| Identification | More | [Name]
2-CHLORO-6-HYDRAZINOPYRIDINE | [CAS]
5193-03-3 | [Synonyms]
2-CHLORO-6-HYDRAZINOPYRIDINE
2-CHLOROPYRIDINEHYDRAZINE
6-CHLOROPYRIDIN-2-YLHYDRAZINE
2-Chloro-6-hydrazinylpyridine
(6-Chloro-2-pyridyl)hydrazine, 95%
6-Chloropyridine-2-ylhydrazine | [Molecular Formula]
C5H6ClN3 | [MDL Number]
MFCD00214724 | [Molecular Weight]
143.57 | [MOL File]
5193-03-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
118°C | [Boiling point ]
118°C | [density ]
1.43±0.1 g/cm3(Predicted) | [Fp ]
117-120°C | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
powder to crystal | [pka]
9.08±0.70(Predicted) | [color ]
Light yellow to Brown | [InChI]
InChI=1S/C5H6ClN3/c6-4-2-1-3-5(8-4)9-7/h1-3H,7H2,(H,8,9) | [InChIKey]
HFTSPKIAXHZROA-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(NN)=CC=C1 | [CAS DataBase Reference]
5193-03-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Uses]
2-Chloro-6-hydrazinopyridine is used as a useful research chemical.
| [Synthesis]
General procedure for the synthesis of 2-chloro-6-hydrazinopyridine from 2,6-dichloropyridine: 2,6-dichloropyridine (50.0 g, 0.34 mol) was dissolved in a solvent mixture of 80% hydrazine monohydrate solution (120 mL, 1.92 mol) and ethanol (200 mL), and heated and refluxed for 4 hours at 100 °C. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm complete consumption of 2,6-dichloropyridine. Upon completion of the reaction, the reaction solution was cooled to room temperature and subsequently concentrated to dryness in a rotary evaporator. The resulting crude product was purified by recrystallization from petroleum ether to afford 2-chloro-6-hydrazinopyridine (31.0 g, 64%) as a white solid. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.42 (dd, J = 7.2 Hz, 0.4 Hz, 1H), 6.65 (t, J = 7.2 Hz, 2H), 6.14 (s, 1H), 3.63 (s, 2H). | [References]
[1] Organic and Biomolecular Chemistry, 2004, vol. 2, # 2, p. 246 - 256
[2] Patent: US2003/187014, 2003, A1
[3] Patent: WO2014/201127, 2014, A2. Location in patent: Paragraph 00582
[4] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2006, vol. 65, # 1, p. 206 - 214
[5] Patent: US4997835, 1991, A |
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