A common compound: 35453-19-1, name is 5-Amino-2,4,6-triiodoisophthalic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 35453-19-1
A. Preparation of 5-Amino-2,4,6-triiodoisophthaloyl Chloride (2) STR1 5-Amino-2,4,6-triiodoisophthalic acid (6.73 Kg, 12.04 mol) 1 was charged and EtOAc was added. SOCl2 (5.73 Kg, 48.17 mol) was added to the slurry in one portion and the mixture was heated at reflux for 4 hours. After the reaction, 24.2 L of unreacted SOCl2 and the solvent were distilled (64-77, 7 hrs. distillation time). The product started to precipitate when the reaction solution cooled to 55; the slurry was stirred overnight, allowing it to cool to room temperature. The solids were collected, washed with cold EtOAc (5, 3.8 L), suction-dried for 3 hours and air-dried at room temperature to give the desired product 2 (3.525 kg, 49.2% yield). The filtrate (about 25 L) was distilled to a volume of 15 L and cooled to 2 overnight. The precipitated product was collected, washed with cold EtOAc (5, 1.5 L), suction-dried and air-dried to give a second crop of the product 2 (0.83 kg, 11.6% yield). The two crops of the product were combined, 4.355 kg (60.8% yield). The product showed one spot by tlc analysis (C6 H5 CH3 /CH3 OH; 9/1).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 35453-19-1, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Mallinckrodt, Inc.; US4396598; (1983); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com