4468-57-9

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dimethoxyphenylacetonitrile is used as an intermediate for the synthesis of various drugs and medicinal compounds. It plays a crucial role in the development of new pharmaceuticals, contributing to the advancement of medical treatments and therapies.
Used in Agrochemical Production:
This chemical compound is also used in the production of agrochemicals, serving as a building block for the synthesis of various organic compounds used in agriculture. It helps in the development of effective and efficient agrochemicals for crop protection and enhancement of agricultural productivity.
Used in Organic Chemistry Research:
2,3-Dimethoxyphenylacetonitrile is utilized as a reagent in organic chemistry research, enabling the synthesis of a wide range of organic compounds. Its versatile nature makes it a valuable tool for chemists in exploring new reactions, developing novel compounds, and expanding the understanding of organic chemistry.

InChI:InChI=1/C10H11NO2/c1-12-9-5-3-4-8(6-7-11)10(9)13-2/h3-5H,6H2,1-2H3

Upstream product

• 151-50-8 potassium cyanide 
• 3893-01-4 2,3-dimethoxybenzyl chloride 
• 54636-77-0 2,3-dimethoxybenzyl bromide 
• 5653-67-8 2,3-dimethoxybenzyl alcohol 
• 86-51-1 2,3-dimethyoxybenzaldehyde 
• 773837-37-9 sodium cyanide 

Downstream Products

• 858486-97-2 2,4,6-trihydroxy-2',3'-dimethoxy-deoxybenzoin 
• 872306-79-1 2-(2,3-dimethoxy-phenyl)-heptanedinitrile 
• 857469-40-0 2,4,6-trihydroxy-2',3'-dimethoxy-3-methyl-deoxybenzoin 
• 3213-29-4 2,3-dimethoxyphenethylamine 
• 90-53-9 2,3-dimethoxyphenylacetic acid 
• 91640-60-7 2-(2,3-dimethoxy-phenyl)-butyronitrile 
• 5663-55-8 (2,3-dimethoxy-phenyl)-acetic acid amide 
• 3494-01-7 (2,3-dimethoxy-phenethyl)-dimethyl-amine 
• 231289-61-5 2-(2,3-dimethoxy-phenyl)-4-dimethylamino-butyronitrile 
• 76679-00-0 3-(2,3-dimethoxyphenyl)-1,3,5-pentanetricarbonitrile 
• 408510-36-1 4-(2,3-dimethoxy-phenyl)-1-methyl-piperidine-4-carbonitrile 
• 62115-73-5 2-(2,3-dimethoxy-phenyl)-propionitrile 
• 143784-37-6 N-[1-(2,3-Dimethoxy-benzyl)-5,6-dimethoxy-isoquinolin-3-yl]-2-(2,3-dimethoxy-phenyl)-acetamidine; hydrochloride 
• 26709-78-4 pimelate 

Relevant academic research and scientific papers

PYRANOQUINAZOLINE DERIVATIVES AND NAPHTHOPYRAN DERIVATIVES

[Problem] A problem is presented in that conventional photochromic compounds cannot be considered adequate in terms of the colorizing/decolorizing rate and durability, and the production process therefore has many steps. The present invention provides an industrially applicable photochromic compound that has both a rapid colorizing/decolorizing reaction and high durability and can also be synthesized at a low cost. [Solution] This compound is characterized in that etheric oxygen atoms are bonded to the carbon atoms at position 1 of a pyranoquinazoline (8H-pyrano[3,2-f]quinazoline) skeleton and position 10 of a naphthopyran (3H-naphtho[2,1-b]pyran) skeleton, said compound having photochromic properties and being a photochromic compound that has both a rapid colorizing/decolorizing reaction and high durability. Also provided is an industrially applicable photochromic compound that can be synthesized at a low cost.

Facile synthesis of 1-Alkoxy-1H-benzo- and 7-azabenzotriazoles from peptide coupling agents, mechanistic studies, and synthetic applications

(1H-Benzo[d][1,2,3]triazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), 1H-benzo[d][1,2,3]triazol-1-yl 4- methylbenzenesulfonate (Bt-OTs), and 3H-[1,2,3]triazolo[4,5-b]pyridine-3-yl 4-methylbenzenesulfonate (At-OTs) are classically utilized in peptide synthesis for amide-bond formation. However, a previously undescribed reaction of these compounds with alcohols in the presence of a base, leads to 1-alkoxy-1H-benzo- (Bt-OR) and 7-azabenzotriazoles (At-OR). Although BOP undergoes reactions with alcohols to furnish 1-alkoxy-1H-benzotriazoles, Bt-OTs proved to be superior. Both, primary and secondary alcohols undergo reaction under generally mild reaction conditions. Correspondingly, 1-alkoxy-1H-7-azabenzotriazoles were synthesized from At-OTs. Mechanistically, there are three pathways by which these peptide-coupling agents can react with alcohols. From 31P{1H}, [18O]-labeling, and other chemical experiments, phosphonium and tosylate derivatives of alcohols seem to be intermediates. These then react with BtO- and AtO- produced in situ. In order to demonstrate broader utility, this novel reaction has been used to prepare a series of acyclic nucleoside-like compounds. Because BtO- is a nucleofuge, several Bt-OCH2Ar substrates have been evaluated in nucleophilic substitution reactions. Finally, the possible formation of Pd πallyl complexes by departure of BtO- has been queried. Thus, alpha-allylation of three cyclic ketones was evaluated with 1-(cinnamyloxy)-1H-benzo[d][1,2,3]triazole, via in situ formation of pyrrolidine enamines and Pd catalysis.

An improved and versatile method for the rapid synthesis of aryldihydrobenzofuran systems by a boron tribromide-mediated cyclization reaction

Boron tribromide is presented as a highly reactive reagent that simultaneously allows the demethylation and fully diastereoselective cyclization of different precursor molecules, obtained by an aldol-type reaction, to a series of hydroxylated aryldihydrobenzofuran systems in racemic form. The latter are often found as key structures in natural compounds of different classes. Syntheses of educts, which mainly took advantage of a versatile Rieche formylation, are also described.