26423-00-7

Basic information

• Product Name: 4-(Butylamino)-6-chloropyrimidine
• Synonyms: 4-(Butylamino)-6-chloropyrimidine;N-Butyl-6-chloropyrimidin-4-amine;4-(Butylamino)-6-chloropyrimidine 98%;4-chloro-6-butylaminopyrimidine;6-Butylamino-4-chloropyrimidine;4-(Butylamino)-6-chloropyrimidine98%
• CAS NO: 26423-00-7
• Molecular Formula: C8H12ClN3
• Molecular Weight: 185.65398
• Product Categories: blocks
• Mol File: 26423-00-7.mol

Chemical Properties

• Boiling Point: 314.5 °C at 760 mmHg
• Flash Point: 144 °C
• Appearance: /
• Density: 1.183g/cm³
• Vapor Pressure: 0.000464mmHg at 25°C
• Refractive Index: 1.561
• Storage Temp.: Keep Cold
• CAS DataBase Reference: 4-(Butylamino)-6-chloropyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Butylamino)-6-chloropyrimidine(26423-00-7)
• EPA Substance Registry System: 4-(Butylamino)-6-chloropyrimidine(26423-00-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 26423-00-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(Butylamino)-6-chloropyrimidine is used as an intermediate in the synthesis of pharmaceuticals for its ability to inhibit the growth of certain cancer cells by targeting specific enzymes in the body. This makes it a promising candidate for the development of new drugs to combat various types of cancer.
Used in Agrochemical Industry:
BAC-6 is also utilized as an intermediate in the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural products that can improve crop yield and protect plants from pests and diseases.
Used in Organic Chemistry Research:
Due to its unique structure and reactive properties, 4-(Butylamino)-6-chloropyrimidine has potential applications in the field of organic chemistry research. It can be used as a building block or a starting material for the synthesis of various organic compounds, enabling the exploration of new chemical reactions and the development of novel chemical processes.
Used in Chemical Research:
The versatility of 4-(Butylamino)-6-chloropyrimidine makes it a valuable compound in chemical research. It can be employed in the study of pyrimidine chemistry, the development of new synthetic methods, and the investigation of its reactivity with other chemical entities. This can lead to the discovery of new chemical compounds and the advancement of chemical knowledge.

InChI:InChI=1/C8H12ClN3/c1-2-3-4-10-8-5-7(9)11-6-12-8/h5-6H,2-4H2,1H3,(H,10,11,12)

Upstream product

• 1193-21-1 4,6-dichloropyrimidine 
• 109-73-9 N-butylamine 
• 4765-77-9 6-Chloro-3,4-dihydro-4-oxopyrimidine 

Relevant articles and documents

The first example of the Fischer-Hepp type rearrangement in pyrimidines

A N-nitroso moiety can be used for the activation of chloropyrimidines toward a nucleophilic substitution reaction with amines. The subsequent treatment of the obtained products with aq H2SO4 can lead to either N-denitrosation to obtain 4,6-pyrimidinediamines or to a Fischer-Hepp type rearrangement to obtain 5-nitroso-4,6-pyrimidinediamines. It was found that the outcome of the reaction strongly depends on the structure of the pyrimidines. Activation of the pyrimidine ring by three groups with a positive mesomeric effect is crucial for the intramolecular nitroso group migration.

The scope and mechanism of phosphonium-mediated SNAr reactions in heterocyclic amides and ureas

(Chemical Equation Presented) An efficient "one-step" synthesis of cyclic amidines and guanidines has been developed. Treatment of cyclic amides and ureas with benzotriazol-l-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP), base, and nitrogen nucleophiles leads to the formation of the corresponding cyclic amidines and guanidines, typically in good to excellent yields. This method has also been used to prepare heteroaryl ethers and thioethers using phenol and thiophenol nucleophiles. Time course NMR and HPLC-MS studies have facilitated explicit characterization of the proposed intermediates (the phosphonium salt and HOBt adduct); the data reveal a stepwise reaction pathway.

An efficient direct amination of cyclic amides and cyclic ureas

An efficient one-step amination of cyclic amides and ureas has been developed. Treatment of cyclic amides and cyclic ureas with BOP in the presence of DBU in various solvents led to the formation of cyclic amidines and cyclic guanidines in good to excellent yields. Concise syntheses of biologically intriguing kinetin and potent kinase inhibitor olomoucin were thus achieved in just one and two steps, respectively.