Electric Literature of 700811-29-6 ,Some common heterocyclic compound, 700811-29-6, molecular formula is C5H6ClN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
A solution of 4-amino-2-chloropyridine (1.0 g, 7.78 mmol) in 20% sulfuric acid (20 mL) was cooled to 0 C and treated with a solution of sodium nitrite (564 mg, 8.17 mmol) in water (3 mL) at a rate such that the reaction temperature did not exceed 10 C. After 15 minutes, the solution was added to a 0C suspension of tin (li) chloride in 20% sulfuric acid (20 mL). The frothy suspension was stirred for 15 minutes at 0 C and then warmed to room temperature over 15 minutes. The mixture was poured into 100 mL of ice water and made basic with concentrated ammonium hydroxide. The product was extracted with diethyl ether and ethyl acetate repeatedly. The organic layers were dried (sodium sulfate) and concentrated to give crude 2-chloro-4-hydrazinopyridine as a yellow solid (830 mg, 5.78 mmol). The solid was dissolved in tetrahydrofuran (5 mL) and diluted with diethyl ether (15 mL). The solution was treated with 1 N HCI in diethyl ether (5.8 mL, 5.8 mmol). The white precipitate was filtered and washed with ether to give 2-chloro-4-hydrazinopyridine hydrochloride as a white solid (995 mg, 5.53 mmol, 71 % yield). LC-MS (ES+) MH+ = 144.’H NMR (300 MHz, DMSO-d6) b 10.0-9. 40 (br s, 4H), 8.07 (d, J = 6. 1, 1 H), 6.95 (d, J = 1.9, 1 H), 6.86 (dd, J = 5.8, 2.0, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,700811-29-6, its application will become more common.
Reference:
Patent; PHARMACIA CORPORATION; WO2004/58176; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem