2-METHYL-6-HYDRAZINOPYRIDINE Chemical Properties

Melting point:

54-56 °C

Boiling point:

80-85 °C(Press: 0.5 Torr)

Density 

1.16±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

9.73±0.70(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C6H9N3/c1-5-3-2-4-6(8-5)9-7/h2-4H,7H2,1H3,(H,8,9)

InChIKey

RDVGWJKUYXVTSO-UHFFFAOYSA-N

SMILES

C1(NN)=NC(C)=CC=C1

2-METHYL-6-HYDRAZINOPYRIDINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-methyl-6-hydrazinopyridine from 2-chloro-6-methylpyridine: [0719] A mixture of 2-chloro-6-methylpyridine (5 g, 39.19 mmol) with an excess of hydrazine hydrate (20 g, 391.94 mmol) was reacted by refluxing the reaction for 36 hours at 119°C. Upon completion of the reaction, unreacted hydrazine hydrate was removed by concentration under reduced pressure. The residue was diluted with deionized water (30 ml) and extracted with dichloromethane (30 ml x 3). The organic layers were combined, washed with saturated saline (30 ml), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by recrystallization from petroleum ether (15 ml) at -10 °C to afford 2-methyl-6-hydrazinopyridine (2.40 g, yield: 49.35%) as a black-brown solid.1H NMR (400 MHz, DMSO-d6) δ 7.39-7.29 (m, 1H), 7.25 (s, 1H), 6.51 (d, J = 8.4 Hz. 1H), 6.39 (d, J = 7.3 Hz, 1H), 4.06 (s, 2H), 2.26 (s, 3H).MS (ESI) m/z (M + H) + 127.8.

References

[1] Patent: US2003/187014, 2003, A1
[2] Patent: WO2018/64119, 2018, A1. Location in patent: Paragraph 0719
[3] Patent: US4622401, 1986, A
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 6, p. 1743 - 1747

2-METHYL-6-HYDRAZINOPYRIDINE(5315-24-2)Related Product Information

• 6-METHYL-4-(TRIFLUOROMETHYL)PYRID-2-YL HYDRAZINE
• 1-(6-METHYL-4-(TRIFLUOROMETHYL)PYRID-2-YL)-1-METHYLHYDRAZINE
• 2-HYDRAZINO-6-(TRIFLUOROMETHYL)PYRIDINE
• N'-METHYL-N'-[4-METHYL-3-(METHYLSULFONYL)-6-PHENYL-2-PYRIDINYL]CYCLOPROPANECARBOHYDRAZIDE
• 2-hydrazino-4,6-bis(trifluoromethyl)pyridine
• 4-METHYL-2-(1-METHYLHYDRAZINO)-3-(METHYLSULFONYL)-6-PHENYLPYRIDINE
• 3,4-DICHLORO-N'-[4,6-DIMETHYL-3-(METHYLSULFONYL)-2-PYRIDINYL]-N'-METHYLBENZENECARBOHYDRAZIDE
• 1-(6-(trifluoromethyl)pyridin-2-yl)-1-methylhydrazine
• N'-[4,6-DIMETHYL-3-(METHYLSULFONYL)-2-PYRIDINYL]-2,6-DIFLUORO-N'-METHYLBENZENECARBOHYDRAZIDE
• N'-[4,6-DIMETHYL-3-(METHYLSULFONYL)-2-PYRIDINYL]-3-METHOXY-N'-METHYLBENZENECARBOHYDRAZIDE
• 4-METHYL-2-(1-METHYLHYDRAZINO)-3-[(4-METHYLPHENYL)SULFONYL]-6-PHENYLPYRIDINE
• N',2,2-TRIMETHYL-N'-[4-METHYL-3-(METHYLSULFONYL)-6-PHENYL-2-PYRIDINYL]PROPANOHYDRAZIDE
• 2-HYDRAZINO-4,6-DIMETHYL-3-(METHYLSULFONYL)PYRIDINE
• 2,6-DIFLUORO-N'-METHYL-N'-[4-METHYL-3-(METHYLSULFONYL)-6-PHENYL-2-PYRIDINYL]BENZENECARBOHYDRAZIDE
• 2-HYDRAZINO-4,6-DIMETHYLNICOTINONITRILE
• 4-METHOXY-N'-METHYL-N'-[4-METHYL-3-(METHYLSULFONYL)-6-PHENYL-2-PYRIDINYL]BENZENECARBOHYDRAZIDE
• 4-CHLORO-N'-METHYL-N'-[4-METHYL-3-(METHYLSULFONYL)-6-PHENYL-2-PYRIDINYL]BENZENECARBOHYDRAZIDE
• N'3-[6-METHYL-4-(TRIFLUOROMETHYL)-2-PYRIDYL]-5-CHLORO-1-METHYL-1H-PYRAZOLE-3-CARBOHYDRAZIDE