3-AMIDINOPYRIDINIUM CHLORIDE Chemical Properties

Melting point:

188 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

color 

White to Almost white

Sensitive 

Hygroscopic

InChI

InChI=1S/C6H7N3.ClH.H2O/c7-6(8)5-2-1-3-9-4-5;;/h1-4H,(H3,7,8);1H;1H2

InChIKey

AZMSXJKFYNDTCL-UHFFFAOYSA-N

SMILES

C(N)(=N)C1=CC=CN=C1.Cl.O

CAS DataBase Reference

7356-60-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22-22

Safety Statements 

26-36/37/39-22

WGK Germany 

3

RTECS 

QS4733000

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:ALFA

3-AMIDINOPYRIDINIUM CHLORIDE Usage And Synthesis

Chemical Properties

White solid

Uses

Nicotinimidamide Hydrochloride is a useful synthetic compound.

Synthesis

General Method B: The synthesis of pyridine-3-carboxamidine hydrochloride from 3-cyanopyridine was carried out as follows: 1. 3-Cyanopyridine (20 g, 0.2 mol) was dissolved in methanol (200 mL). 2. Powdered sodium methanolate (1.1 g, 20 mmol) was added in a single addition. 3. The reaction mixture was stirred at room temperature overnight. 4. After addition of ammonium chloride (16.5 g, 0.31 mol), the mixture was heated to reflux for 4 hours and then cooled. 5. The solvent was removed under vacuum. 6. Anhydrous ethanol (300 mL) was added and the mixture was heated to reflux and maintained for 15 minutes. 7. After filtering out the solids, the mixture was cooled to room temperature and allowed to stand overnight. 8. The inorganic salt was filtered out again and the reaction mixture was concentrated to about a certain volume and filtered to give pyridine-3-carboxamidine hydrochloride (22.4 g, 74% yield). Product characterization data. 1H NMR (500 MHz, DMSO-d6) δ 9.5 (bs, 4H), 9.02 (dd, 1H, J = 2.5 Hz, J = 0.9 Hz), 8.86 (dd, 1H, J = 4.9 Hz, J = 1.6 Hz), 8.27 (ddd, 1H, J = 8.0 Hz, J = 2.5 Hz, J = 1.6 Hz), 7.64 (ddd, 1H, J = 8.0 Hz, J = 4.9 Hz, J = 0.9 Hz). 13C NMR (125 MHz, DMSO-d6) δ 164.4, 154.2, 148.9, 136.5, 124.7, 123.9. HRMS: calculated C6H7N3, 121.0640; measured, 121.0644.

References

[1] Patent: WO2014/128213, 2014, A1. Location in patent: Page/Page column 29
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 15, p. 3487 - 3490
[3] Journal of Medicinal Chemistry, 1990, vol. 33, # 4, p. 1230 - 1241
[4] Patent: US5294612, 1994, A
[5] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 1, p. 299 - 301

3-AMIDINOPYRIDINIUM CHLORIDE(7356-60-7)Related Product Information

• 2-AMIDINOPYRIDINIUM CHLORIDE
• Phenazopyridine hydrochloride
• Pyridine
• 2,6-Lutidine
• Pyridine 2-fluoro-6-methyl- 5-methanol
• PYRIDINE-2,4-DICARBONITRILE
• PYRIDINIUM TRIFLUOROMETHANESULFONATE
• 4-Pyridineboronic acid pinacol ester
• Pyridine-4-boronic acid
• 3-Pyridinesulfonamide
• Pyridine 2-fluoro-6-methyl-5-carboxaldehyde
• Pyridine 5-fluoro-2-methoxy-4-carboxaldehyde
• Pyridine 2-chloro-3-fluoro-5-boronic acid
• Pyridine 2-fluoro-3-methyl-5-boronic acid
• Pyridine 5-fluoro-2-methoxy-3-carboxaldehyde
• Pyridine 2-chloro-3-boronic acid
• Pyridine 6-Fluoro-2-methyl-3-carboxaldehyde
• Pyridine 2-Chloro-5-fluoro-4-carboxaldehyde