3289-50-7

Basic information

• Product Name: 4-Amino-2,6-dimethoxypyrimidine
• Synonyms: 2,6-dimethoxy-4-pyrimidinamin;4-AMINO-2,6-DIMETHOXYPYRIMIDINE;2,4-DIMETHOXY-6-AMINOPYRIMIDINE;2,6-DIMETHOXYPYRIMIDIN-4-AMINE;2,6-Dimethoxy-4-aminopyrimidine;4-Amino-4,6-dimethoxypyrimidine;4-Amino-2,6-dimethoxy;4-amino-2,6-dlmethoxypyrimidine
• CAS NO: 3289-50-7
• Molecular Formula: C₆H₉N₃O₂
• Molecular Weight: 155.15
• EINECS: 221-946-2
• Product Categories: Pyrimidine;(intermediate of sulphadimethoxine);Building Blocks;Heterocyclic Building Blocks;Pyrimidines;Heterocycle-Pyrimidine series
• Mol File: 3289-50-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 149-152 °C(lit.)
• Boiling Point: 340.1 ºC at 760 mmHg
• Flash Point: 159.5 ºC
• Appearance: White/Crystalline
• Density: 1.229 g/cm³
• Vapor Pressure: 8.79E-05mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: methanol: soluble25mg/mL, clear, colorless to yellow
• PKA: 3.35±0.10(Predicted)
• CAS DataBase Reference: 4-Amino-2,6-dimethoxypyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-2,6-dimethoxypyrimidine(3289-50-7)
• EPA Substance Registry System: 4-Amino-2,6-dimethoxypyrimidine(3289-50-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 3289-50-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 3289-50-7 differently. You can refer to the following data:
1. 4-Amino-2,6-dimethoxypyrimidine is a compound that may be polychlorinated. It is also (Sulfadimethoxine EP Impurity A) is an impurity of Sulfadimethoxine, an antibacterial agents that is an emerging contaminant of concern.
2. 4-Amino-2,6-dimethoxypyrimidine is a compound that may be polychlorinated (1). It is also (Sulfadimethoxine EP Impurity A) is an impurity of Sulfadimethoxine (S699060), an antibacterial agents that is an emerging contaminant of concern (2).

General Description

4-Amino-2,6-dimethoxypyrimidine is methoxy substituted 4-aminopyrimidine. Molecules of 4-amino-2,6-dimethoxypyrimidine are linked by an N-H.O hydrogen bond and an N-H.N hydrogen bond, forming sheets containing centrosymmetric rings. Photocatalytic degradation of 4-amino-2,6-dimethoxypyrimidine on TiO2 has been reported. Mass spectra of 4-amino-2,6-dimethoxypyrimidine has been studied.

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

Downstream Products

• 555-25-9 4-p-acetamidobenzenesulfonamido-2,6-dimethoxypyrimidine 
• 141368-27-6 ethyl 5,7-dimethoxyimidazo<1,2-c>pyrimidine-2-carboxylate 
• 37063-70-0 N-(2,6-dimethoxy-pyrimidin-4-yl)-4-nitro-benzenesulfonamide 
• 73978-74-2 6-amino-2,4-dimethoxy-5-nitropyrimidine 
• 6584-20-9 4-amino-5-bromo-2,6-dimethoxypyrimidine 
• 1620292-28-5 phenyl (2,6-dimethoxypyrimidin-4-yl)carbamate 
• 1428968-70-0 2-((2,6-dimethoxypyrimidin-4-yl)amino)-1-(1H-indol-3-yl)-2-phenylethanone 
• 1428972-47-7 N-benzylidene-2,6-dimethoxypyrimidin-4-amine 
• 122-11-2 sulfadimethoxine 
• 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 

Relevant articles and documents

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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 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.