ChemicalBook CAS DataBase List 5-Amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

5-Amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide synthesis

7synthesis methods

Product Name:5-Amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide
CAS Number:76801-93-9
Molecular formula:C14H18I3N3O6
Molecular Weight:705.02

5-amino-N,N'-bis(2,3-dihydroxypropyl)isophthaldiamide

76820-35-4
27 suppliers
$326.48/1g

5-Amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

76801-93-9
221 suppliers
$23.00/25g

Yield:76801-93-9 96.1%

Reaction Conditions:

with iodine;potassium iodide;sodium hydroxide at 50 - 60; pH=5 - 6; for 19 h;Industrial scale;

Steps:

1-4 Example 4. Preparation of iohexol intermediate

300kg of dimethyl 5-nitroisophthalate, 240kg of 3-amino-1,2-propanediol, 10kg of sodium methoxide and 240kg of methanol were added to the 2000L glass-lined reactor, and the temperature was controlled at 30 to 40°C for 2-3 hours. Add 1300kg of water, adjust the pH of the solution to 5-6 with dilute sulfuric acid, add 135kg of SnCl₂.2H₂O was dissolved in dilute sulfuric acid and added dropwise, and the temperature was controlled at 50 to 60 °C for 2 hours, and then transferred to a 2500L high-level tank.Add 1080kg of iodine and 170kg of potassium iodate to a 5000L glass-lined reaction kettle, heat up to 60°C and stir for 3h, add the reduction filtrate dropwise at a temperature of 50-60°C, keep the reaction for 16h, and dropwise add 20% sodium hydroxide solution to adjust the temperature. The pH is 5 to 6, and the distilled iodine-containing water is recovered under reduced pressure until the effluent is colorless.Cool down at 010, keep warm for 13h, and rinse with three-in-one.The filter cake was dried under reduced pressure at 70-80° C. for 10-20 hours to obtain 849.1 kg of iohexol intermediate compound 2 with a yield of 96.1% and a purity of 99.54%

References:

CN114621112,2022,A Location in patent:Paragraph 0058-0068