2-Chloronicotinamide Chemical Properties

Melting point:

164-167 °C(lit.)

Boiling point:

313.7±27.0 °C(Predicted)

Density 

1.4411 (rough estimate)

refractive index 

1.5400 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

pka

14.19±0.50(Predicted)

form 

Fine Crystalline Powder

color 

Beige

BRN 

119026

InChI

InChI=1S/C6H5ClN2O/c7-5-4(6(8)10)2-1-3-9-5/h1-3H,(H2,8,10)

InChIKey

ZQZAHPFFZWEUCL-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=CC=C1C(N)=O

CAS DataBase Reference

10366-35-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:2-Chloronicotinamide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Chloronicotinamide Usage And Synthesis

Chemical Properties

BEIGE FINE CRYSTALLINE POWDER

Synthesis

General procedure for the synthesis of 2-chloronicotinamide from 2-chloro-3-cyanopyridine: 400 mL of concentrated sulfuric acid was added to a 1000 mL three-necked flask, followed by the addition of 2-chloro-3-cyanopyridine (138 g, 1 mol), which was stirred until completely dissolved. The reaction system was warmed up to 90 °C and the reaction was maintained at this temperature with stirring for 2 hours. Upon completion of the reaction, the reaction mixture was slowly poured into a mixture containing 1000 mL of ammonia and 1 kg of ice and stirring was continued for 1 hour. The precipitated crude product was collected by filtration. The crude product was transferred to 1000 mL of ethyl acetate and stirred for 1 hour to wash and subsequently separated by filtration to give a white solid product. Finally, the white solid was dried by blowing at 50 °C to give 153 g of the intermediate 2-chloronicotinamide as a white solid in 98% yield.

References

[1] Patent: CN105367571, 2017, B. Location in patent: Paragraph 0014; 0037; 0038
[2] Tetrahedron Letters, 2012, vol. 53, # 4, p. 449 - 452
[3] Journal of Chemical Research, 2011, vol. 35, # 8, p. 480 - 483
[4] Synlett, 2018, vol. 29, # 15, p. 2061 - 2065
[5] Journal of Organic Chemistry, 1954, vol. 19, p. 1633,1636

2-Chloronicotinamide(10366-35-5)Related Product Information

• 2-Chloronicotinyl chloride
• Nicotinamide
• 2-Chloronicotinic acid
• 2-CHLORO-4,6-DIMETHYLNICOTINAMIDE
• 2,5-Dichloronicotinamide
• 6-CHLORONICOTINAMIDE
• N3-BENZYL-2-CHLORONICOTINAMIDE
• Nicotine
• N,N-DIMETHYLNICOTINAMIDE
• 2-Chloronicotinamide
• 2,6-DICHLORO-4-METHYLNICOTINAMIDE
• METHYL 2-[[(2-CHLORO-3-PYRIDYL)CARBONYL]AMINO]ACETATE
• (2S)-2-([(2-CHLOROPYRIDIN-3-YL)CARBONYL]AMINO)-4-(METHYLTHIO)BUTANOIC ACID
• 2,5-DICHLORO-4,6-DIMETHYLNICOTINAMIDE
• N-(2-AMINOPHENYL)-2-CHLORONICOTINAMIDE
• N-allyl-2-chloronicotinamide
• N-allyl-6-chloronicotinamide
• N3-[3-(4-BROMO-1-METHYL-1H-PYRAZOL-3-YL)PHENYL]-2-CHLORONICOTINAMIDE