5162-74-3

Basic information

• Product Name: 5-Bromo-4-(thiophen-2-yl)pyrimidine
• Synonyms: 5-Bromo-4-(thiophen-2-yl)pyrimidine
• CAS NO: 5162-74-3
• Molecular Formula: C₈H₅BrN₂S
• Molecular Weight: 241.111
• Mol File: 5162-74-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 208-210 °C(Solv: acetone (67-64-1))
• Boiling Point: 332°C at 760 mmHg
• Flash Point: 154.6°C
• Appearance: /
• Density: 1.642g/cm³
• Vapor Pressure: 0.00029mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: 2-8°C
• PKA: 0.48±0.16(Predicted)
• CAS DataBase Reference: 5-Bromo-4-(thiophen-2-yl)pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-4-(thiophen-2-yl)pyrimidine(5162-74-3)
• EPA Substance Registry System: 5-Bromo-4-(thiophen-2-yl)pyrimidine(5162-74-3)

Safety Data

• Hazardous Substances Data: 5162-74-3(Hazardous Substances Data)

Usage

Description

5-Bromo-4-(thiophen-2-yl)pyrimidine is a pyrimidine derivative with the molecular formula C7H5BrN2S. It is characterized by the presence of a bromine atom and a thiophene ring, making it a valuable building block in medicinal chemistry due to its wide range of biological activities.

Uses

Used in Pharmaceutical Research:
5-Bromo-4-(thiophen-2-yl)pyrimidine is used as a key intermediate in the synthesis of pharmaceuticals for its potential therapeutic applications.
Used in Agrochemical Research:
5-Bromo-4-(thiophen-2-yl)pyrimidine is also utilized in the development of agrochemicals, serving as an essential intermediate in the creation of various agricultural products.
Used in Organic Synthesis:
5-Bromo-4-(thiophen-2-yl)pyrimidine is employed as a versatile intermediate in the production of other organic compounds, contributing to the advancement of organic synthesis techniques.
Used in Medicinal Chemistry:
Due to its diverse biological activities, 5-Bromo-4-(thiophen-2-yl)pyrimidine is an important compound in medicinal chemistry, playing a significant role in the discovery and development of new drugs.

InChI:InChI=1/C8H5BrN2S/c9-6-4-10-5-11-8(6)7-2-1-3-12-7/h1-5H

Upstream product

• 1384164-55-9 5-bromo-4-thiophen-2-yl-3,4-dihydropyrimidinium trifluoroacetate 
• 188290-36-0 thiophene 
• 4595-59-9 5-bromopyrimidine 

Downstream Products

• 1616377-61-7 (E)-5-styryl-4-thiophen-2-ylpyrimidine 
• 1438096-67-3 C₁₈H₁₂N₂S₂ 

Relevant articles and documents

Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties

A convenient synthetic route to novel 7-substituted benzo[f]thieno[3,2-h]quinazoline and 8-substituted benzo[g,h]dithieno[2,3-e:3′,2′-j]perimidine systems, bearing the fused pyrimidine ring, has been advanced. A commercially available 5-bromopyrimidine was used as the starting material to obtain various polycyclic systems through the sequence of nucleophilic aromatic substitution of hydrogen (the SNH reaction), Suzuki cross-coupling and oxidative photocyclization. Evidence for the structure of benzo[g,h]dithieno[2,3-e:3′,2′-j]perimidines has been obtained by X-ray crystallographic analysis. Molecular orbital calculations (DFT), as well as redox and optical measurements for all new compounds have been performed. The data show that the reported polycyclic systems have potential for use in organic electronic applications. A convenient route to a new class of diazapyrene systems, bearing the fused pyrimidine ring, is presented along with their optoelectronic properties. The photophysical and electrochemical properties of these thienoazaacenes have been investigated by UV/Vis absorption and photoluminescence spectrophotometry. Cyclic voltammetry, and X-ray crystallography studies have also been performed.

Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl- pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and S NH reactions

Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions proved to be a convenient method for the synthesis of 5-styryl-4-(hetero)aryl substituted pyrimidines from commercially avail