51501-53-2

Basic information

• Product Name: 4,5,6-trichloropyrimidin-2-amine
• Synonyms: 4,5,6-trichloropyrimidin-2-amine;4,5,6-trichloro-pyriMidin-2-ylaMine;trichloropyriMidin-2-aMine;5,6-trichloropyriMidin-2-aMine
• CAS NO: 51501-53-2
• Molecular Formula: C₄H₂Cl₃N₃
• Molecular Weight: 198.44
• EINECS: 604-604-1
• Mol File: 51501-53-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 236-237 °C
• Boiling Point: 386.3 °C at 760 mmHg
• Flash Point: 187.4 °C
• Appearance: /
• Density: 1.74 g/cm³
• Vapor Pressure: 3.57E-06mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -1.40±0.10(Predicted)
• CAS DataBase Reference: 4,5,6-trichloropyrimidin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6-trichloropyrimidin-2-amine(51501-53-2)
• EPA Substance Registry System: 4,5,6-trichloropyrimidin-2-amine(51501-53-2)

Safety Data

• Hazardous Substances Data: 51501-53-2(Hazardous Substances Data)

Usage

General Description

4,5,6-trichloropyrimidin-2-amine is a chemical compound with the molecular formula C4HCl3N3. It is a derivative of pyrimidine and contains three chlorine atoms attached to the pyrimidine ring. 4,5,6-trichloropyrimidin-2-amine is commonly used as an intermediate in the synthesis of various pharmaceuticals, herbicides, and agrochemicals. Its potent biological activity and reactivity make it a valuable building block in the production of these diverse products. 4,5,6-trichloropyrimidin-2-amine is also known for its potential for environmental persistence and toxicity, and its usage and disposal should be carefully regulated to prevent negative impacts on health and the environment.

InChI:InChI=1/C4H2Cl3N3/c5-1-2(6)9-4(8)10-3(1)7/h(H2,8,9,10)

Upstream product

• 1195949-91-7 4,5,6-trichloro-2-{[(dimethylamino)methylidene]amino}pyrimidine 
• 1195949-92-8 2-acetylamino-6-chloro-5-nitro-4(3H)-pyrimidinone 
• 3724-43-4 Vilsmeier reagent 
• 80466-56-4 2-amino-6-hydroxy-5-nitropyrimidin-4(3H)-one 
• 56-05-3 2-Amino-4,6-dichloropyrimidine 
• 4425-67-6 2-aminopyrimidine-4,6-diol 

Relevant articles and documents

PREPARATION AND USES OF PYRIMIDINONE DERIVATIVES

The present invention relates to compounds of formula (I), and salts and solvates thereof, that function as inhibitors of cell division cycle 7 (Cdc7) kinase enzyme activity: (Formula (I)) wherein X, R1, R2, and n are each as defined herein. The present invention also relates to processes for the preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of proliferative disorders, such as cancer, as well as other diseases or conditions in which Cdc7 kinase activity is implicated.

Syntheses of 2-amino-4,6-dichloro-5-nitropyrimidine and 2-amino-4,5,6-trichloropyrimidine: an unusual aromatic substitution

2-Amino-4,6-dichloro-5-nitropyrimidine is an intermediate required for the preparation of nitropyrimidines as inactivators of the DNA repairing protein MGMT. When attempting its synthesis, 2-amino-4,5,6-trichloropyrimidine is obtained instead, via unusual aromatic substitution of the nitro group in 2-amino-4-hydroxy-5-nitropyrimidin-6-one by chloride. The synthesis, the reactivity of 4,5,6-trichloropyrimidine and the efficient preparation of 2-amino-4,6-dichloro-5-nitropyrimidine are presented.