59653-74-6

Usage

Uses

Used in Pharmaceutical Industry:
Ramelteon is utilized as a sleep aid medication for the treatment of insomnia. It is prescribed by healthcare professionals to individuals who have difficulty falling asleep, offering a safer alternative to traditional sleep medications due to its lack of potential for dependence or withdrawal.
Used in Sleep Regulation:
Ramelteon is employed as a melatonin receptor agonist to regulate the body's internal clock and improve sleep quality. By mimicking the action of melatonin, it helps to induce sleep and maintain a healthy sleep-wake cycle, making it an effective treatment for individuals with sleep disorders or those experiencing transient insomnia.

InChI:InChI=1/C12H15N3O6/c16-10-13(1-7-4-19-7)11(17)15(3-9-6-21-9)12(18)14(10)2-8-5-20-8/h7-9H,1-6H2/t7-,8-,9-/m1/s1

Synthetic route

carbamoyl azide + epichlorohydrin (106-89-8) → tris-(2,3-epoxypropyl)-isocyanurate (59653-74-6) + tris-(2,3-epoxypropyl)-isocyanurate + C7H10N4O3

Conditions	Yield
With sodium hydroxide; tetraethylammonium chloride 1) 60 deg C, 30 min, 70 deg C, 1.5 h, 80 deg C, 3.5 h; 2) 40 deg C, 1.5 h; Multistep reaction. Yields of byproduct given;

cyanuric acid (108-80-5) + epichlorohydrin (106-89-8) → tris-(2,3-epoxypropyl)-isocyanurate (59653-74-6) + tris-(2,3-epoxypropyl)-isocyanurate

Conditions	Yield
With tetramethlyammonium chloride In water at 89 - 120℃; for 5h;

tris-(2,3-epoxypropyl)-isocyanurate (59653-74-6) → diglycidyl-2,3-dihydroxypropyl-triazinetrione + 1,3-Bis-(2,3-dihydroxy-propyl)-5-oxiranylmethyl-[1,3,5]triazinane-2,4,6-trione

Conditions	Yield
With water at 70℃; for 3h;	A 55% B n/a

Upstream product

• 108-80-5 cyanuric acid 
• 106-89-8 epichlorohydrin 
• 13125-56-9 carbamoyl azide 

Relevant academic research and scientific papers

HIGHLY SOLUBLE TRIS-(2,3-EPOXYPROPYL)-ISOCYANURATE AND METHOD FOR PRODUCING SAME

There is provided an epoxy composition which has difficulty in precipitating a crystal during storage, is homogeneous and can be stored for a long period; and a cured product of the composition having excellent transparency, heat resistance, and light resistance can be obtained on curing. An α-type tris-(2,3-epoxypropyl)-isocyanurate crystal comprising β-type tris-(2,3-epoxypropyl)-isocyanurate in the crystal in a ratio of 2% by mass to 15% by mass. A method for producing the α-type tris-(2,3-epoxypropyl)-isocyanurate crystal comprising step (i) separating β-type tris-(2,3-epoxypropyl)-isocyanurate contained in a tris-(2,3-epoxypropyl)-isocyanurate solution from the solution as a solid to obtain a crystal with an increased content ratio of α-type tris-(2,3-epoxypropyl)-isocyanurate.

Study of methods of preparation of 1,4-diglycidyltetrazolone. New synthesis of triglycidylisocyanurate

1,4-Diglycidyltetrazolone was synthesized for the first time by the reaction of tetrazolone and epichlorohydrin with subsequent treatment of the products of addition with a base. The basic directions of the reaction of carbamoyl azide with epichlorohydrin, which yields triglycidylisocyanurate and diglycidylcarbamoyl azide, were investigated. The features of the synthesis and properties of the substances obtained were described. 1996 Plenum Publishing Corporation.