79069-94-6

Basic information

• Product Name: Fanetizole
• Synonyms: Fanetizole;4-Phenyl-N-(2-phenylethyl)-2-thiazolamine;N-Phenethyl-4-phenylthiazole-2-amine;2-ThiazolaMine,4-phenyl-N-(2-phenylethyl)-
• CAS NO: 79069-94-6
• Molecular Formula: C₁₇H₁₆N₂S
• Molecular Weight: 280.39
• Mol File: 79069-94-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 116-117 °C
• Boiling Point: 459.6°C at 760 mmHg
• Flash Point: 231.7°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 1.25E-08mmHg at 25°C
• Refractive Index: 1.656
• PKA: 3.87±0.10(Predicted)
• CAS DataBase Reference: Fanetizole(CAS DataBase Reference)
• NIST Chemistry Reference: Fanetizole(79069-94-6)
• EPA Substance Registry System: Fanetizole(79069-94-6)

Safety Data

• Hazardous Substances Data: 79069-94-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H16N2S/c1-3-7-14(8-4-1)11-12-18-17-19-16(13-20-17)15-9-5-2-6-10-15/h1-10,13H,11-12H2,(H,18,19)

Upstream product

• 59795-89-0 phenethyl isocyanide 
• 98-88-4 benzoyl chloride 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 6815-00-5 N-(2-phenylethyl)thiourea 
• 2010-06-2 2-Amino-4-phenylthiazole 
• 122-78-1 phenylacetaldehyde 
• 17336-58-2 4-methyl-N'-(2-phenylethylidene)benzenesulfonohydrazide 
• 100-41-4 ethylbenzene 
• 64-04-0 phenethylamine 
• 5399-30-4 2-oxo-2-phenylethylthiocyanate 
• 2257-09-2 Phenethyl isothiocyanate 
• 70-11-1 α-bromoacetophenone 
• 28179-33-1 4-(phenoxy)phenacyl bromide 

Downstream Products

• 858114-73-5 methyl 4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzoate 
• 865138-00-7 4-isobutoxy-3-{[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl}benzaldehyde 

Relevant articles and documents

Convenient Multicomponent One-Pot Synthesis of 2-Iminothiazolines and 2-Aminothiazoles Using Elemental Sulfur Under Aqueous Conditions

Herein, we present a novel one-pot aqueous reaction for the synthesis of 2-iminothiazolines and 2-aminothiazoles using isocyanides, amines, sulfur, and 2′-bromoacetophenones. The three-component preparation of thioureas is followed by the one-pot cyclization leading to the heterocyclic product. This efficient and mild procedure features excellent step- and atom-economy and enables the chromatography-free preparation of diversely substituted 2-iminothiazoline and 2-aminothiazole derivatives.

Synthetic method for N-alkyl(benzo)thiazole

The invention provides a synthetic method for N-alkyl(benzo)thiazole. The synthetic method comprises the following steps: putting 0.4-0.8 mmol of a carbonyl compound, 0.4-0.8 mmol of p-toluenesulfonylhydrazide and 4-10 mL of a solvent in a flask and carrying out a reaction at 30 DEG C to 80 DEG C for 1 to 3 h; adding 0.4 mmol of 2-aminothiazole, 0.4-0.8 mmol of metal copper salt and 0.4-1.2 mmolof an alkali substance into the above reaction system, carrying out heating to 100 DEG C to 150 DEG C, and continuing the reaction for 2 h to 5 h; terminating the reaction to obtain a reaction productA; and subjecting the product A to purification and impurity separation so as to obtain pure N-alkyl(benzo)thiazole. According to the invention, the intermediate sulfonyl hydrazone is prepared from the carbonyl compound and sulfonyl hydrazide, and reacts with a 2-aminothiazole substance in the presence of a catalyst and under alkali conditions to obtain N-alkyl(benzo)thiazole. The synthetic method of the invention has the advantages of simple operation, low cost, high product yield and wide application range of a substrate. At the same time, the established method can also realize the synthesis of the anti-inflammatory drug fanetizole, and thus has high practical value.

2-Amino-4-arylthiazoles through One-Pot Transformation of Alkylarenes with NBS and Thioureas

Treatment of alkylarenes with N-bromosuccinimide in a mixture of ethyl acetate and water at 60 °C, a mixture of acetonitrile and water at 80 °C, or a mixture of diethyl carbonate and water under irradiation with a tungsten lamp, followed by a reaction with thioureas or arenethioamides provided the corresponding 2-amino- 4-arylthiazoles or 2,4-diarylthiazoles in good to moderate yields, respectively, in one pot. The present reaction is an efficient one-pot transformation method of alkylarenes into 2-amino-4-arylthiazoles and 2,4-diarylthiazoles directly under mild and transition-metal-free conditions.