2024-83-1 Usage
Description
2,3-DIMETHOXYBENZONITRILE is an organic chemical compound characterized by its white to light yellow crystal powder form. It is a derivative of benzonitrile, featuring two methoxy groups at the 2nd and 3rd positions on the benzene ring, which imparts unique chemical properties to the molecule.
Uses
Used in Organic Chemical Synthesis:
2,3-DIMETHOXYBENZONITRILE is utilized as an intermediate in the synthesis of various organic compounds. Its specific structure allows it to be a versatile building block for the creation of a wide range of chemical products, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2,3-DIMETHOXYBENZONITRILE serves as a key intermediate for the development of new drugs. Its unique chemical properties enable the synthesis of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Agrochemical Industry:
2,3-DIMETHOXYBENZONITRILE is also employed in the agrochemical industry as a precursor for the synthesis of pesticides and other crop protection agents. Its incorporation into these products can lead to the development of more effective and environmentally friendly solutions for agricultural use.
Used in Specialty Chemicals:
Furthermore, 2,3-DIMETHOXYBENZONITRILE finds applications in the production of specialty chemicals, such as dyes, pigments, and fragrances. Its distinctive chemical structure contributes to the creation of innovative and high-quality products in these industries.
Preparation
Veratraldoxime(88–89 g, 0.45 mol) was combined with acetic anhydride (100 g) in a 300-mL round-bottomed flask equipped with a ground-glass air condenser, and the mixture was cautiously heated. A vigorous reaction took place, at which point the flame (heating by oil bath; the author) was removed. After the reaction had subsided, the solution was gently refluxed for 2 h and then carefully poured, with stirring, into cold water (300 mL). Stirring was continued, and on cooling the nitrile separated as small, almost colorless crystals; these were collected by filtration and dried in air. The veratronitrile thus obtained was quite pure; yield 57–62 g (72–76%); mp 66–67 C°.
1-Cyanoacenaphthene 1403 can be synthesized from its carbaldoxime by dehydration with acetic anhydride in 87% yield. Whereas acetic anhydride usually serves as the solvent as well as the reactant, this procedure is performed in n-octane.
Synthesis Reference(s)
Synthesis, p. 510, 1985 DOI: 10.1055/s-1985-31253
Check Digit Verification of cas no
The CAS Registry Mumber 2024-83-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,2 and 4 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2024-83:
(6*2)+(5*0)+(4*2)+(3*4)+(2*8)+(1*3)=51
51 % 10 = 1
So 2024-83-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO2/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-5H,1-2H3
2024-83-1Relevant articles and documents
Effect of crown ether macrocycle on the methylation of the thioamide derivatives of benzo-15-crown-5 and veratrole
Sayfullina,Tashmukhamedova,Shakhidoyatov
, p. 998 - 1001 (2003)
It was shown that benzo-15-crown-5 ether has an effect on the methylation of the thioamide derivatives. leading to the formation of the nitriles of carboxylic acids.
Inductively heated oxides inside microreactors - Facile oxidations under flow conditions
Wegner, Jens,Ceylan, Sascha,Friese, Carsten,Kirschning, Andreas
, p. 4372 - 4375 (2010)
Inductively heated iron oxides mixed with solid oxidants like CrO 2 and NiO2 efficiently oxidize organic substrates under flow conditions in fixed-bed reactors.
SO2F2-mediated oxidation of primary and tertiary amines with 30% aqueous H2O2 solution
Liao, Xudong,Zhou, Yi,Ai, Chengmei,Ye, Cuijiao,Chen, Guanghui,Yan, Zhaohua,Lin, Sen
supporting information, (2021/11/01)
A highly efficient and selective oxidation of primary and tertiary amines employing SO2F2/H2O2/base system was described. Anilines were converted to the corresponding azoxybenzenes, while primary benzylamines were transformed into nitriles and secondary benzylamines were rearranged to amides. For tertiary amine substrates quinolines, isoquinolines and pyridines, their oxidation products were the corresponding N-oxides. The reaction conditions are very mild and just involve SO2F2, amines, 30% aqueous H2O2 solution, and inorganic base at room temperature. One unique advantage is that this oxidation system is just composed of inexpensive inorganic compounds without the use of any metal and organic compounds.
Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products
Pal, Shantanu,Sahoo, Subrata
, p. 18067 - 18080 (2021/12/06)
A novel, efficient, and atom-economical approach for the construction of quinazolinones from 2-nitrobenzaldehydes has been unveiled via copper-catalyzed nitrile formation, hydrolysis, and reduction in one pot for the first time. In this reaction, urea is used as a source of nitrogen for nitrile formation, hydrazine hydrate is used for both the reduction of the nitro group and the hydrolysis of nitrile, and atmospheric oxygen is used as the sole oxidant. The method portrays a wide substrate scope with good functional group tolerances. Moreover, this method was applied for the synthesis of schizocommunin, tryptanthrin, phaitanthrin-A, phaitanthrin-B, and 8H-quinazolino[4,3-b]quinazolin-8-one.