19768-02-6

Upstream product

• 572-43-0 1,2-Diphenyl-ethane-1,2-dione dioxime 
• 522-34-9 Diphenylglyoxime 
• 5585-14-8 3,4-diphenyl-furazan 2-oxide 
• 572-45-2 benzil dioxime 
• 17363-35-8 benzil-bis-(O-benzoyl oxime ) 
• 75-09-2 dichloromethane 
• 103-71-9 phenyl isocyanate 
• 698-16-8 benzohydroximoyl chloride 
• 23873-81-6 benzildioxime 
• 10034-85-2 hydrogen iodide 
• 10025-87-3 trichlorophosphate 
• 10026-13-8 phosphorus pentachloride 
• 7732-18-5 water 
• 574-16-3 (Z)-benzilmonooxime 

Downstream Products

• 888-71-1 3,5-diphenyl-1,2,4-oxadiazole 
• 103-71-9 phenyl isocyanate 
• 100-47-0 benzonitrile 
• 81400-96-6 3,4-Bis-(4-nitro-phenyl)-furazan 
• 104272-99-3 3,4-Diphenylfurazan-4',4-bis-sulfonyl Chloride 
• 81401-00-5 3,4-Bis-(2,4-dinitro-phenyl)-furazan 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 851370-60-0 3-[4-(chlorosulfonyl)phenyl]-4-phenyl-1,2,5-oxadiazole 
• 104273-01-0 C₁₈H₂₀N₄O₅S₂ 

Relevant academic research and scientific papers

Synthesis of Novel Heteromacrocyclic Compounds from (E,E)-1,2-Diketone Dioximes and Dichloromethane

(E,E)-1,2-Diketone dioximes, when treated with base in the presence of a phase transfer catalyst in dichloromethane, afford new heteromacrocyclic compounds in which oxime units are sequentially linked by methylene bridges.

1,2-Dioximes in the Trofimov reaction

3,3′-Dimethyl-1,1′-divinyl-2,2′-dipyrrole was obtained during the reaction of 3,4-hexanedione dioximes with acetylene under pressure in the potassium hydroxide-DMSO system. In the case of 1,2-cyclohexanedione dioxime 2,2′-dipyrrole and 2-pyridyl- and 2-acylpyrroles were isolated. α-Benzil and α-furil dioximes give 3,4-diphenyl- and 3,4-di(2-furyl)-1,2,5-oxadiazoles respectively in addition to their mono- and divinyl derivatives. 2006 Springer Science+Business Media, Inc.

Synthesis and biological evaluation of 3,4-diphenyl-1,2,5-oxadiazole-2- oxides and 3,4-diphenyl-1,2,5-oxadiazoles as potential hybrid COX-2 inhibitor/nitric oxide donor agents

A group of 3,4-diphenyl-1,2,5-oxadiazole-2-oxides (3,4-diphenylfuroxans) and the corresponding N-desoxy 3,4-diphenyl-1,2,5-oxadiazoles (3,4-diphenylfurazans) analogs, were synthesized for in vitro evaluation as hybrid cyclooxygenase (COX) inhibitor/nitric

Synthesis and cytotoxic evaluation of combretafurazans

Combretastatin A-4 is an antitumoral and antitubulin agent that is active only in its cis configuration. In the present manuscript, we have synthesized cis-locked combretastatins embodying a furazan ring (combretafurazans). To achieve this, we have developed a new strategy that exploits the dehydration of vicinal dioximes using the Mitsunobu reaction. Among the advantages of following such a strategy are the mild conditions used for the construction of the diarylfurazan derivatives, allowing for the presence of highly functionalized substrates and deactivated aromatic rings. Combretafurazans are more potent in vitro cytotoxic compounds compared to combretastatins in neuroblastoma cells, yet maintaining similar structure-activity relationship and pharmacodynamic profiles.

Triphenylmethyl Phenylcyanomethylenenitronate: Formation and Thermolysis

The previously reported formation of carbon dioxide, α,α'-bis(tritylazo)stilbene (4), benzonitrile N-oxide (5), trityl isocyanate (6), and C33H25N3O (11) from a mixture ot trityl chloride and silver phenylcyanomethylenenitronate in toluene is now attributed to the initial formation at -20 deg C of trityl phenylcyanomethylenenitronate (3) and its dissociations at 5 deg C.The ester (3) was characterized by conversion into bromonitrophenylacetonitrile (7) by treatment with bromine, to p-nitrobenzoyl cyanide (8) by treatment with dinitrogen tetraoxide, to trityl alcohol by hydrolysis, and to a mixture of trityl alcohol and trityl peroxide by exposure to the atmosphere.The bisazostilbene (4) (18percent) and C33H25N3O, identified by X-ray crystallographic analysis to be 4,5-diphenyl-1-triphenylmethoxy-1,2,3-triazole (11) (24percent), were obtained from the nitronate ester (3) in toluene at 5 deg C; the nitrile oxide (5) and the isocyanate (6) were obtained in low yields from the ester (3) in dimethyl sulphoxide at 25 deg C.Hydrolysis converted the triazole (11) into 1-hydroxy-4,5-diphenyl-1,2,3-triazole (12) and trityl alcohol.Silver p-bromophenylcyanomethylenenitronate and trityl chloride afforded α,α'-bis-(tritylazo)-p,p'-dibromostilbene and its thermolysis product, p,p'-dibromodiphenylacetylene.Fragmentation of the ester (3) in presence of added phenyl isocyanate gave the bisazo compound (4) and 3,4-diphenyl-1,2,4-oxodiazol-5-one (18).A similar mixture stored at -20 deg C gave the triazole (11) and the oxadiazolone (18).Aroyl nitrile oxides as well as phenyl isocyanate suppressed the formation of the red bisazostilbene (4).The intermediacy of the N-trityl imine (14) of 4H-3-phenyl-1,2-oxazet-4-one-2-oxide in the thermolysis of the nitronate (3) was discussed.

Alkylation of Ketoxime with Dichloromethane Using Bases under Phase-transfer Conditions. Formation of Methylene Dioxime and Novel Heteromacrocyclic Compounds

Ketoximes, when treated with KO2 (1 equiv) in the presence of di-μ-chlorobis(2-methylallyl)dipalladium-(II) (0.1 equiv per Pd) in dichloromethane , give methylene dioximes in moderate yields.This alkylation of ketoximes with CH2Cl2 is also promoted by the

ORIENTATION IN THE NITRATION OF 3-PHENYL-4-SUBSTITUTED FURAZANS

The nitration of 3-phenyl-4-substituted furazans with various nitrating agents was investigated.It is shown that the orientation of the nitro group that is incorporated in the phenyl ring is determined by the substituent in the 4 position of the furazan r