10132-07-7

Basic information

• Product Name: 4-Amino-2,6-dichloropyrimidine
• Synonyms: 2,6-dichloro-4-pyrimidinamin;2,6-DICHLOROPYRIMIDIN-4-AMINE;2,6-Dichloro-4-aminopyrimidine;2,4-DICHLORO-6-AMINO PYRIMIDINE;4-AMINO-2,6-DICHLOROPYRIMIDINE;4-Amino-2,6-dichloropyrimidine 97%;2,6-Dichloro-pyrimidin-4-ylamine;4-AMINO-2,6-DIMETHOXYPYRIMIDINESULPHADIMETHOXINE
• CAS NO: 10132-07-7
• Molecular Formula: C₄H₃Cl₂N₃
• Molecular Weight: 163.99
• EINECS: 233-369-3
• Product Categories: pharmacetical;Amines;Pyrazines, Pyrimidines & Pyridazines;Pyrimidine;Heterocyclic Compounds;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;Heterocycle-Pyrimidine series;Thiophenes
• Mol File: 10132-07-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 258-267°C
• Boiling Point: 323.5 °C at 760 mmHg
• Flash Point: 149.5 °C
• Appearance: White to pale brown/Powder or Crystalline Powder
• Density: 1.606 g/cm³
• Vapor Pressure: 0.000261mmHg at 25°C
• Refractive Index: 1.633
• Storage Temp.: 2-8°C
• PKA: -0.86±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 4-Amino-2,6-dichloropyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-2,6-dichloropyrimidine(10132-07-7)
• EPA Substance Registry System: 4-Amino-2,6-dichloropyrimidine(10132-07-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36/37-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 10132-07-7(Hazardous Substances Data)

Usage

Description

4-Amino-2,6-dichloropyrimidine is a chemical compound characterized by its crystalline powder form. It is a derivative of pyrimidine, a heterocyclic organic compound that plays a significant role in various chemical and biological processes. The presence of an amino group at the 4-position and two chlorine atoms at the 2 and 6 positions gives this compound unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
4-Amino-2,6-dichloropyrimidine is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to participate in various chemical reactions, making it a valuable building block for the development of new drugs.
Used in Suzuki Coupling Reactions:
In the field of organic chemistry, 4-Amino-2,6-dichloropyrimidine is used in Suzuki coupling reactions, a type of cross-coupling reaction used to form carbon-carbon bonds. Specifically, it has been used in the coupling of 5-chloro-2-methoxyphenyl boronic acid with 4-amino-2,6-dichloropyrimidine to yield aminochloropyrimidine. This reaction is an example of how this compound can be utilized to create new and potentially useful molecules in the field of chemistry and drug development.
Overall, 4-Amino-2,6-dichloropyrimidine is a versatile chemical compound with applications in both the pharmaceutical industry and organic chemistry, particularly in the synthesis of new compounds and the formation of carbon-carbon bonds through Suzuki coupling reactions.

InChI:InChI=1/C4H3Cl2N3/c5-2-1-3(7)9-4(6)8-2/h1H,(H2,7,8,9)

Upstream product

• 3764-01-0 2,4,6-trichloropyrimidine 
• 873-83-6 4-Amino-2,6-dihydroxypyrimidine 
• 91-66-7 N,N-diethylaniline 
• 7664-41-7 ammonia 
• 873-83-6 6-amino-2,4-dihydroxypyrimidine 

Downstream Products

• 67191-20-2 2,6-dimorpholino-pyrimidin-4-ylamine 
• 70958-42-8 N²-ethyl-6-chloro-pyrimidine-2,4-diyldiamine 
• 1075-39-4 4-Amino-6-chlor-2-dimethylamino-pyrimidin 
• 163133-86-6 pyrimidin-4-amine 
• 53557-69-0 6-iodopyrimidin-4-ylamine 
• 156-83-2 6-chloro-pyrimidine-2,4-diyldiamine 
• 101012-11-7 5-bromo-2,6-dichloropyrimidin-4-amine 
• 118644-40-9 N-(2,6-Dichlorbenzoyl)-N'-(2,6-dichlorpyrimidin-4-yl)harnstoff 
• 78418-15-2 2,6-dichloro-4-diethylaminopyrimidine 
• 70958-39-3 2,6-dichloro-4-ethylaminopyrimidine 
• 93873-24-6 4-amino-2,6-bisbenzyloxypyrimidine 
• 710334-84-2 2-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-4-ylamine 
• 321328-97-6 2,4-dichloro-6-(1H-pyrrol-1-yl)pyrimidine 
• 3286-55-3 6-chloro-2-methoxypyrimidin-4-amine 

Relevant articles and documents

2,4,6-Trichloropyrimidine. Reaction with sodium amide

The first reaction between 2,4,6-trichloropyrimidine 1 and anionic nitrogen nucleophiles is described. Treatment of 1 with one equivalent of sodium amide gave mixtures of 4-amino-2,6-dichloropyrimidine 2 and 2-amino- 4,6-dichloropyrimidine 3. Additional quantities of sodium amide failed to provide either diamino- or triaminopyrimidines. Instead, the strongly basic nature of sodium amide led to higher molecular products that were not characterized.

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.