ChemicalBook CAS DataBase List 2-Amino-3-nitropyridine

2-Amino-3-nitropyridine synthesis

7synthesis methods

Product Name:2-Amino-3-nitropyridine
CAS Number:4214-75-9
Molecular formula:C5H5N3O2
Molecular Weight:139.11

5470-18-8

4214-75-9

General procedure for the synthesis of 2-amino-3-nitropyridine from 2-chloro-3-nitropyridine: 1. 2-chloro-3-nitropyridine (4 g, 25.23 mmol) was added to a sealed tube. 2. ammonia solution (8.57 g, 504.6 mmol) was added to the sealed tube. 3. The reaction mixture was heated to 90 °C and the reaction was stirred at this temperature for 16 hours. 4. After completion of the reaction, the reaction mixture was cooled to 0 °C. 5. The product was separated by filtration to give 3-nitropyridin-2-amine (3.4 g, 97% yield) as a yellow solid. 6. 6. Product characterization data: 1HNMR (400 MHz, DMSO-d6): δ 6.74 (m, 1H), 7.87 (s, 2H), 8.38 (m, 2H). MS m/z (M + H): 140.3.

5470-18-8
455 suppliers
$6.00/5g

4214-75-9
421 suppliers
$9.00/5g

Yield:4214-75-9 97%

Reaction Conditions:

with ammonium hydroxide at 90; for 16 h;Sealed tube;

Steps:

1 3-Nitropyridin-2-amine (1):
3-Nitropyridin-2-amine (1): 2-chloro-3-nitropyridine (4 g, 25.23 mmol) was taken in a sealed tube and aqueous NH₃ (8.57 g, 504.6 mmol) was added. The reaction mixture was heated to 90 °C and stirred for 16 h. The reaction mass was then cooled to 0 °C and filtered to obtain 1 (3.4 g, 97%) as a yellow solid. ¹HNMR (400 MHz, DMSO-d₆): δ 6.74 (m, 1H), 7.87 (s, 2H), 8.38 (m, 2H). MS m/z (M+H): 140.3

References:

CELGENE AVILOMICS RESEARCH, INC.;ALEXANDER, Matthew David;MCDONALD, Joseph John;NI, Yike;NIU, Deqiang;PETTER, Russell C.;QIAO, Lixin;SINGH, Juswinder;WANG, Tao;ZHU, Zhendong WO2014/149164, 2014, A1 Location in patent:Paragraph 001189

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