ChemicalBook CAS DataBase List 4,6-DIMETHYLPYRIDINE-2,3-DIAMINE

4,6-DIMETHYLPYRIDINE-2,3-DIAMINE synthesis

5synthesis methods

Product Name:4,6-DIMETHYLPYRIDINE-2,3-DIAMINE
CAS Number:50850-16-3
Molecular formula:C7H11N3
Molecular Weight:137.18

22934-23-2 Synthesis

22934-23-2
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50850-16-3
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Yield:50850-16-3 99%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethanol at 20; under 760.051 Torr; for 4 h;

Steps:

Synthesis of4,6-dimethylpyridine-2,3-diamine (34b)

5 g (29.9 mmol) of 4,6-dimethyl-3-nitropyridin-2-amine was dissolved in 300 ml of ethanol and hydrogenated with H₂ (1 atm.) over 3.1 g of 10% Pd/C at rt for 4h. The mixture was filtrated over celite and concentrated under reduced pressure. Evaporation gave 4.05 g (99%) of the product as an yellow solid, which was used in the next step without further purification. ¹H NMR (400 MHz, DMSO-d₆) d (ppm): 6.15 (s, 1H), 5.2 (s, 2H), 4.15 (s, 2H), 2.1 (s, 3H), 2.95 (s, 3H); MS (ESI): 138 [M+H]⁺.

References:

Miltz, Wolfgang;Velcicky, Juraj;Dawson, Janet;Littlewood-Evans, Amanda;Ludwig, Marie-Gabrielle;Seuwen, Klaus;Feifel, Roland;Oberhauser, Berndt;Meyer, Arndt;Gabriel, Daniela;Nash, Mark;Loetscher, Pius [Bioorganic and Medicinal Chemistry,2017,vol. 25,# 16,p. 4512 - 4525] Location in patent:supporting information

89791-76-4 Synthesis