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

Chemical Properties

Crystalline powder

Uses

It is used in the Suzuki coupling of 5-chloro-2-methoxyphenyl boronic acid with 4-amino-2,6-dichloropyrimidine yielded aminochloropyrimidine.

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

• 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 
• 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 
• 95036-68-3 N-(2',4'-dinitro-6'-trifluoromethylphenyl)-4-amino-2,6-dichloropyrimidine 
• 917021-51-3 C₃₁H₄₇ClN₆O₄ 
• 917021-57-9 C₃₀H₄₅ClN₆O₅ 

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.