24607-22-5

Upstream product

• 67-56-1 methanol 
• 704-18-7 2-(hydroxyimino)-2-phenylacetic acid 
• 15028-39-4 L-2-phenylglycine methyl ester hydrochloride 
• 611-73-4 Benzoylformic acid 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 74-88-4 methyl iodide 
• 101-41-7 benzeneacetic acid methyl ester 

Downstream Products

• 168139-29-5 methoxyimino-phenyl-acetic acid methyl ester 
• 24461-61-8 phenylglycine methyl ester 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 1012063-36-3 2-methyl-4-phenyl-5-oxazolone-3-oxide 
• 1257846-29-9 (Z)-methyl 2-(acetoxyimino)-2-phenylacetate 
• 1257846-43-7 methyl 3,4-diphenylisoquinoline-1-carboxylate 
• 38132-39-7 methyl benzoylformate semicarbazone 

Relevant academic research and scientific papers

Reaction of nitric oxide with benzyl cyanide to yield a bis-diazeniumdiolated imidate

The reaction of nitric oxide with benzyl cyanide in the presence of sodium methoxide forms the bis-diazeniumdiolated imidate, PhC[C(OMe)=NH][N(O)NO-Na+]2. This compound decomposes in acidic media to yield nitric oxide, nitrous oxide and 2-oximino-2-phenylacetic acid methyl ester. (C) 2000 Elsevier Science Ltd.

Total Synthesis of the Natural Herbicide MBH-001 and Analogues

The first total synthesis of the natural herbicide MBH-001 (1) is reported. Structurally it is a 2-methyloxazol-5(2H)-one with a (1-hydroxyethyl) substituent at the 2-position. By relying on cyclic nitrones, a flexible route to MBH-001 and relevant analogues was developed. Key steps include the reaction of a 2-hydroxyimino ester with an aldehyde to form a 5-oxo-2,5-dihydrooxazole 3-oxide. In an aldol-type reaction, the anion of these cyclic nitrones reacted with an aldehyde at the 2-position. A final reduction of the nitrone to the corresponding imine using zinc led to the target compounds. The cyclic nitrones are also accessible by reacting an α-keto acid with an oxime. These two versatile synthetic routes enabled us to prepare the first MBH-001 analogues for structure activity relationship analysis of the herbicidal efficacy. Thus, furthering our aim of developing new herbicides to tackle the ever-growing problem of weed resistance.

Rhodium(III)-catalyzed synthesis of isoquinolines from aryl ketone o -acyloxime derivatives and internal alkynes

A synthetic method of isoquinolines from aryl ketone O-acyloxime derivatives and internal alkynes has been developed using [Cp*RhCl 2]2 - NaOAc as the potential catalyst system. The present transformation is carried out by a redox-neutral sequence of C - H vinylation via ortho-rhodation and C - N bond formation of the putative vinyl rhodium intermediate on the oxime nitrogen, where the N - O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.

Kinetics and mechanism of oxime formation from methyl benzoylformate

Rate and equilibrium constants for methyl benzoylformate oxime formation were determined as a function of pH over the range from about 0 to 6. The reaction occurs with rate-determining carbinolamine dehydration over the entire range of pH investigated. Specific acid catalysis is dominant at pH 4. Above that value, a pH-independent reaction becomes apparent. This early appearance of an uncatalyzed reaction is interpreted as intramolecular assistance of the ester moiety in carbinolamine dehydration. Copyright

3-Aryl-5-isothiazolecarboxylic acids and related compounds used to lower uric acid levels

3-Phenyl (or meta or para-substituted phenyl)-4-permissibly substituted-5-isothiazolecarboxylic acids, salts, esters and simple amides, used to lower uric acid levels in mammals.