7-Chloro-2-methylquinoline Chemical Properties

Melting point:

74-78 °C (lit.)

Boiling point:

87 °C / 0.5mmHg

Density 

1.1810 (rough estimate)

refractive index 

1.6000 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

4.25±0.50(Predicted)

form 

Solid

color 

Pale Yellow to Light Beige

BRN 

115318

InChI

InChI=1S/C10H8ClN/c1-7-2-3-8-4-5-9(11)6-10(8)12-7/h2-6H,1H3

InChIKey

WQZQFYRSYLXBGP-UHFFFAOYSA-N

SMILES

N1C2C(=CC=C(Cl)C=2)C=CC=1C

CAS DataBase Reference

4965-33-7(CAS DataBase Reference)

NIST Chemistry Reference

Quinoline, 7-chloro-2-methyl-(4965-33-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29334900

MSDS

• Language:English Provider:SigmaAldrich

7-Chloro-2-methylquinoline Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

7-Chloroquinaldine is used as the starting material in the synthesis of (E)-1-[3-[2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-2-propen-1-ol (C381415); an intermediate in the synthesis of the antiasthmatic, Montelukast Sodium Salt (M568000).

Synthesis

To a 50 mL round-bottomed flask equipped with a condenser and a PTFE stirrer was added m-chloroaniline (1 mmol), acetonitrile (5 mL), Catalyst 1 (10 mol%), and vinyl ether (3 mmol). The reaction mixture was heated in air at 80 °C for the reaction time referred to Table 1. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford 7-chloro-2-methylquinoline. The structure of the product was confirmed by comparing the spectral data reported in the literature.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 15, p. 2406 - 2409

7-Chloro-2-methylquinoline(4965-33-7)Related Product Information

• 7-CHLOROQUINOLINE
• METHYL THIOPHENE-2-CARBOXYLATE
• Methyl acetate
• Hydroxychloroquine sulfate
• Kresoxim-methyl
• Chloroquine sulfate
• Chloroquine diphosphate
• 5,7-Dichloro-8-hydroxyquinaldine
• CHLOROQUINE
• Hydroxychloroquine
• Methylparaben
• Bensulfuron methyl
• Methyl acrylate
• Thiophanate-methyl
• Methyl
• Parathion-methyl
• Difluorochloromethane
• 7-CHLORO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE