77669-22-8

Basic information

• Product Name: 2-(3,4-dimethoxyphenylethenyl)quinoline
• Synonyms: 2-(3,4-dimethoxyphenylethenyl)quinoline
• CAS NO: 77669-22-8
• Molecular Weight: 291.349
• Mol File: 77669-22-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-(3,4-dimethoxyphenylethenyl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dimethoxyphenylethenyl)quinoline(77669-22-8)
• EPA Substance Registry System: 2-(3,4-dimethoxyphenylethenyl)quinoline(77669-22-8)

Safety Data

• Hazardous Substances Data: 77669-22-8(Hazardous Substances Data)

Upstream product

• 91-63-4 2-methylquinoline 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 5344-90-1 2-Aminobenzyl alcohol 
• 15001-27-1 O-methyldehydrozingerone 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 5470-96-2 quinoline 2-carbaldehyde 
• 93-10-7 quinoline-2-carboxylic acid 
• 91-22-5 quinoline 
• 1613-37-2 Quinoline N-oxide 
• 6380-23-0 3,4-dimethoxystyrene 
• 62-53-3 aniline 
• 58045-88-8 3,4-dimethoxycinnamaldehyde 
• 109-92-2 ethyl vinyl ether 
• 69731-27-7 (E)-1-bromo-2-(3,4-dimethoxyphenyl)ethene 

Downstream Products

• 95279-34-8 2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-quinoline 
• 104967-54-6 2-(3,4-dimethoxy-β-phenethyl)-1,2,3,4-tetrahydroquinoline 
• 104967-55-7 2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-1,2,3,4-tetrahydroquinolineanol 
• 442-33-1 (-)-(2S)-2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Biological evaluation of substituted quinolines

Several quinolines were synthesized and evaluated in vitro against several parasites (Trypanosoma brucei, T. cruzi, Leishmania infantum, L. amazonensis, Plasmodium falciparum). Then, they were evaluated in vitro (at 10μM), against HTLV-1 transformed cells

Metal-Free Synthesis of Alkenylazaarenes and 2-Aminoquinolines through Base-Mediated Aerobic Oxidative Dehydrogenation of Benzyl Alcohols

A metal-free, base-mediated, and atom-efficient oxidative dehydrogenative coupling of substituted phenylmethanols (benzyl alcohols) with methyl azaarenes or phenylacetonitriles to afford substituted alkenylazaarenes or 2-aminoquinolines, respectively is described. CsOH.H2O was discovered to be the base of choice for obtaining optimal yields of the title compounds, although the reaction could proceed with KOH as well. The protocol that works efficiently in the presence of air is amenable over broad range of substrates.

Direct alkenylation of 2-substituted azaarenes with carbonyls via C-H bond activation using iron-based metal-organic framework Fe3O(BPDC)3 as an efficient heterogeneous catalyst

A porous crystalline metal-organic framework Fe3O(BPDC)3 was synthesized from the reaction of biphenyl-4,4′-dicarboxylic acid and iron(III) chloride hexahydrate by a solvothermal method in the presence of acetic acid, and was characterized by using a variety of different techniques. The Fe3O(BPDC)3 could be used as an efficient heterogeneous catalyst in the synthesis of 2-alkenylazaarenes using the direct alkenylation of 2-substituted azaarenes with carbonyls via C-H bond activation. The presence of acetic acid as a co-catalyst accelerated the transformation significantly. The Fe3O(BPDC)3 exhibited better performance in this transformation then other MOFs such as Fe3O(BDC)3, Cu2(OBA)2(BPY), Cu2(BDC)2(DABCO), Ni2(BDC)2(DABCO), Zn-MOF-74, and Cu2(NDC)2(DABCO). The Fe3O(BPDC)3 also exhibited higher catalytic activity than that of several homogeneous catalysts such as FeCl2, FeCl3, CuCl2, Zn(OAc)2, Zn(NO3)2, and Ni(OAc)2. The Fe3O(BPDC)3 catalyst could be recovered and reused several times in the synthesis of 2-alkenylazaarenes without a significant degradation in catalytic activity. To the best of our knowledge, 2-alkenylazaarenes was not previously synthesized via the direct alkenylation of 2-substituted azaarenes with carbonyls using heterogeneous catalysts.