25946-69-4

Usage

Class of organic compound

Tropone derivatives

Physical form

Yellow, crystalline powder

Molar mass

179.24 g/mol

Potential applications

Pharmaceutical research and drug development, organic synthesis, and materials science

Complexity

Due to its complex structure and properties, further research is needed to fully understand and utilize its potential.

InChI:InChI=1/C8H5NOS/c10-8-9-6-4-2-1-3-5-7(6)11-8/h1-5H

Upstream product

• 21473-90-5 (7-thioxo-cyclohepta-1,3,5-trienyl)-urea 
• 75-15-0 carbon disulfide 
• 6264-93-3 2-aminotropone 
• 225112-78-7 2H-Cycloheptaoxazole-2-thione 
• 45893-91-2 cycloheptaoxazol-2-ylideneamine 

Relevant academic research and scientific papers

Regioselective nucleophilic substitution of 5-bromo-2-methoxytropone

The reaction of 5-bromo-2-methoxytropone with O- and N-nucleophiles, such as ethanol/potassium carbonate, sodium hydroxide, diethylamine, propylamine, p-chloroaniline/triethylamine, and p-phenylenediamine/triethylamine, gave corresponding 2-O- and 2-N-substituted troponoids. Alkyl diamines reacted with the substrate to produce bis(2-aminotropone)s. In the case of S-nucleophiles as 1-propanethiol, thiophenol, and 4-aminothiophenol with a base, the regioselective substitution at the 5-position occurred. Halogenation reagents, triphenyldibromophosphorane and its dichloro analogue, furnished 2,5-dibromo- and 2,5-dichlorotropones, respectively.

Convenient preparation of heteroazulenes by the reaction of 2-aminotropone with heterocumulenes in the presence of a base

Reactions of 2-aminotropone with heterocumulenes, N,N'-diphenylcarbodiimide, phenyl isothiocyanate, phenyl isocyanate, and carbon disulfide, in the presence of t-BuOK afforded 1-phenylcycloheptaimidazole-2(1H)-phenylimine, 1-phenylcyclohepataimidazole-2(1H)-thione, 1-phenylcycloheptaimidazol-2(1H)-one along with 2H-cycloheptaoxazol-2-one, and 2H-cycloheptathiazol-2-one along with 2H-cycloheptaoxazole-2-thione in good to moderate yields, respectively.