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5193-03-3

5193-03-3 Structure

5193-03-3 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack Directory
[Uses]

2-Chloro-6-hydrazinopyridine is used as a useful research chemical.
[Synthesis]

2,6-Dichloropyridine

2402-78-0

2-CHLORO-6-HYDRAZINOPYRIDINE

5193-03-3

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
Spectrum DetailBack Directory
[Spectrum Detail]

2-CHLORO-6-HYDRAZINOPYRIDINE(5193-03-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

(6-Chloro-2-pyridyl)hydrazine, 95%(5193-03-3)
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