68301-45-1

Basic information

• Product Name: 4-(2,5-Dichloro-phenyl)- thiazol-2-ylamine
• Synonyms: 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine;4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine(SALTDATA: FREE);2-AMino-4-(2,5-dichlorophenyl)thiazole;4-(2,5-Dichlorophenyl)thiazol-2-aMine
• CAS NO: 68301-45-1
• Molecular Formula: C₉H₆Cl₂N₂S
• Molecular Weight: 245.13
• Mol File: 68301-45-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 397.4°Cat760mmHg
• Flash Point: 194.2°C
• Appearance: /
• Density: 1.498g/cm³
• Vapor Pressure: 1.59E-06mmHg at 25°C
• Refractive Index: 1.673
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(2,5-Dichloro-phenyl)- thiazol-2-ylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,5-Dichloro-phenyl)- thiazol-2-ylamine(68301-45-1)
• EPA Substance Registry System: 4-(2,5-Dichloro-phenyl)- thiazol-2-ylamine(68301-45-1)

Safety Data

• Hazardous Substances Data: 68301-45-1(Hazardous Substances Data)

Usage

Description

4-(2,5-Dichloro-phenyl)-thiazol-2-ylamine is an organic compound with the molecular formula C9H6Cl2N2S. It is characterized by its thiazol-2-ylamine structure, which features a thiazol ring fused to a phenyl ring with two chlorine atoms at the 2nd and 5th positions. 4-(2,5-Dichloro-phenyl)thiazol-2-ylamine is known for its potential applications in various chemical and pharmaceutical processes due to its unique chemical structure and properties.

Uses

Used in Organic Synthesis:
4-(2,5-Dichloro-phenyl)-thiazol-2-ylamine is used as an intermediate in organic synthesis for the development of various chemical compounds. Its unique structure allows for further functionalization and modification, making it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Processes:
In the pharmaceutical industry, 4-(2,5-Dichloro-phenyl)-thiazol-2-ylamine is utilized as a key intermediate in the synthesis of various drugs and drug candidates. Its chemical properties and reactivity make it suitable for the development of new therapeutic agents, particularly those targeting specific biological pathways or receptors.
Used in Chemical Research:
4-(2,5-Dichloro-phenyl)-thiazol-2-ylamine is also employed in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic routes. Its unique structure provides researchers with opportunities to investigate novel chemical transformations and develop innovative methodologies in organic chemistry.

InChI:InChI=1/C9H6Cl2N2S/c10-5-1-2-7(11)6(3-5)8-4-14-9(12)13-8/h1-4H,(H2,12,13)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 2476-37-1 2,5-dichloroacetophenone 
• 17356-08-0 thiourea 
• 4571-25-9 2-bromo-1-(2,5-dichlorophenyl)ethanone 

Downstream Products

• 919757-52-1 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-[4-(ethylsulfonyl)phenyl]acetamide 
• 1552267-29-4 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-{4-[(dimethylamino)sulfonyl]phenyl}acetamide 
• 1552267-27-2 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-{4-[(methylamino)sulfonyl]phenyl}acetamide 
• 1552267-25-0 2-[4-(cyclohexylsulfonyl)phenyl]-N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]acetamide 
• 955618-08-3 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-{4-[(1-methylethyl)sulfonyl]phenyl}acetamide 
• 1552267-22-7 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-[4-(propylsulfonyl)phenyl]acetamide 
• 919848-79-6 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-[4-(methylsulfonyl)phenyl]acetamide 
• 953928-71-7 2-(4-chlorophenyl)-N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]acetamide 
• 1552267-16-9 2-cyclohexyl-N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]acetamide 
• 1552267-15-8 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-3-methylbutanamide 
• 105512-63-8 N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]propanamide 
• 112434-76-1 4-(2,5-Dichloro-phenyl)-5-(2,2-dimethyl-chroman-6-ylazo)-thiazol-2-ylamine 
• 68301-56-4 4-amino-N-[4-(2,5-dichloro-phenyl)-thiazol-2-yl]-benzenesulfonamide 
• 98591-68-5 4-(2,5-dichloro-phenyl)-5-nitro-thiazol-2-ylamine 

Relevant articles and documents

Method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light

The invention relates to a method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light. The method comprises the following steps: adding an olefin azide compound, ammonium thiocyanate and copper acetate into a solvent acetonitrile separately, performing driving reaction by using visible light with wavelength of 450 to 460 nm at the temperature of 25 DEG C for 20 to36 hours to obtain reaction liquid, and spin-drying the reaction liquid to obtain concentrate; and performing silica-gel column chromatography on the concentrate to obtain the 4-alkyl or aryl-2-aminothiazole. The method is high in yield, mild in condition and low in environmental pollution.

Discovery of N-(4-aryl-5-aryloxy-thiazol-2-yl)-amides as potent RORγt inverse agonists

A novel series of N-(4-aryl-5-aryloxy-thiazol-2-yl)-amides as RORγt inverse agonists was discovered. Binding mode analysis of a RORγt partial agonist (2c) revealed by co-crystal structure in RORγt LBD suggests that the inverse agonists do not directly interfere with the interaction between H12 and the RORγt LBD. Detailed SAR exploration led to identification of potent RORγt inverse agonists such as 3m with a pIC50 of 8.0. Selected compounds in the series showed reasonable activity in Th17 cell differentiation assay as well as low intrinsic clearance in mouse liver microsomes.

An efficient, uncatalyzed, and rapid synthesis of thiazoles and aminothiazoles under microwave irradiation and investigation of their biological activity

A convenient method for the synthesis of thiazoles by treatment of -bromoketones with thioamides (Hantzsch synthesis) in the absence of catalysts under microwave irradiation has been developed. The products were formed rapidly in excellent yields. An efficiency comparison of time, yield, and effort clearly proved the microwave technique to be superior. The structures of the newly synthesized compounds were characterized by spectroscopic data and elemental analyses. The synthesized compounds were tested for their biological activity. Depending on the substituents, some of the thiazoles exhibit very good antibacterial or antifungal activity.