| Identification | More | [Name]
2-Amino-4-chloropyridine | [CAS]
19798-80-2 | [Synonyms]
2-AMINO-4-CHLOROPYRIDINE
4-CHLORO-2-PYRIDINYLAMINE
4-CHLOROPYRIDIN-2-AMINE
4-CHLORO-PYRIDIN-2-YLAMINE
4-CHLORO-PYRIDINE-2-YLAMINE
IFLAB-BB F1926-0004
4-chloro-2-pyridinamine
4-Chloro-2-aminopyridine
2-Pyridinamine,4-chloro-(9CI)
2-AMINO-4-CHLOROPYRIDINE,4-CHLORO-PYRIDIN-2-YLAMINE
4-CHLORO-PYRIDIN-2-YLAMINE,97%
4-Chloro-2-amine-pyridin
2-Amino-4-chloropyridine ,98%
4-Chloropyridine-2-amine | [EINECS(EC#)]
629-610-0 | [Molecular Formula]
C5H5ClN2 | [MDL Number]
MFCD04113820 | [Molecular Weight]
128.56 | [MOL File]
19798-80-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
126-127°C | [Boiling point ]
240.8±20.0 °C(Predicted) | [density ]
1.326±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO, Methanol | [form ]
Liquid | [pka]
5.72±0.11(Predicted) | [color ]
Colorless to yellow to brown | [Sensitive ]
Air & Moisture Sensitive | [λmax]
294nm(CHCl3)(lit.) | [Detection Methods]
HPLC,GC | [InChI]
InChI=1S/C5H5ClN2/c6-4-1-2-8-5(7)3-4/h1-3H,(H2,7,8) | [InChIKey]
RQMWVVBHJMUJNZ-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=CC(Cl)=C1 | [CAS DataBase Reference]
19798-80-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
2-Amino-4-chloropyridine is a useful precursor that could be used to synthesize 2-amino-4,5-dichloropyridine, 2-amino-3,4-dichloropyridine, and 2-amino-3,4,5-trichloropyridine[1].
| [Synthesis Reference(s)]
The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189y | [Synthesis]
Methyl 4-chloropicolinate hydrochloride in methanol was treated with hydrazine hydrate, resulting in the formation of a precipitate. The suspension was then stirred for 2 hours and the precipitated hydrazide was collected through filtration. The hydrazide was dissolved in 1N hydrochloric acid and the solution was cooled to a temperature between 0-5 ℃. A solution of sodium nitrite in water was then added dropwise, causing another precipitate to form. After stirring for 15 minutes, the precipitate was collected by filtration and washed with water. The moist precipitate was then combined with a mixture of acetic acid and water, and the resulting solution was heated in a steam bath until gas evolution stopped. The reaction mixture was cooled to room temperature, the pH was adjusted to 7, and the resulting precipitate was collected via filtration. Recrystallization using ethanol yielded 2-Amino-4-chloropyridine in the form of a white crystalline solid[1].
| [References]
[1] Gudmundsson, Kristjan S. , et al. "An Improved Large Scale Synthesis of 2-Amino-4-chloropyridine and Its Use for the Convenient Preparation of Various Polychlorinated 2-Aminopyridines." Synthetic Communications 27.5(1997):861-870. |
|
|