139669-96-8

Basic information

• Product Name: 5-Thiazolecarboxylic acid, 2,4-dibromo-
• Synonyms: 5-Thiazolecarboxylic acid, 2,4-dibromo-;2,4-Dibromo-5-thiazolecarboxylic acid;5-Thiazolecarboxylic acid, 2,4-dibromo- 2,4-Dibromo-5-thiazolecarboxylic acid
• CAS NO: 139669-96-8
• Molecular Formula: C4HBr2NO2S
• Molecular Weight: 286.92924
• Mol File: 139669-96-8.mol

Chemical Properties

• Boiling Point: 387.148 °C at 760 mmHg
• Flash Point: 187.941 °C
• Appearance: /
• Density: 2.452 g/cm³
• Refractive Index: 1.696
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 1.17±0.10(Predicted)
• CAS DataBase Reference: 5-Thiazolecarboxylic acid, 2,4-dibromo-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Thiazolecarboxylic acid, 2,4-dibromo-(139669-96-8)
• EPA Substance Registry System: 5-Thiazolecarboxylic acid, 2,4-dibromo-(139669-96-8)

Safety Data

• Hazardous Substances Data: 139669-96-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-Thiazolecarboxylic acid, 2,4-dibromois used as a building block in the production of pharmaceuticals, agrochemicals, and other fine chemicals. Its unique structure and reactivity make it a valuable component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-Thiazolecarboxylic acid, 2,4-dibromohas the potential to be used in the development of new drugs. Its specific properties may contribute to the creation of pharmaceuticals with novel therapeutic effects.
Used in Material Science:
5-Thiazolecarboxylic acid, 2,4-dibromomay also find applications in material science, where it could be utilized in the development of new materials with specific properties. Its unique structure and reactivity could be harnessed to create materials with improved performance characteristics.
Safety Precautions:
It is important to handle and use 5-Thiazolecarboxylic acid, 2,4-dibromowith caution, as it may have hazardous properties. Proper safety measures should be taken during handling and storage to ensure the safety of individuals and the environment.

InChI:InChI=1/C4HBr2NO2S/c5-2-1(3(8)9)10-4(6)7-2/h(H,8,9)

Upstream product

• 124-38-9 carbon dioxide 
• 4175-77-3 2,4-dibromo-1,3-thiazole 
• 139669-95-7 2,4-dibromo-1,3-thiazole-5-carbaldehyde 

Downstream Products

• 918164-43-9 methyl 2,4-dibromothiazole-5-carboxylate 

Relevant articles and documents

Thiazolyl-benzimidazoles

The invention is directed to compounds of formula (1) [image] and pharmaceutically acceptable salts thereof, methods for the preparation thereof, and methods of use thereof.

Insights into the mechanism of the site-selective sequential palladium-catalyzed cross-coupling reactions of dibromothiophenes/ dibromothiazoles and arylboronic acids. Synthesis of PPARβ/δ agonists

A reactivity study, aided by NMR spectroscopy, allowed a mechanistic rationale to be postulated for the palladium-catalyzed regioselective coupling of arylboronic acid (and arylstannane where feasible) at the position next to the sulfur atom in functional

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.