139670-03-4

Basic information

• Product Name: 2-Bromo-4-chlorothiazole
• Synonyms: 2-Bromo-4-chlorothiazole;2-bromo-4-chloro-1,3-thiazole
• CAS NO: 139670-03-4
• Molecular Formula: C₃HBrClNS
• Molecular Weight: 198.46874
• EINECS: 604-604-1
• Mol File: 139670-03-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 216.7±13.0 °C(Predicted)
• Appearance: /
• Density: 1.979±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.93±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-4-chlorothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-chlorothiazole(139670-03-4)
• EPA Substance Registry System: 2-Bromo-4-chlorothiazole(139670-03-4)

Safety Data

• Hazardous Substances Data: 139670-03-4(Hazardous Substances Data)

Usage

General Description

2-Bromo-4-chlorothiazole is a chemical compound with the molecular formula C4H2BrClNS. It is a heterocyclic organic compound that belongs to the thiazole family. This chemical is commonly used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It has also been studied for its potential use as a pesticide and herbicide. 2-Bromo-4-chlorothiazole is known for its strong and distinct odor, and it is considered to be potentially hazardous if not handled with care. Overall, this chemical has various industrial and research applications due to its unique chemical properties and reactivity.

Upstream product

• 57314-10-0 2,5-dibromo-4-chlorothiazole 

Downstream Products

• 466686-79-3 4-chlorothiazole-2-carbaldehyde 
• 1613623-39-4 6-(2-(2-(4-chlorothiazol-2-yl)-2-oxoethoxy)ethyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione 
• 1614252-02-6 6-(2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-chlorothiazol-2-yl)-4-oxobutyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione 
• 1614251-87-4 3-(6-(3-(4-chlorothiazol-2-yl)-3-oxopropyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile 
• 1614251-76-1 6-(3-(4-chlorothiazol-2-yl)-3-oxopropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione 
• 1614251-72-7 3-(6-(4-(4-chlorothiazol-2-yl)-4-oxobutyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile 

Relevant articles and documents

TRICYCLIC COMPOUNDS

The present invention provides a compound of formula I or a pharmaceutically acceptable salt thereof; and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

Azoles. Part 8. Metallation and Bromine -> Lithium Exchange Reactions of Polyhalogenothiazoles

2,4-Dichloro- and 2,4-dibromo-thiazole were deprotonated at position-5 with LiN(iPr)2 in THF at -78 deg C and the resulting lithium compound was quenched with various reagents, to yield various trisubstituted thiazoles. 2,5-Dibromo-4-chlorothiazole reacted with n-butyllithium in THF at -78 deg C at position-5 and the resulting lithium derivative gave 2-bromo-4-chloro-5-substituted thiazoles when quenched with the appropriate reagent.Both the 2- and 5-bromine-atoms were reactive in diethyl ether. 2,5-Dibromothiazole failed to deprotonate at position-4 under various reaction conditions, whereas treatment of 2,4,5-tribromothiazole with 1 mole equivalent of n-butyllithium in THF at -90 deg C, followed by addition of dimethyl disulfide after 30 min, gave a high yield of the 2,5-bis(methylthio)-compound.The tribromo-compound was also treated with 1 mole equivalent of n-butyllithium or methyllithium under various reaction conditions and the products formed after hydrolysis were analysed by 1H NMR spectroscopy.The 5-bromine-atom is the most reactive and greater selectivity is obtained with methyllithium.