169260-97-3

Basic information

• Product Name: 5-(trifluoromethyl)thiazol-2-amine
• Synonyms: 5-(trifluoromethyl)thiazol-2-amine;2-aMino-5-trifluoroMethyl-thiazole;5-Trifluoromethyl-thiazol-2-ylamine;5-(trifluoromethyl)-2-Thiazolamine;2-Amino-5-trifluoromethyl-1,3-thiazole;5-(trifluoromethyl)-1,3-thiazol-2-amine
• CAS NO: 169260-97-3
• Molecular Formula: C₄H₃F₃N₂S
• Molecular Weight: 168
• Mol File: 169260-97-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 214 °C at 760 mmHg
• Flash Point: 83.2 °C
• Appearance: /
• Density: 1.557 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.61±0.10(Predicted)
• CAS DataBase Reference: 5-(trifluoromethyl)thiazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(trifluoromethyl)thiazol-2-amine(169260-97-3)
• EPA Substance Registry System: 5-(trifluoromethyl)thiazol-2-amine(169260-97-3)

Safety Data

• RIDADR: UN3077
• Hazardous Substances Data: 169260-97-3(Hazardous Substances Data)

Usage

Uses

5-(trifluoromethyl)thiazol-2-amine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

Synthesis

Sodium dithionite (1.0 mmol) was added in one portion to a mixture of 2-aminothiazole (1.0 mmol), NaHCO3 (1.0 mmol) and polyfluoroalkyl iodide (1.5 mmol) in acetonitrile/water (4:1/v:v) at 5-10 °C under Ar atmosphere. The mixture was stirred until complete conversion of starting material as indicated by TLC analysis. Acetonitrile was removed under reduced pressure and water (5 mL) was added. The mixture was extracted with ethyl acetate (4.0 mL .x. 3) and the combined organic layers were dried over Na2SO4. The solvent was removed under vacuum and the residue was purified by column chromatography on silica gel (petroleum/ethyl acetate) to give the product.

Upstream product

• 102687-63-8 (E)-((3,3,3-trifluoroprop-1-en-1-yl)sulfonyl)benzene 
• 17356-08-0 thiourea 
• 96-50-4 2-thiazolylamine 
• 2314-97-8 iodotrifluoromethane 
• 75-63-8 Bromotrifluoromethane 
• 533887-24-0 2-(phenylsulfonyl)-3-(trifluoromethyl)oxirane 
• 160009-38-1 trans-2-Trifluoromethyl-3-phenylsulfonyloxirane 

Downstream Products

• 1215310-13-6 2-acetoxybenzoyl-N-(5-trifluoromethyl)thiazol-2-yl amide 
• 1245738-93-5 phenyl (5-(trifluoromethyl)thiazol-2-yl)carbamate 
• 1209458-80-9 2-bromo-5-(trifluoromethyl)-1,3-thiazole 
• 1579294-42-0 2-(phenylselanyl)-5-(trifluoromethyl)thiazole 
• 1208552-87-7 C₁₅H₁₄ClF₃N₂OS 
• 1208552-96-8 C₁₆H₁₆ClF₃N₂OS 

Relevant articles and documents

AZABICYCLO [4.1.0] HEPT - 4 - YL DERIVATIVES AS HUMAN OREXIN RECEPTOR ANTAGONISTS

This invention relates to azabicyclo[4.1.0]hept-4-yl derivatives and their use as pharmaceuticals.

Thiazolides as novel antiviral agents. 1. Inhibition of hepatitis B virus replication

We report the syntheses and activities of a wide range of thiazolides [viz., 2-hydroxyaroyl-N-(thiazol-2-yl)amides] against hepatitis B virus replication, with QSAR analysis of our results. The prototypical thiazolide, nitazoxanide [2-hydroxybenzoyl-N-(5-

α- or β-Trifluoromethyl epoxysulfones: new C3 reagents for heterocyclisation

The syntheses of α- and β-trifluoromethyl epoxysulfones 1 and 2 are described.Compound 1 reacts with nucleophiles and bis-nucleophiles to furnish trifluoromethyl ketones and trifluoromethyl heterocycles in good yield, while its isomer 2 leads to the opposite thiazole regioisomers with thioamides. - Keywords: Trifluoromethyl epoxysulfones; Heterocyclisation; Regioisomers; NMR spectroscopy; IR spectroscopy