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

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

Downstream Products

• 80542-41-2 cis-3-azido-1-(4-methoxyphenyl)-2-oxo-4-(2-phenylethenyl)azetidine 
• 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 
• 122127-24-6 6-(4-Methoxy-phenyl)-2,3-diphenyl-3,6-dihydro-2H-[1,2,6]thiadiazine 1-oxide 
• 76553-81-6 (4-Methoxy-phenyl)-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-amine; compound with trichloro-acetic acid 
• 144465-88-3 (3R,4S)-3-Triisopropylsilyloxy-4-(2-phenylethenyl)-2-azetidinone 
• 144701-06-4 (2R,3S)-3-Amino-2-hydroxy-5-phenyl-4-trans-pentenoic acid hydrochloride 

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.

Synthesis of β-Phosphinolactams from Phosphenes and Imines

Various cis-β-phosphinolactams are synthesized stereoselectively for the first time from imines and diazo(aryl)methyl(diaryl)phosphine oxides under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo the Wolf rearrangement to generate phosphenes. Imines nucleophilically attack the phosphenes followed by an intramolecular nucleophilic addition via less steric transition states to give final cis-β-phosphinolactams. C-Styrylimines generally give rise to β-phosphinolactams in higher yields than C-arylimines. The stereoselectivity and proposed mechanism are rationalized by DFT theoretical calculation.

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).