction: adding 4,6-dichloropyrimdine-5-formic acid into ammonia liquor to carry out aminolysis reactions to obtain 4-amino-6-chloropyrimdine-5-formic acid; (2) chlorination reaction: dissolving4-amino-6-chloropyrimdine-5-formic acid prepared in the step (1) in a water solution of a diluted acid, then adding a chlorination reagent, and carrying out chlorination reactions to obtain 4-amino-2,6-chloropyrimdine-5-formic acid; (3) decarboxylation reaction: in a solvent, carrying out high temperature decarboxylation of 4-amino-2,6-chloropyrimdine-5-formic acid prepared in the step (2) to obtain 4-amino-2,6-chloropyrimdine; and (4) methoxylation reaction: adding 4-amino-2,6-chloropyrimdine prepared in the step (3) into a methoxylation reagent, and carrying out methoxylation reactions to obtain 4-amino-2,6-dimethoxyl pyrimidine. The synthesis method adopts a novel synthesis route, which will not generate a large amount of phosphorus containing wastewater. The provided method is green and environmentally friendly and generates prominent social benefits.

Preparation method for 4-amino-2,6-dimethoxypyrimidine

The invention discloses a preparation method for 4-amino-2,6-dimethoxy pyrimidine. According to the method, with cyanoacetate and urea as raw materials, the 4-amino-2,6-dimethoxypyrimidine is synthesized through a cyclization and methylation two-step method. The preparation method provided by the invention shortens production process steps, optimizes reaction conditions, improves the reaction yield, solves the problem that a large amount of colored phosphorus-containing wastewater is generated in the original process, and provides an effective way for efficient green industrial production of the 4-amino-2,6-dimethoxypyrimidine.

Preparation method of 4-amino-2,6-dimethoxypyrimidine

The invention relates to a preparation method of 4-amino-2,6-dimethoxypyrimidine. The method comprises the following step of carrying out condensation, methylation and self cyclization on raw materials o-methyl iso-thiourea and cyanoacetate to generate 4-amino-2,6-dimethoxypyrimidine. The preparation method not only simplifies the production process flow, optimizes the reaction conditions and improves the reaction yield and selectivity, but also solves the problem that a lot of colored phosphorus wastewater is generated in an original process, thereby providing a green and feasible path for industrially producing 4-amino-2,6-dimethoxypyrimidine. The structural formula of the 4-amino-2,6-dimethoxypyrimidine is as shown in a formula.

Preparation method of 4-amino-2, 6-dimethoxypyrimidine

The invention discloses a preparation method of 4-amino-2, 6-dimethoxypyrimidine in the technical field of chemical synthesis. The preparation method comprises: (1) an addition reaction: adding anhydrous methanol, a solvent and malononitrile into a container and feeding dry hydrogen chloride gas into the container for an addition reaction, (2) a condensation reaction: adding a deacidification agent into 1, 3-dimethoxypropanediamidine hydrochloride obtained in the step (1) and adding cyanamide into the mixture for a condensation reaction, (3) a cyclization reaction: adding a Lewis acid protecting agent into 3-amino-3-methoxy-N-cyano-2-propionamidine obtained in the step (2) and feeding dry hydrogen chloride gas into the mixture for a cyclization reaction, and (4) a methoxylation reaction: adding methanol and sodium hydroxide into a container, stirring and dissolving the mixture, and then adding the mixture into the 2-chloro-4-amino-6-methoxypyrimidine obtained in the step (3) for a methoxylation reaction. The preparation method is a novel method for synthesizing 4-amino-2, 6-dimethoxypyrimidine and greatly reduces the amount of discharged pollutants.

Oxalic amide ligands, and uses thereof in copper-catalyzed coupling reaction of aryl halides

The present invention provides oxalic amide ligands and uses thereof in copper-catalyzed coupling reaction of aryl halides. Specifically, the present invention provides a use of a compound represented by formula I, wherein definitions of each group are described in the specification. The compound represented by formula I can be used as a ligand in copper-catalyzed coupling reaction of aryl halides for the formation of C—N, C—O and C—S bonds.

Preparation method for 4-amino-2,6-dimethoxypyrimidine

The invention discloses a preparation method for 4-amino-2,6-dimethoxypyrimidine. The method comprises the following steps: (1) adding solid sodium methoxide and urea under protection of a nitrogen gas in a closed reactor, performing uniform mixing under full stirring, adding methyl cyanoacetate dropwise, and after adding is completed, continuing a heat preservation reaction to obtain a solid 4-amino-2,6-dihydroxypyrimidine sodium salt; and (2) adding an organic solvent into the reactor, adding the solid 4-amino-2,6-dihydroxypyrimidine sodium salt under stirring, adding a methyl etherificationreagent under stirring, controlling temperature, and after material addition is completed, performing a heat preservation reaction; and after the reaction is completed, performing cooling, and performing post treatment to obtain the 4-amino-2,6-dimethoxypyrimidine. The preparation method disclosed by the invention improves a product yield, reduces discharge of three waste (waste water, waste gasand solid waste), simplifies an operation process, and improves actual productivity.

Nickel-catalyzed monoarylation of ammonia

Structurally diverse (hetero)aryl chloride, bromide, and tosylate electrophiles were employed in the Ni-catalyzed monoarylation of ammonia, including chemoselective transformations. The employed JosiPhos/[Ni(cod)2] catalyst system enables the use of commercially available stock solutions of ammonia, or the use of ammonia gas in these reactions, thereby demonstrating the versatility and potential scalability of the reported protocol. Proof-of-principle experiments established that air-stable [(JosiPhos)NiCl2] precatalysts can be employed successfully in such transformations. Lighten Up: The substrate scope of the title reaction includes (hetero)aryl chloride, bromide, and tosylate electrophiles. The versatility and potential scalability of the reported method is demonstrated by the use of either commercially available stock solutions of ammonia or ammonia gas.

Oxidative amination of cuprated pyrimidine and purine derivatives

Using regioselective cuprations (via magnesiations), various primary, secondary and tertiary aminated pyrimidine and purine derivatives were prepared by the oxidative coupling of lithium amidocuprates using chloranil. DNA and RNA units such as aminated uracil or thymine, and adenine, as well as a CDK inhibitor, purvalanol A, were all obtained under mild conditions and satisfactory yields.