Application of 79463-77-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 79463-77-7, name is Diphenyl N-cyanocarbonimidate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
EXAMPLE 343; 1-(1-{2-[4-(Benzothiazol-2-yloxy)-phenyl]-ethyl}-piperazine-4-yl)-3-cyano-2- phenyl-isourea; The 1- {2- [4- (BENZOTHIAZOL-2-YLOXY)-PHENYL]-ETHYL}-PIPERIDIN-4-YLAMINE hydrochloride was prepared from (1- {2- [4- (BENZOTHIAZOL-2-YLOXY)-PHENYL]-ETHYL}- piperidin-4-yl)-carbamic acid tert-butyl ester EXAMPLE 337 by removal of the Boc group according to EXAMPLE 266, step B. The free base was prepared by suspending 1- {2- [4- (BENZOTHIAZOL-2-YLOXY)-PHENYL]-ETHYL}-PIPERIDIN-4-YLAMINE hydrochloride (1.3 g, 3.3 MMOL) in CH2CI2 (20 mL) and washing with a solution of saturated NaHCO3 (20 mL). The organic layer was dried over NA2SO4, filtered and concentrated under reduced pressure to give 1.0 g (83% yield) of 1- {2- [4- (BENZOTHIAZOL-2-YLOXY)-PHENYL]-ETHYL}-PIPERIDIN-4-YLAMINE free base. A solution of 1- {2- [4- (BENZOTHIAZOL-2-YLOXY)-PHENYL]-ETHYL}-PIPERIDIN-4-YL AMINE (145 mg, 0.4 MMOL) in ethanol (5 mL) was treated with diphenyl cyanocarbodiimidate (319 mg. 1.34 MMOL) and heated to 80 C for 16h. The reaction was concentrated under reduced pressure and purified on Si02 (12 g, 0-10% [2 M NH3 CH30H]/CH2CI2) to give of the title compound (173 mg, 85% yield). MS (ESI) : exact mass calculated FOR C28H27N502S1, 496.2 ; m/z found, 498.4 [M+H].. H NMR (400 MHz, CDC13) : 7.73 (d, J = 8.7, 1 H), 7.66 (dd, J = 7.9, 0.7, 1 H), 7.45-7. 36 (m, 4H), 7.31-7. 24 (m, 5H), 7.08 (d, J = 7.8, 2H), 6.36 (br d, J = 6.5, 1 H), 3. 87-3. 76 (m, 1 H), 3.02 (br d, J = 11. 2, 2H), 2.83 (dd, J = 8.4, 7.3, 2H), 2.64 (DD, J = 8. 6,5. 4, 2H), 2.21 (t, J = 11. 1, 2H), 2.07 (d, J = 11.0, 2H), 1.76 (dd, J = 20.7, 10.4, 2H)
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, Diphenyl N-cyanocarbonimidate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/12296; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts