2-Chloronicotinic acid

2-Chloronicotinic acid
  • CAS No.:2942-59-8
Other grades of this product :
2-Chloronicotinic acid Basic information
Product Name:2-Chloronicotinic acid
Synonyms:TIMTEC-BB SBB004002;2-chloro-3-pyridinecarboxylicaci;2-CHLORO-3-PYRIDINECARBOXYLIC ACID;2-CHLOROPYRIDINE-3-CARBOXYLIC ACID;2-CHLOROPYRIDIN-3-CARBOXYLIC ACID;2CLNA;2-CHLORONICOTINIC ACID;RARECHEM AL BO 0287
CAS:2942-59-8
MF:C6H4ClNO2
MW:157.55
EINECS:220-937-0
Product Categories:ACID;pyridine series;blocks;Carboxes;Pyridines;Pyridine;Acids and Derivatives;Pyridines, Pyrimidines, Purines and Pteredines;Carboxylic Acids;Organic acids;Diflufenican;Chloropyridines;Halopyridines;Carboxylic Acids;Heterocycles;carboxylic acid| alkyl chloride;Pharmaceutical intermediates;Imidazoles;2942-59-8;bc0001
Mol File:2942-59-8.mol
2-Chloronicotinic acid Chemical Properties
Melting point 176-178 °C (dec.)(lit.)
Boiling point 316.8±22.0 °C(Predicted)
density 1.470±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO, Ethyl Acetate (Slightly)
pka2.07±0.25(Predicted)
form Powder
color White to cream
BRN 119023
InChIKeyIBRSSZOHCGUTHI-UHFFFAOYSA-N
LogP0.988
CAS DataBase Reference2942-59-8(CAS DataBase Reference)
EPA Substance Registry System2-Chloronicotinic acid (2942-59-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-37/39-26-36
WGK Germany 3
TSCA T
HazardClass IRRITANT
HS Code 29333999
MSDS Information
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2-Chloronicotinic acid English
SigmaAldrich English
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2-Chloronicotinic acid Usage And Synthesis
Chemical Propertieswhite to cream powder. MP>175°C (decomposition), insoluble in water, soluble in organic solvents such as benzene and toluene.
Uses2-Chloronicotinic Acid is used in the preparation of 4-thiazolidinone derivatives and Schiff bases displaying antimicrobial activity.
Application2-Chloronicotinic acid is used in the synthesis of the anti-inflammatory and analgesic pralofen. It is an intermediate of the herbicides nicosulfuron and diflufenican. It is also used as pharmaceutical intermediates for the manufacture of mefenamic acid, niflumic acid, etc.
PreparationChloronicotinic 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.

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