106518-84-7

Basic information

• Product Name: 2-Cyclohexen-1-one, 3-[(4-bromophenyl)amino]-5,5-dimethyl-
• CAS NO: 106518-84-7
• Molecular Formula: C14H16BrNO
• Molecular Weight: 294.191
• Mol File: 106518-84-7.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-one, 3-[(4-bromophenyl)amino]-5,5-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-one, 3-[(4-bromophenyl)amino]-5,5-dimethyl-(106518-84-7)
• EPA Substance Registry System: 2-Cyclohexen-1-one, 3-[(4-bromophenyl)amino]-5,5-dimethyl-(106518-84-7)

Safety Data

• Hazardous Substances Data: 106518-84-7(Hazardous Substances Data)

Upstream product

• 126-81-8 dimedone 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 1222075-26-4 ethyl 1'-benzyl-7-bromo-3,3-dimethyl-1,2'-dioxo-5'-phenyl-1',2,2',3,4,10-hexahydro-1H-spiro[acridine-9,3'-pyrrole]-4'-carboxylate 
• 1265632-10-7 N-(4-bromophenyl)-6,6-dimethyl-9-(3-fluorophenyl)-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one-1,1-dioxide 
• 1353896-78-2 2-(benzo[d][1,3]dioxol-5-yl)-1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-1H-indol-7-yl acetate 
• 1353896-79-3 2-(benzo[d][1,3]dioxol-5-yl)-1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-1H-indol-7-yl propionate 
• 1353896-81-7 2-(benzo[d][1,3]dioxol-5-yl)-1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-1H-indol-7-yl isobutyrate 
• 1353896-80-6 2-(benzo[d][1,3]dioxol-5-yl)-1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-1H-indol-7-yl butyrate 
• 1353896-61-3 1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-2-phenyl-1H-indolindol-7-yl acetate 
• 1353896-66-8 1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-2-phenyl-1H-indol-7-yl propionate 
• 1353896-75-9 1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-2-phenyl-1H-indol-7-yl isobutyrate 
• 1353896-70-4 1-(4-bromophenyl)-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-2-phenyl-1H-indol-7-yl butyrate 
• 1385068-67-6 2,4-diamino-10-(4-bromophenyl)-5,6,7,8,9,10-hexahydro-8,8-dimethyl-6-oxo-5-p-tolylbenzo[b][1,8]naphthyridine-3-carbonitrile 
• 1385068-64-3 2,4-diamino-10-(4-bromophenyl)-5,6,7,8,9,10-hexahydro-8,8-dimethyl-6-oxo-5-phenylbenzo[b][1,8]naphthyridine-3-carbonitrile 
• 1385068-60-9 2,4-diamino-10-(4-bromophenyl)-5-(2,3-dichlorophenyl)-5,6,7,8,9,10-hexahydro-8,8-dimethyl-6-oxobenzo[b][1,8]naphthyridine-3-carbonitrile 
• 1421844-53-2 1-(4-bromophenyl)-6,7-dihydro-3-(1H-indol-2-yl)-6,6-dimethyl-2-phenyl-1H-indol-4(5H)-one 

Relevant articles and documents

β-Enaminones over recyclable nano-CoFe2O4: a highly efficient solvent-free green protocol

Abstract: β-Enaminone and its derivatives have emerged among the finest bioactive intermediates. High yields of several β-enaminones (86–97%) are achieved through treatment of substituted aromatic and aliphatic amines with cyclic/acyclic 1,3-diketones, over the magnetically separable cobalt ferrite nanoparticles (CoFe2O4 NPs). The latter was prepared upon co-precipitation. Its purity, fine crystallinity, elemental distributions, morphology, magnetic features, and thermal stability were confirmed by Fourier transform infrared, X-ray diffraction, energy dispersive X-ray spectrometry, scanning electron microscopy, vibrating sample magnetometry, and thermal gravimetric analysis analyses. Thus, CoFe2O4 NPs acted as an excellent green heterogeneous nanocatalyst for synthesis of β-enaminones and gave good recyclability, while showing insignificant loss of their activity. Graphical Abstract: [Figure not available: see fulltext.].

A mild and efficient method for synthesis of β-enaminones using melamine-formaldehyde resin supported H+ under solvent free conditions

A green and efficient practical approach is developed for the synthesis of β-enaminones using melamine-formaldehyde resin supported H+ (MFRH) as a mild and inexpensive catalyst in solvent-free media. The present method was performed by combining low cost and readily available amines, 1,3-dicarbonyls and melamine-formaldehyde resin supported H+ (MFRH) as a catalyst. This method is applicable to both cyclic and acyclic ketones with aromatic and aliphatic amines, and provides several advantages such as environmental friendliness, low cost, good yields and simple workup procedure.

Photocyclization to cis-Hexahydrocarbazol-4-ones: Substrate Modification, Mechanism, and Scope

Upon irradiation at = 366 nm, tertiary N-alkoxycarbonyl-N-aryl-β-enaminones furnished exclusively the trans-hexahydrocarbazol-4-ones by a conrotatory [6π] photocyclization but epimerized on silica to cis-hexahydrocarbazol-4-ones (14 examples, 44-98% yield). The acceptor substitution on the nitrogen atom enhanced the stability of the cyclized products compared to N-alkyl-N-aryl-β-enaminones reported previously. The mechanism of the [6π] photocyclization was investigated by quenching experiments, deuterium-labeling experiments, and DFT calculations, suggesting a triplet pathway for the conrotatory ring closure followed by a suprafacial [1,4] hydrogen migration.