14417-89-1

Upstream product

• 108-94-1 cyclohexanone 
• 2921-14-4 (aminooxy)acetic acid hemihydrochloride 
• 100-64-1 cyclohexanone-oxime 
• 79-11-8 chloroacetic acid 
• 3926-62-3 sodium monochloroacetic acid 

Downstream Products

• 19063-84-4 (C₄H₉)3SnOOCCH₂ONC₆H₁₀ 

Relevant academic research and scientific papers

(Cyclohexylideneamino)oxyacetic acid and [chloro(phenyl)methyleneamino] oxyacetic acid: Hydrogenbonded R22(8) dimers and aromatic π-π stacking interactions

The hydrogen bonded dimers and aromatic π-π stacking interactions in (cyclohexylideneamino)oxyacetic acid and [chloro(phenyl)methylene-amino] oxyacetic acid were investigated. The molecules of (cyclohexylideneamino) oxyacetic acid was linked into centrosy

METHOD FOR PRODUCING α-(AMINOOXY)CARBOXYLIC ACIDS

PROBLEM TO BE SOLVED: To provide an efficient method for producing α-(alkylidene aminooxy)carboxylic acids that are useful as a raw material for producing an aldehyde scavenger α-(aminooxy)carboxylic acid. SOLUTION: By reacting the oxime represented by the formula (1) with the α-halocarboxylic acid represented by the formula (2) in a ketone-based solvent in the presence of a base, a α-(alkylidene aminooxy)carboxylic acid represented by the formula (3) or an alkali metal salt thereof is produced. (In the formula, R1 and R2 represent a hydrogen atom or an alkyl group, R3 represents an alkyl group or a phenyl group, and X represents a halogen atom.). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Study of the Room-Temperature Synthesis of Oxime Ethers by using a Super Base

In this study, we present a convenient method for the synthesis of oxime ethers by reacting oximes with various chlorides (alkyl, functionalized alkyl, and benzyl) and with the subsequent use of a super base—pulverized potassium hydroxide in DMSO. The reactions take place at room temperature and the products are obtained in high yields. The final products were received within 2 min to 3 h. In addition, the compounds do not require chromatographic separation. The structure elucidation of the titled compounds was performed by using 1H NMR and 13C NMR spectroscopy as well as mass spectrometry. The presented method of synthesis for oxime ethers is environmentally friendly, because neither water cooling or heating of the reaction mixture/solvents (necessary for chromatographic purification) is required. The synthesis can be carried out very easily on a large scale.

Oxime ether derivatives, a new class of nonsteroidal antiinflammatory compounds

A series of new 2-hydroxyethyl and carboxyalkyl ethers of aromatic oximes was found to possess pronounced antiinflammatory activity in the carrageenan-induced edema test in the rat. The activity was limited mainly to derivatives of p-haloacetophenone oxime and of p-halobenzaldehyde oxime. Nevertheless the hydroxyethyl and carboxyalkyl groups may be converted into many derivatives with maintenance of activity. Some structure-activity relationships are in contrast to those of the well-known antiinflammatory arylacetic acids. The activity is limited to the E stereoisomers. The hydrochloride of 2-(dimethylamino)ethyl (E)-[[(p-chloro-α- methylbenzylidene)-amino]oxy]acetate (36, INN name Cloximate) was cosen for clinical evaluation. The first results agree with the pharmacological prospects.