3,5-DIIODO-4-PYRIDONE-1-ACETIC ACID synthesis

4synthesis methods

Product Name:3,5-DIIODO-4-PYRIDONE-1-ACETIC ACID
CAS Number:101-29-1
Molecular formula:C7H5I2NO3
Molecular Weight:404.93

41979-39-9 Synthesis

41979-39-9
115 suppliers
$15.00/10mg

79-11-8
10 suppliers
$24.00/25g

101-29-1
67 suppliers
$15.00/250mg

Yield:101-29-1 82.6%

Reaction Conditions:

Stage #1:4-piperidone hydrochloride;chloroacetic acid with sodium hydroxide in water at 70 - 75; for 6 h;
Stage #2: with hydrogen iodide;dihydrogen peroxide at 20 - 55; for 6 h;

Steps:

5 Example 5: Preparation of 3,5-diiodo-4-pyridone-1-acetic acid (I3) (one-pot method)
In a 500 ml four-necked flask equipped with a stirring, thermometer, reflux condenser, and constant pressure dropping funnel,Add 60 grams of water,8.8 grams (0.22 moles) of sodium hydroxide,10.5 g (0.11 mol) of chloroacetic acid,Heat, keep between 70-75 ,A solution of 13.6 g (0.1 mol) of piperidin-4-one hydrochloride (II) and 30 g of water was added dropwise,The addition was completed in about 2 hours, and then the reaction was stirred at 70-75 ° C for 4 hours.Cool to 20-25 ° C, add 131.5 g (0.41 mol) of 40 wt% hydroiodic acid,50.0 g (0.44 mol) of 30 wt% hydrogen peroxide was added dropwise at 50-55 ° C, and the drop was completed in about 2 hours.After that, the reaction was stirred at 50-55 ° C for 4 hours.Cool to 20-25 ° C, add 35.0 g (0.35 mol) of 40 wt% aqueous sodium hydroxide solution,0.5 g of activated carbon, stirred at 40-45 ° C for 2 hours,Filter, wash the filter cake with 20 grams of water, combine the filtrates, cool to 20-25 ° C, 30 wt% hydrochloric acid acidification system pH 1.5-2.0, filter, dry,33.45 g of 3,5-diiodo-4-pyridone-1-acetic acid (I3) was obtained as a white solid,The yield was 82.6% (based on II) and the liquid purity was 99.3%.

References:

Xin Fa Pharmaceutical Co., Ltd.;Zhang Mingfeng;Qi Yuxin;Ju Lizhu;Lv Qiangsan;Wang Quanlong CN110483384, 2019, A Location in patent:Paragraph 0062-0065

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7153-08-4 Synthesis