14597-62-7

Basic information

• Product Name: METHYL 5-PHENYL-2-THIOPHENECARBOXYLATE
• Synonyms: RARECHEM AL BF 0489;METHYL 5-PHENYL-2-THIOPHENECARBOXYLATE;Methyl 5-phenylthiophene-2-carboxylate;5-Phenyl-thiophene-2-carboxylic acid methyl ester
• CAS NO: 14597-62-7
• Molecular Formula: C₁₂H₁₀O₂S
• Molecular Weight: 218.27
• Mol File: 14597-62-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 96-98 °C(Solv: methanol (67-56-1))
• Boiling Point: 352.1±30.0 °C(Predicted)
• Appearance: /
• Density: 1.198±0.06 g/cm3(Predicted)
• CAS DataBase Reference: METHYL 5-PHENYL-2-THIOPHENECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 5-PHENYL-2-THIOPHENECARBOXYLATE(14597-62-7)
• EPA Substance Registry System: METHYL 5-PHENYL-2-THIOPHENECARBOXYLATE(14597-62-7)

Safety Data

• Hazardous Substances Data: 14597-62-7(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 98-80-6 phenylboronic acid 
• 2579-22-8 Phenylpropargyl aldehyde 
• 7393-43-3 tetraallyl tin 
• 2365-48-2 Methyl thioglycolate 
• 19163-24-7 5-phenyl-2-thiophenecarboxylic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 62224-19-5 5-bromo-2-thiophenecarboxylic acid methyl ester 
• 35475-03-7 methyl 5-chloro-2-thiophenecarboxylate 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 825-55-8 2-phenylthiophene 
• 74-88-4 methyl iodide 
• 67-66-3 chloroform 
• 124-38-9 carbon dioxide 

Downstream Products

• 1227664-12-1 5-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylic acid methyl ester 
• 19163-24-7 5-phenyl-2-thiophenecarboxylic acid 
• 52172-51-7 5-phenylthiophene-2-carbohydrazide 

Relevant articles and documents

A straightforward route to alkyl 5-arylthiophene-2-thiocarboxylates from alkyl 2-aroyl-1-chlorocyclopropanecarboxylates

In this article, a direct synthetic method for alkyl 5-arylthiophene-2-thiocarboxylates was reported. Treatment of alkyl 2-aroyl-1-chlorocyclopropanecarboxylates with excess amount of Lawesson's reagent readily afforded alkyl 5-arylthiophene-2-thiocarboxy

Facile double nucleophilic addition of thiols and tetraallyltin to latent 2-alkynals using in situ hydrolysis of the imino functionality promoted by tin(IV) chloride pentahydrate

In the presence of SnCl4·5H2O, a mixture of thiols and tetraallyltin underwent 1,4- and 1,2-addition, respectively, with the imines derived from 3-alkynals to give (Z)-1-sulfenyl-1,5-alkadien-3-ols in good yields, where the hydrolysis of the intermediary imino species was found to be crucial.

Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents

To discover antifungal compounds with broad-spectrum and stable metabolism, a series of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives was designed and synthesized. Compounds A30-A34 exhibited excellent broad-spectrum antifungal activity against Candida albicans with MIC values in the range of 0.03–0.5 μg/mL, and against Cryptococcus neoformans and Aspergillus fumigatus with MIC values in the range of 0.25–2 μg/mL. In addition, compounds A31 and A33 showed high metabolic stability in human liver microsomes in vitro, with the half-life of 80.5 min and 69.4 min, respectively. Moreover, compounds A31 and A33 showed weak or almost no inhibitory effect on the CYP3A4 and CYP2D6. The pharmacokinetic evaluation in SD rats showed that compound A31 had suitable pharmacokinetic properties and was worthy of further study.

Direct Alkoxycarbonylation of Heteroarenes via Cu-Mediated Trichloromethylation and in Situ Alcoholysis

We report an efficient approach for direct alkoxycarbonylation of furans as well as other heteroarenes via a one-step copper-mediated reaction of three components (i.e., heteroarene, alcohol, and CHCl3). The copper additive was confirmed to simultaneously promote the reaction in three pathways: oxidant cracking, single electron transfer, and alcoholysis. By means of this protocol, various functionalized furancarboxylates and other heteroarenecarboxylates were facilely obtained in moderate to good yields.