ChemicalBook CAS DataBase List 3-Aminoisonicotinic acid

3-Aminoisonicotinic acid synthesis

9synthesis methods

Product Name:3-Aminoisonicotinic acid
CAS Number:7579-20-6
Molecular formula:C6H6N2O2
Molecular Weight:138.12

4664-01-1

7579-20-6

The general procedure for the synthesis of 3-aminoisonicotinic acid from 3,4-pyridinedicarboximide is as follows: Step 1: Bromine (1.93 mL, 38.6 mmol) was slowly added to a 10% aqueous sodium hydroxide solution (100 mL) followed by 1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione (5.20 g, 35.1 mmol) under ice-bath cooling conditions. Next, 10% aqueous sodium hydroxide solution (60 mL) was added to the reaction mixture and the mixture was heated and stirred at 90 °C for 40 min. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted with 50% sulfuric acid to 3. The precipitated solid was collected by filtration and washed with water to afford 3-aminoisonicotinic acid in the form of a light yellow powder (5.00 g, 100% yield). The product was characterized by 1H-NMR (200 MHz, DMSO-d6): δ 7.46 (1H, d, J = 5.1 Hz), 7.73 (1H, d, J = 5.1 Hz), 8.21 (1H, s).

13959-02-9
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7579-20-6
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Yield:7579-20-6 95.2%

Reaction Conditions:

with ammonium hydroxide;copper(l) iodide at 100 - 105; for 8 h;Autoclave;Time;

Steps:

1.2; 2.2; 3.2 2. Synthesis of 3-amino-4 pyridinecarboxylic acid
50g (0.25mol) of 3-bromo-4-pyridinecarboxylic acid was added in batches to 125ml of 18% ammonia water, 1.44g (0.0075mol) of cuprous iodide was added, and the temperature was closed in an autoclave to 100-105°C and stirred for reaction 8 Hours, cooled to room temperature, adjusted the pH to 5.5-6 with 26% hydrochloric acid, filtered and dried to obtain 32.9g of 3-amino-4pyridinecarboxylic acid, yield 95.2%, HPLC purity 99.7%

References:

Suzhou Chenghe Pharmaceutical And Chemical Co., Ltd.;Chen Xiaoqiang CN111018775, 2020, A Location in patent:Sheet 0013; 0015; 0016; 0019;0020; 0023; 0024

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4664-01-1 Synthesis

4664-01-1
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7579-20-6
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$10.00/1g

References