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2-CHLORO-3-QUINOLINECARBOXYLIC ACID

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2-CHLORO-3-QUINOLINECARBOXYLIC ACID manufacturers

2-CHLORO-3-QUINOLINECARBOXYLIC ACID Basic information
Product Name:2-CHLORO-3-QUINOLINECARBOXYLIC ACID
Synonyms:2-chloro-3-quinolinecarboxylate;3-Carboxy-2-chloroquinoline;AKOS BBS-00007300;2-Chloroquinoline-3-carboxylicacid95%;2-CHLORO-QUINOLINE-3-CARBOXYLIC ACID;2-CHLORO-3-QUINOLINECARBOXYLIC ACID;IFLAB-BB F1973-0014;RARECHEM AL BE 0745
CAS:73776-25-7
MF:C10H6ClNO2
MW:207.61
EINECS:
Product Categories:pharmacetical;Carboxylic Acids;Quinolines, Isoquinolines & Quinoxalines;Carboxylic Acids;Quinolines, Isoquinolines & Quinoxalines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks
Mol File:73776-25-7.mol
2-CHLORO-3-QUINOLINECARBOXYLIC ACID Structure
2-CHLORO-3-QUINOLINECARBOXYLIC ACID Chemical Properties
Melting point 199-240 °C
Boiling point 363.8±27.0 °C(Predicted)
density 1.469±0.06 g/cm3(Predicted)
storage temp. Store at room temperature
pka2.06±0.30(Predicted)
form solid
color Grey
InChIInChI=1S/C10H6ClNO2/c11-9-7(10(13)14)5-6-3-1-2-4-8(6)12-9/h1-5H,(H,13,14)
InChIKeyXFSORZYTTCOBFN-UHFFFAOYSA-N
SMILESN1C2C(=CC=CC=2)C=C(C(O)=O)C=1Cl
CAS DataBase Reference73776-25-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22-36/37/38
Safety Statements 26-36/37
WGK Germany 3
Hazard Note Irritant
HS Code 2933491090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
2-CHLORO-3-QUINOLINECARBOXYLIC ACID Usage And Synthesis
UsesUseful quinolinecarboxylic acid for quinoline chemistry.
Synthesis Reference(s)Journal of Medicinal Chemistry, 32, p. 2178, 1989 DOI: 10.1021/jm00129a026
Journal of Heterocyclic Chemistry, 26, p. 1589, 1989
Synthesis
2-CHLOROQUINOLINE-3-CARBALDEHYDE

73568-25-9

2-CHLORO-3-QUINOLINECARBOXYLIC ACID

73776-25-7

General procedure for the synthesis of 2-chloro-3-quinolinecarboxylic acid from 2-chloro-3-quinolinecarboxaldehyde: General method: a mixed solution of 2-chloro-3-quinolinecarboxaldehyde (0.5 mmol), tert-butylhydrogen peroxide (TBHP, 4.0 eq.), and dichloroethane (DCE, 2.0 mL) was placed under aerobic environment and heated at 80°C for 6 to 8 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water was added to the reaction mixture and extracted with ethyl acetate (EtOAc). The organic phase was washed sequentially with water and saturated saline and subsequently dried over anhydrous sodium sulfate (Na2SO4). The organic solvent was removed by concentration under reduced pressure, and the resulting crude product was purified by column chromatography (eluent ratio: hexane:ethyl acetate=15:5) to afford the target product 2-chloro-3-quinolinecarboxylic acid.

References[1] Tetrahedron Letters, 2018, vol. 59, # 11, p. 1019 - 1022
[2] Green Chemistry, 2012, vol. 14, # 6, p. 1649 - 1656
[3] Journal of Medicinal Chemistry, 2014, vol. 57, # 24, p. 10329 - 10342
[4] Australian Journal of Chemistry, 2017, vol. 70, # 10, p. 1082 - 1092
[5] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 5, p. 1339 - 1340
2-CHLORO-3-QUINOLINECARBOXYLIC ACID Preparation Products And Raw materials
Raw materials2-CHLOROQUINOLINE-3-CARBALDEHYDE-->tert-Butyl hydroperoxide-->1,2-Dichloroethane
Preparation Products2-Chloro-3-quinolinecarboxylic acid ethyl ester
Tag:2-CHLORO-3-QUINOLINECARBOXYLIC ACID(73776-25-7) Related Product Information
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