80542-40-1

Basic information

• Product Name: N-cinnamylidene-p-anisidine
• Synonyms: N-cinnamylidene-p-anisidine
• CAS NO: 80542-40-1
• Molecular Weight: 237.301
• Mol File: 80542-40-1.mol
• Article Data: 49

Chemical Properties

• CAS DataBase Reference: N-cinnamylidene-p-anisidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-cinnamylidene-p-anisidine(80542-40-1)
• EPA Substance Registry System: N-cinnamylidene-p-anisidine(80542-40-1)

Safety Data

• Hazardous Substances Data: 80542-40-1(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 104-55-2 3-phenyl-propenal 
• 22774-93-2 N-cinnamyl-4-methoxybenzenamine 
• 2101-87-3 p-methoxy-phenylazide 
• 14371-10-9 (E)-3-phenylpropenal 
• 100-52-7 benzaldehyde 
• 98-80-6 phenylboronic acid 
• 100-17-4 para-methoxynitrobenzene 
• 104-54-1 3-Phenylpropenol 
• 95-50-1 1,2-dichloro-benzene 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 14636-31-8 2-((4-methoxyphenyl)amino)-4-phenylbut-3-enenitrile 
• 4789-73-5 2-phenyl-6-methoxyquinoline 
• 37975-96-5 3-(4-methoxy-phenyl)-6-phenyl-2-styryl-2,3-dihydro-[1,3,5]thiadiazin-4-one 
• 85380-80-9 4-Chloro-N-[1-(4-methoxy-phenyl)-3-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydro-pyridin-3-yl]-benzamide 
• 93202-14-3 2-(4-methoxyphenyliminomethyl)-3-phenylquinoxaline 1,4-dioxide 
• 129544-47-4 3-Dimethylaminomethyl-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one 
• 92277-95-7 3-(4-Methoxy-phenylamino)-5-phenyl-cyclopentane-1,1,2,2-tetracarbonitrile 
• 80542-41-2 cis-3-azido-1-(4-methoxyphenyl)-2-oxo-4-(2-phenylethenyl)azetidine 
• 112383-81-0 3,3-Bis-ethylsulfanyl-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one 
• 97409-58-0 N-(4-Methoxy-phenyl)-N-[(E)-3-(5-oxo-2,4-diphenyl-4,5-dihydro-oxazol-4-yl)-3-phenyl-propenyl]-acetamide 
• 135616-48-7 (3S,4S)-1-(4-Methoxy-phenyl)-3-methyl-3-phenylsulfanyl-4-((E)-styryl)-azetidin-2-one 
• 135616-48-7 (3S,4R)-1-(4-Methoxy-phenyl)-3-methyl-3-phenylsulfanyl-4-((E)-styryl)-azetidin-2-one 
• 138215-28-8 (3R,4S)-3-Fluoro-1-(4-methoxy-phenyl)-3-phenyl-4-((E)-styryl)-azetidin-2-one 
• 100009-52-7 (3S,4R)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one 

Relevant articles and documents

Nickel Catalyzed Imine Aldol Reactions between Activated Imines and Pronucleophiles

Treatment of activated imines 1 with carbonyl compounds 2 in the presence of catalytic amounts of NiCl2(PPh3)2 or NiBr2(PPh3)2 at room temperature affords imine aldol products 3 in high to good yields.

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30-91% yields, with a good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, in the presence of alcohols, benzimidazoles can be obtained in 64-72% yields when the reaction was performed with an additional oxidant, DDQ, and quinoxalines were prepared from 1,2-diols in 28-96% yields. This methodology, unprecedented at iron for imines, also provides a sustainable alternative for the preparation of quinoxalines and benzimidazoles.

Stereoselective Construction of γ-Lactams via Copper-Catalyzed Borylacylation

A versatile and highly stereoselective borylative cyclization to generate polyfunctionalized γ-lactams has been developed. The stereoselective synthesis of these key ring systems is crucial due to their ubiquity in natural products. We report the diastero- and enantioselective construction of di- and trisubstituted γ-lactam cores, with examples containing an enantioenriched quaternary carbon.

Heterogeneous Catalysis with Basic Compounds to Achieve the Synthesis and C-N Cleavage of Azetidin-2-ones under Microwave Irradiation

The synthesis of azetidin-2-ones with a completely heterogeneous catalysis is reported. The use of basic compounds as solid catalysts allowed for the synthesis of azetidin-2-ones under microwave irradiation without organic additives such as triethylamine. An excellent catalyst for this transformation was Mg-Al hydroxide (MAH). The present methodology offers the advantages of non-hazardous reaction conditions, short reaction times, high yields, and catalyst reusability. Different substitution groups were tested on the imines and acyl chlorides to explore the scope of the reaction. Unconventional N-C4 bond cleavage was detected in azetidin-2-ones. MAH was characterized by N 2 adsorption-desorption, X-ray diffraction (XRD), scanning electron microscopy (SEM), and high-resolution transmission electron microscopy (HR-TEM).