2942-59-8 Usage
Description
2-Chloronicotinic acid, a white to cream powder with a melting point above 175°C, is a chemical compound known for its insolubility in water and solubility in organic solvents such as benzene and toluene. It serves as a versatile intermediate in the synthesis of various pharmaceuticals and agrochemicals.
Uses
Used in Pharmaceutical Industry:
2-Chloronicotinic acid is used as a pharmaceutical intermediate for the synthesis of anti-inflammatory and analgesic drugs like pralofen. It plays a crucial role in the production of mefenamic acid and niflumic acid, which are widely used for their therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloronicotinic acid is utilized as an intermediate in the development of herbicides such as nicosulfuron and diflufenican. These herbicides are essential for effective weed control in agricultural practices.
Used in Chemical Synthesis:
2-Chloronicotinic acid is also employed in the preparation of 4-thiazolidinone derivatives and Schiff bases, which exhibit antimicrobial activity. This application highlights its significance in the development of new compounds with potential applications in various industries, including pharmaceuticals and materials science.
Preparation
Chloronicotinic acid was synthesized from nicotinic acid by oxidation by H2O2 and then chlorinationby POCl3 and PCl5 in a yield of 87.5%.Synthesis of 2-chloronicotinic acid: Pour chlorine gas into the mixed solution of phosphorus oxychloride and phosphorus trichloride, control the temperature at about 60°C, until the remaining chlorine gas escapes, cool and add nicotinic acid N-oxide in batches, and heat the mixed solution. The reaction was carried out at 100-105°C for 1-1.5 h, and the reaction mixture was stirred for 30 min after the reaction mixture was transparent, and phosphorus oxychloride was removed under reduced pressure. The obtained residue was cooled to room temperature, and water was added to obtain the finished product of 2-chloronicotinic acid.
Check Digit Verification of cas no
The CAS Registry Mumber 2942-59-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,4 and 2 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2942-59:
(6*2)+(5*9)+(4*4)+(3*2)+(2*5)+(1*9)=98
98 % 10 = 8
So 2942-59-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H4ClNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H,9,10)/p-1
2942-59-8Relevant articles and documents
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Moehrle,Sieker
, p. 380,382 (1976)
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Combining photoredox catalysis and oxoammonium cations for the oxidation of aromatic alcohols to carboxylic acids
Nandi, Jyoti,Hutcheson, Ellen L.,Leadbeater, Nicholas E.
supporting information, (2020/12/25)
A methodology is reported for converting alcohols to the corresponding carboxylic acids. A dual catalytic system involving a merger of photoredox catalysis and 4-acetamido-TEMPO is employed to carry out this oxidation process.
Safe and environment-friendly 2-chloronicotinic acid synthesis method
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Paragraph 0021-0025, (2020/07/21)
The invention relates to the field of synthesis of 2-chloronicotinic acid. In view of the problem that an existing method for preparing 2-chloronicotinic acid is large in wastewater amount and seriousin pollution, the invention provides a safe and environment-friendly 2-chloronicotinic acid synthesis method. The preparation method comprises the following steps: adding 3-cyanopyridine N-oxide andsolid phosgene into an organic solvent, adding a catalyst, carrying out chlorination reaction through heating reflux, cooling to room temperature after the reaction is completed, adding water, performing stirring, standing for layering, distilling an organic layer to recover a solvent, adding a decolorizing agent into a water layer, heating to 50-110 DEG C, simultaneously carrying out cyano hydrolysis and decolorizing reaction, filtering while hot after the reaction is completed, cooling filtrate to 0-5 DEG C, and performing filtering and drying to obtain 2-chloronicotinic acid with the content of 99.0% or above. Reaction conditions are mild, the operation is easy, convenient and safe, the wastewater amount is small, and the production cost is low.