72850-79-4

Basic information

• Product Name: 2-BROMO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 2-BROMO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER;ETHYL 2-BROMO-4-TRIFLUOROMETHYLTHIAZOLE-5-CARBOXYLATE;5-Thiazolecarboxylicacid,2-bromo-4-(trifluoromethyl)-,ethylester(9CI);Ethyl 2-Bromo-4-(trifluoromethyl)-1,3-thiazole-5-
• CAS NO: 72850-79-4
• Molecular Formula: C₇H₅BrF₃NO₂S
• Molecular Weight: 304.08
• Product Categories: THIAZOLE
• Mol File: 72850-79-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 75.5-76.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 303.561 °C at 760 mmHg
• Flash Point: 137.389 °C
• Appearance: /
• Density: 1.725 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -4.03±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER(72850-79-4)
• EPA Substance Registry System: 2-BROMO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER(72850-79-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 72850-79-4(Hazardous Substances Data)

Usage

General Description

2-Bromo-4-(trifluoromethyl)thiazole-5-carboxylic acid ethyl ester is a chemical compound with the molecular formula C8H6BrF3NO2S. It is an ester derivative of a thiazole carboxylic acid, containing a bromine atom and a trifluoromethyl group. 2-BROMO-4-(TRIFLUOROMETHYL)THIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and materials science. It has potential applications as an intermediate in the preparation of various bioactive molecules and is an important reagent in organic synthesis. The presence of the bromine and trifluoromethyl groups make this compound highly reactive and useful for accessing a wide variety of functionalized thiazole derivatives.

InChI:InChI=1/C7H5BrF3NO2S/c1-2-14-5(13)3-4(7(9,10)11)12-6(8)15-3/h2H2,1H3

Upstream product

• 344-72-9 ethyl 2-amino-4-(trifluoromethyl)-5-thiazole-carboxylate 
• 4544-43-8 Ethyl 2-Bromo-4,4,4-trifluoro-3-oxobutanoate 
• 363-58-6 ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 

Downstream Products

• 538-74-9 dibenzyl sulfide 
• 162651-07-2 2-bromo-4-trifluoromethyl-thiazole-5-carboxylic acid 
• 338982-16-4 2-phenyl-4-trifluoromethyl-thiazole-5-carboxylic acid 

Relevant articles and documents

Synthesis and Fungicidal Activity of Novel 2-Heteroatomthiazole-based Carboxanilides

A new series of 2-heteroatomthiazole-based carboxanilides (8) are prepared by reacting 2-heteroatomthiazole-based carboxylic acid chlorides with 2,6-dibromo-4-(trifluoromethoxy)aniline. The structures of all the newly synthesized compounds were supported by spectroscopic data NMR, MS, and elemental analysis, etc. Bioassay showed that the compounds exhibited potent fungicidal activities against Rhizoctonia solani, etc. Particularly, N-(2,6-dibromo-4-(trifluoromethoxy)phenyl)-2-methoxy-4-(trifluoromethyl)thiazole-5-carboxamide (8a-2) showed fungicidal potency which was comparable to that of Thifluzamide, the only commercialized thiazole carboxanilide fungicides of succinate dehydrogenase inhibitor (SDHI).

Synthesis of 2-(Benzylthio)-4-(trifluoromethyl)thiazole-5-carboxylates Using S -Benzylisothiouronium Halides as Thiol Equivalents

S-Benzylisothiouronium halides are used as shelf-stable, odorless thiol equivalents. The method developed is used to access 2-(benzylthio)-4-(trifluoromethyl)thiazole carboxyl building blocks. Using the latent trifluoromethyl substituent the reactions could be monitored using 19F NMR spectroscopy.

AMIDE COMPOUND

A compound represented by the formula (I) wherein ring Cy1 is a 5-membered aromatic heterocycle optionally further substituted besides a group represented by -A-B, ring Cy2 is an optionally substituted benzene ring, ring Cy3 is an optionally substituted 5-membered aromatic heterocycle, ring Cy4 is an optionally substituted 6-membered aromatic ring, A is -CONRa- or -NRaCO-, Ra is a hydrogen atom or a substituent, B is a hydrogen atom or an optionally substituted C1-6 alkyl-group, X is an optionally substituted C1-2 alkylene, -Y-, -Y-CH2- or - CH2-Y-, Y is an oxygen atom, -NRb- or -S(O)m-, Rb is a hydrogen atom or a substituent, and m is 0, 1 or 2, provided that N-methyl-4-[2-[3,4,5-trimethoxyphenyl)amino]-1,3-benzoxazol-7-yl]thiophene-2-carboxamide is excluded, or a salt thereof, has an agonistic action on GPR52, and is useful as an agent for the prophylaxis or treatment of schizophrenia and the like.