| Identification | More | [Name]
2-Chloro-4-nitropyridine | [CAS]
23056-36-2 | [Synonyms]
2-CHLORO-4-NITROPYRIDINE
(2-CHLOROPYRIDIN-4-YL)(HYDROXY)OXOAMMONIUM
AKOS BBS-00001358
AURORA 23245
OTAVA-BB BB7017520053
2-chloro-4-nitropyrine
2-Chloro-4-nitropyridine ,98% | [EINECS(EC#)]
627-980-8 | [Molecular Formula]
C5H3ClN2O2 | [MDL Number]
MFCD00661454 | [Molecular Weight]
158.54 | [MOL File]
23056-36-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow powder | [Melting point ]
52-56 °C (lit.) | [Boiling point ]
258.4±20.0 °C(Predicted) | [density ]
1.489±0.06 g/cm3(Predicted) | [Fp ]
223 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
crystalline powder | [pka]
-1.93±0.10(Predicted) | [color ]
Yellow | [Detection Methods]
HPLC,NMR | [BRN ]
120418 | [InChI]
InChI=1S/C5H3ClN2O2/c6-5-3-4(8(9)10)1-2-7-5/h1-3H | [InChIKey]
LIEPVGBDUYKPLC-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC([N+]([O-])=O)=C1 | [CAS DataBase Reference]
23056-36-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and 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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow powder | [Uses]
2-Chloro-4-nitropyridine is used in the preparation of (thio)barbituric acid derivatives in the treatment of obesity related non-alcoholic fatty liver disease. As well it is used in the production of
selective and potent MET Kinase inhibitors. | [Synthesis]
The general procedure for the synthesis of 2-chloro-4-nitropyridine-N-oxide from 2-chloro-4-nitropyridine-N-oxide is as follows: referring to the method of Example 17, phosphorus trichloride (4.2 mL, 48.7 mmol) was slowly added to a solution of anhydrous chloroform (25 mL) of 2-chloro-4-nitropyridine-N-oxide (1.70 g, 9.74 mmol) at room temperature. Subsequently, the reaction mixture was heated to reflux and maintained at this temperature for the reaction overnight. Upon completion of the reaction, the mixture was cooled to room temperature. The reaction solution was carefully poured into ice water and the pH was adjusted to 7-8 with alkali and subsequently washed with saturated sodium bicarbonate solution. The aqueous phase was extracted twice with chloroform, all organic phases were combined, washed sequentially with water and brine, dried over anhydrous sodium sulfate, filtered and the organic phase was concentrated. Finally, the product was dried under high vacuum to give 2-chloro-4-nitropyridine (1.2 g, 78% yield) as a solid. | [References]
[1] Journal of Organic Chemistry, 2009, vol. 74, # 19, p. 7441 - 7448
[2] Patent: WO2008/62182, 2008, A1. Location in patent: Page/Page column 114
[3] Journal of the American Chemical Society, 1959, vol. 81, p. 2674 |
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