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ChemicalBook CAS DataBase List 6-CHLORO-3,4-PYRIDINEDIAMINE
89182-17-2

6-CHLORO-3,4-PYRIDINEDIAMINE synthesis

2synthesis methods
2-Chloro-5-nitropyridin-4-amine

2604-39-9

6-CHLORO-3,4-PYRIDINEDIAMINE

89182-17-2

Step 1: 2-Chloro-5-nitropyridin-4-amine (4.50 g, 25.93 mmol) was dissolved in ethyl acetate (100 mL) and nickel ruanne (0.45 g) was added. The reaction mixture was stirred at room temperature for 2 hours in a hydrogen atmosphere. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give the crude 6-chloropyridine-3,4-diamine (4.00 g, about 100% yield) as a yellow oil. Mass spectrometry (ESI) analysis showed: m/z = 144.3 [M + 1]+.

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Yield:89182-17-2 100%

Reaction Conditions:

with hydrogen in ethyl acetate at 20; for 2 h;

Steps:

25.1
step 1 : To a solution of 2-chloro-5-nitropyridin-4-amine (4.50 g, 25.93 mmol) in EtOAc (100 mL) was added Raney nickel (0.45 g) followed by stirring under hydrogen at RT for 2 h. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to afford 4.00 g (ca. 100%) of crude 6- chloropyridine-3,4-diamine as yellow oil. MS (ESI): m/z = 144.3 [M+l]+.

References:

F. HOFFMANN-LA ROCHE AG;ALIAGAS-MARTIN, Ignacio;CRAWFORD, James John;MATHIEU, Simon;RUDOLPH, Joachim;LEE, Wendy WO2013/92940, 2013, A1 Location in patent:Page/Page column 54

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