82606-92-6

Upstream product

• 1896-62-4 (E)-benzalacetone 
• 82606-85-7 (1E,4Z)-1-phenyl-5-hydroxypenta-1,4-dien-3-one 
• 100-61-8 N-methylaniline 

Downstream Products

• 82606-96-0 3,3-Dichloro-4-(methyl-phenyl-amino)-6-((E)-styryl)-3,4-dihydro-pyran-2-one 

Relevant academic research and scientific papers

Photoreactions of 4-Aryl-1-N-methylanilinobut-3-en-2-ones, β-(N-Alkyl-N-arylamino)ketones and Related Compounds

On irradiation, 1-N-methylanilino-4-arylbut-3-en-2-ones (6, aryl = p-methoxyphenyl and 4-biphenylyl) underwent type II fission to give 4-arylbut-3-en-2-ones (7) and cyclisation to 3-(2-arylethenyl)-1-phenylazetidin-3-ols (8).Irradiation of the β-arylaminoketones 3-N-methylanilino-1-phenylpropan-1-one (10), 1-phenyl-3-(1,2,3,4-tetrahydroquinolin-1-yl)propan-1-one (13), and 5-N-methylanilino-1-phenylpent-1-en-3-one (18) led to complex mixtures.A photo-cyclisation product, 1-phenyl-3-styrylpyrrolidin-3-ol (20) was isolated in low yield after irradiation of aminoketone 18 and evidence for photocyclisation was obtained in the other two cases (10 and 13).Prolonged irradiation of ketone 10 yielded 1,3-diphenylpyrrole along with N-methylaniline.Dehydrogenation to 3-(1-indolyl)-1-phenylpropan-1-one (17) occurred on irradiation of 3-(1-indolinyl)-1-phenylpropan-1-one (16).Similarly, dehydrogenation products 1-phenyl-3-(1,2,3,4-tetrahydroquinolin-1-yl)prop-2-en-1-one (14) and 5-N-methylanilino-1-phenylpenta-1,4-dien-3-one (19) were produced on irradiation of the β-aminoketones 13 and 18 respectively.Fission products N-methylaniline and 1,2-dimethyl-1,2-diphenylhydrazine (22) were isolated after irradiation of α-N-methylanilino-γ-butyrolactone (21).

Reaction of Ketenes with N,N-Disubstituted α-Aminomethyleneketones. XII. Synthesis of N,N-Disubstituted 4-Amino-3-chloro-6-(2-methyl-1-propenyl)(2-phenylethenyl)-2H-pyran-2-ones

Cycloaddition of dichloroketene to N,N-disubstituted (E)-1-amino-5-methyl-1,4-hexadien-3-ones IV and (E,E)-1-amino-5-phenyl-1,4-pentadien-3-ones V occured in moderate to good yield only in the case of aromatic N-substitution to give N,N-disubstituted 4-am