2-METHYL-6-HYDRAZINOPYRIDINE

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2-METHYL-6-HYDRAZINOPYRIDINE Basic information
Product Name:2-METHYL-6-HYDRAZINOPYRIDINE
Synonyms:2-METHYL-6-HYDRAZINOPYRIDINE;2-Hydrazinyl-6-methylpyridine;2-hydrazino-6-methylpyridine(SALTDATA: 1.3HCl 0.7H2O);Pyridine, 2-hydrazinyl-6-methyl-;2-Hydrazinyl-6-Methylpyridine(WXC01942);5-Methoxypyrazin-2-amin;2-METHYL-6-HYDRAZINOPYRIDIN
CAS:5315-24-2
MF:C6H9N3
MW:123.16
EINECS:
Product Categories:Heterocycle-Pyridine series;amine
Mol File:5315-24-2.mol
2-METHYL-6-HYDRAZINOPYRIDINE Structure
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
pka9.73±0.70(Predicted)
AppearanceOff-white to yellow Solid
InChIInChI=1S/C6H9N3/c1-5-3-2-4-6(8-5)9-7/h2-4H,7H2,1H3,(H,8,9)
InChIKeyRDVGWJKUYXVTSO-UHFFFAOYSA-N
SMILESC1(NN)=NC(C)=CC=C1
Safety Information
MSDS Information
2-METHYL-6-HYDRAZINOPYRIDINE Usage And Synthesis
Synthesis
2-Chloro-6-methylpyridine

18368-63-3

2-METHYL-6-HYDRAZINOPYRIDINE

5315-24-2

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 Preparation Products And Raw materials
Raw materials2-Chloro-6-methylpyrazine-->2-Chloro-6-methylpyridine
Tag:2-METHYL-6-HYDRAZINOPYRIDINE(5315-24-2) Related Product Information
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