2-CHLORO-6-HYDRAZINOPYRIDINE Chemical Properties

Melting point:

118°C

Boiling point:

118°C

Density 

1.43±0.1 g/cm3(Predicted)

Flash point:

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 Information

Hazard Codes 

Xi,T

Risk Statements 

20/21/22-36/37/38-41-25

Safety Statements 

26-36/37/39-39-45-36

HazardClass 

IRRITANT

PackingGroup 

III

HS Code 

29333990

2-CHLORO-6-HYDRAZINOPYRIDINE Usage And Synthesis

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

2-CHLORO-6-HYDRAZINOPYRIDINE(5193-03-3)Related Product Information

• 3-CHLORO-2-HYDRAZINOPYRIDINE,3-Chloro-2-hydrazinopyridine 98%
• 2-CHLORO-4-HYDRAZINOPYRIDINE
• 2-(6-CHLORO-2-PYRIDINYL)-1-HYDRAZINECARBOXAMIDE
• 5-CHLORO-2-HYDRAZINOPYRIDINE
• 3-[(6-CHLORO-2-PYRIDINYL)AMINO]THIENO[3,2-D]PYRIMIDIN-4(3H)-ONE
• 2-(6-CHLORO-2-PYRIDINYL)-4-(([(2,4-DICHLOROBENZYL)OXY]AMINO)METHYLENE)-2,4-DIHYDRO-3H-PYRAZOL-3-ONE
• 2-(6-CHLORO-2-PYRIDINYL)-4-[(2,4-DICHLOROANILINO)METHYLENE]-2,4-DIHYDRO-3H-PYRAZOL-3-ONE
• 4-BENZOYL-N'-(6-CHLORO-2-PYRIDINYL)-1H-PYRROLE-2-CARBOHYDRAZIDE
• 4-[(4-CHLOROANILINO)METHYLENE]-2-(6-CHLORO-2-PYRIDINYL)-2,4-DIHYDRO-3H-PYRAZOL-3-ONE
• N'-(6-CHLORO-2-PYRIDINYL)-2-(1H-1,2,4-TRIAZOL-1-YL)ETHANIMIDOHYDRAZIDE
• N-([2-(6-CHLORO-2-PYRIDINYL)HYDRAZINO]METHYLENE)-2,5-BIS(2,2,2-TRIFLUOROETHOXY)BENZENECARBOXAMIDE
• N'-(6-CHLORO-2-PYRIDINYL)-2,5-BIS(2,2,2-TRIFLUOROETHOXY)BENZENECARBOHYDRAZIDE
• 2-(6-CHLORO-2-PYRIDINYL)-4-(([(2,6-DICHLOROBENZYL)OXY]AMINO)METHYLENE)-2,4-DIHYDRO-3H-PYRAZOL-3-ONE
• METHYL 2-(2-AMINO-2-[2-(6-CHLORO-2-PYRIDINYL)HYDRAZONO]ETHOXY)BENZENECARBOXYLATE
• N-[1-[2-(6-CHLORO-2-PYRIDINYL)HYDRAZINO]-2-(1H-1,2,4-TRIAZOL-1-YL)ETHYLIDENE]-N'-PHENYLUREA
• 2-(3-CHLOROPHENOXY)-N'-(6-CHLORO-2-PYRIDINYL)ETHANEHYDRAZONAMIDE
• 2-CHLORO-6-(1-METHYLHYDRAZINO)PYRIDINE
• 2-(6-CHLORO-2-PYRIDINYL)-4-[(DIMETHYLAMINO)METHYLENE]-2,4-DIHYDRO-3H-PYRAZOL-3-ONE