76104-14-8

Usage

Uses

Used in Organic Synthesis:
(Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE is used as a reagent and building block in organic synthesis for the preparation of various pharmaceutical and agrochemical products. Its unique structure allows for the creation of a wide range of compounds with diverse applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE is utilized for the development of new drugs. Its structural properties and biological activity make it a promising candidate for the design and synthesis of innovative pharmaceutical agents.
Used in Pharmaceutical Industry:
(Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure contributes to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
(Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE is also used as a building block in the agrochemical industry for the synthesis of various agrochemical products, such as pesticides and herbicides, due to its potential biological activity.
It is crucial to handle (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE with care, as it may have hazardous effects if not used properly. Proper safety measures and precautions should be taken during its synthesis, storage, and application to ensure the safety of both the environment and the individuals involved in its use.

InChI:InChI=1/C9H8N2O2/c1-13-8-4-2-7(3-5-8)9(6-10)11-12/h2-5,12H,1H3/b11-9+

Upstream product

• 143-33-9 sodium cyanide 
• 38435-51-7 N-hydroxy-4-methoxy-benzenecarboximidoyl chloride 
• 3717-21-3 p-methoxyl benzaldoxime 
• 104-47-2 p-methoxybenzylnitrile 
• 637-69-4 4-Methoxystyrene 

Relevant academic research and scientific papers

Visible-Light-Induced Difunctionalization of Styrenes: Synthesis of N-Hydroxybenzimidoyl Cyanides

A visible-light-induced synthesis of N-hydroxybenzimidoyl cyanides from aromatic terminal alkenes is achieved by using Eosin Y as an organic photoredox catalyst. The process goes via a radical pathway with successive incorporation of two nitrogen atoms, one each from tert-butyl nitrite and ammonium acetate. The final product is achieved by the concomitant installation of an oxime and a nitrile group. DFT calculation supports a biradical pathway and all the proposed steps. A few useful synthetic transformations of N-hydroxybenzimidoyl cyanide are also illustrated.

Cu-Mediated Stereoselective [4+2] Annulation between N-Hydroxybenzimidoyl Cyanide and Norbornene

A Cu-mediated stereoselective [4+2] annulation between N-hydroxybenzimidoyl cyanides and norbornene (NBE) has been developed for the synthesis of 4H-1,2-oxazin-4-ones. The reaction proceeds through sequentially forming C-O/C-C bonds. The advantage of this reaction includes high stereoselectivity, excellent yields, as well as simple and mild reaction conditions. A total of 26 examples are presented along with some control experiments.

Alkylsulfonyloximes for high-resolution i-line photoresists of high sensitivity

The invention describes the use of oxime alkyl sulfonate compounds of formula 1 1R0 is either an R1—X group or R2; X is a direct bond, an oxygen atom or a sulfur atom; R1 is hydrogen, C1-C4alkyl or a phenyl group which is unsubstituted or substituted by a substituent selected from the group consisting of chloro, bromo, C1-C4 alkyl and C1-C4-alkyloxy; R2 is hydrogen or C1-C4 alkyl; and R3 is straight-chain or branched C1-C12alkyl which is unsubstituted or substituted by one or more than one halogen atom; as photosensitive add generator in a chemically amplified photoresist which is developable in alkaline medium and which is sensitive to radiation at a wavelength of 340 to 390 nanometers and correspondingly composed positive and negative photoresists for the above-mentioned wavelength range.

A convenient synthesis of α-hydroxyiminoacetonitriles from aldoximes

Aromatic α-hydroxyiminoacetonitriles can be conveniently prepared by a facile one-pot procedure in high yields involving chlorination of the corresponding aldoximes with tert-butyl hypochlorite followed by reaction with alkali cyanide.

A convenient synthesis of α-hydroxyiminoacetonitriles from aldoximes

Aromatic α-hydroxyiminoacetonitriles can be conveniently prepared by a facile one-pot procedure in high yields involving chlorination of the corresponding aldoximes with tert-butyl hypochlorite followed by reaction with alkali cyanide.