33670-02-9

Basic information

• Product Name: 2-(phenylamino)cyclohex-2-en-1-one
• Synonyms: 2-(phenylamino)cyclohex-2-en-1-one
• CAS NO: 33670-02-9
• Molecular Weight: 187.241
• Mol File: 33670-02-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-(phenylamino)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(phenylamino)cyclohex-2-en-1-one(33670-02-9)
• EPA Substance Registry System: 2-(phenylamino)cyclohex-2-en-1-one(33670-02-9)

Safety Data

• Hazardous Substances Data: 33670-02-9(Hazardous Substances Data)

Upstream product

• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 2207-96-7 methyl 2-phenyldiazene-1-carboxylate 
• 108-94-1 cyclohexanone 
• 62-53-3 aniline 
• 23740-64-9 2-morpholinocyclohex-2-enone 
• 484696-92-6 2-(N-phenylaminooxy)cyclohexanone 
• 7429-44-9 2-methoxycyclohexanone 
• 100-65-2 N-Phenylhydroxylamine 
• 586-96-9 Nitrosobenzene 
• 52190-35-9 2-(methylthio)cyclohexanone 

Downstream Products

• 130919-72-1 1-ethoxycarbonylamino-3-phenyl-2,3,4,5,6,7-hexahydrobenzimidazol-2,4-dione 
• 130919-66-3 2-(N-ethoxycarbonyl-N-phenyl)amino-3-(N'-ethoxy-carbonyl)-hydrazinocyclohex-2-en-1-one 
• 130919-63-0 2-phenylamino-3-(N,N'-diethoxycarbonyl)hydrazinocyclohex-2-en-1-one 
• 129340-57-4 2-methyl-7-oxo-1,3-diphenyl-4,5,6,7-tetrahydroindole 
• 129340-56-3 <4R^*-(4α,4aα,8aα)>-4,4a,5,6,7,8-hexahydro-3-methyl-8-oxo-4-phenyl-8a-phenylamino-4H-1,2-benzoxazine N-oxide 
• 129340-41-6 <3R^*-(3α,3aα,6aα)>-6a-hydroxy-2-nitro-3-phenylhexahydro-1(2H)-pentalenone 
• 129340-54-1 <1R^*-(1α,6α,7α,8β)>-8-nitro-7-phenyl-1-phenylaminobicyclo<4.2.0>octan-2-one 
• 129340-63-2 <4aR^*-(4aα,10aβ,10bα)>-1,2,3,4,4a,8,9,10,10a,10b-decahydro-4-oxo-4a-phenylamino-7H-dibenzo-1,2-oxazine N-oxide 
• 178875-20-2 Benzoic acid N-(2-oxo-3-phenylamino-cyclohex-3-enyl)-N'-phenyl-hydrazide 

Relevant articles and documents

Can Primary Arylamines Form Enamine? Evidence, α-Enaminone, and [3+3] Cycloaddition Reaction

The formation of enamine from primary arylamines was detected and confirmed by nuclear magnetic resonance spectroscopy. The presence of a radical quencher, e.g., (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl, was found to be essential for the detection of enamine formation. A direct synthesis of α-enaminones from primary arylamines and ketones was also developed. Mechanistic investigation of α-enaminone formation suggests that an amine radical cation generated through O2 singlet energy transfer was involved in initiating α-enaminone formation. The reactivity and utility of α-enaminones were explored with a [3+3] cycloaddition reaction of enones affording dihydropyridines in good yields (58-85%). α-Enaminones displayed a set of reactivities that is different from that of enamines. The knowledge gained in this work advances our basic understanding of organic chemistry, providing insights and new opportunities in enamine catalysis.

Acid/Base-Co-catalyzed Direct Oxidative α-Amination of Cyclic Ketones: Using Molecular Oxygen as the Oxidant

A novel acid/base-co-catalyzed direct intermolecular α-amination of various cyclic ketones has been developed for the first time. The reaction employs molecular oxygen as the sole oxidant under metal-free conditions. The reaction tolerates a wide range of various anilines, especially primary diamine derivatives, and provides a simple and efficient method for the constructions of α-amino enones and benzodiazepine derivatives in a single step. (Figure presented.).

Metal-induced reactions of O-nitroso aldol products

Lewis acid catalysts play an important role in the transformation of α-aminooxy ketones (O-nitroso aldol products). Three different reactions of O-nitroso aldol products promoted by metal ions are described. Georg Thieme Verlag Stuttgart.