preparation method of 1,1-thiocarbonyl di-2(1h)-pyridine_industrial additives

background and overview of the preparation method of 1,1-thiocarbonyl di-2(1h)-pyridine

1,1-thiocarbonyl di-2(1h)-pyridine is a heterocyclic organic compound that can be used as a pharmaceutical synthesis intermediate.

preparation method of 1,1-thiocarbonyl di-2(1h)-pyridine preparation method

1,1-thiocarbonyl di-2(1h)-pyridine can be used to prepare compound i, which can be used to prepare and treat drugs for fibrotic diseases:

1) compound ii: dissolve compound f (114.00mg, 315.13μmol) in dioxane (10ml), add 1,1-thiocarbonyl di-2(1h)-pyridine (102.47mg, 441.18 μmol), the reaction was stirred at 101°c for 16 hours. afterwards, the reaction was cooled to 25°c, and cyclopropylamine (395.78 mg, 6.93 mmol) was added. after the reactant was stirred at 25°c for 16 hours, it was directly separated by preparative chromatography (synergimax-rp, 200*25mm, 4um, trifluoroacetic acid) to obtain the target compound ii (light yellow solid, 16.30 mg, yield 9.00%).

1hnmr (mhz, cd3od) 9.05 (s, 1h), 8.95 (d, j=6.4hz, 1h), 7.86-7.72 (m, 1h), 7.66 (s, 1h), 7.55-7.51 (m, 1h), 7.22(m, 2h), 4.22(s, 3h), 2.76(m, 1h), 0.94(m, 2h), 0.79(m, 2h).

2) compound i: add 300ml ethanol into a 500ml three-necked flask at 20-30℃, and slowly (2 drops/second) drop methanesulfonic acid (2.50g, 26.04mmol) at 20-30℃ add to the three-necked flask; heat the reaction flask to 55~60°c (internal temperature), add compound g (10.00g, 21.70mmol) to r1; after adding, stir at 55~60°c (internal temperature) for 1 minute, then slowly (40~50 minutes) cool to 20~25℃, stir at 20~25℃ for 14 hours; filter, wash the filter cake with ethanol (5ml*2); vacuum dry the filter cake at 45~50℃ for 4 hours, hnmr (p05222- 001-p1a) detection; vacuum drying at 75-80°c for 14 hours, hnmr detection; obtain the product compound i (off-white solid, 1 sodium bicarbonate 0.02g);

1hnmr (mhz, dmso-d6) δppm9.39 (s, 1h) 8.99-9.15 (m, 1h) 8.75 (s, 1h) 8.36 (brs, 1h) 7.89-8.08 (m, 2h) 7.87-7.88 (m, 1h) 7.82 (brs, 1h) 7 bismuth subcarbonate.55-7.72 (m, 2h) 7.06 (brs, 1h) 4.11 (s, 3h) 2.38 (s, 3h) 0.48-0.93 (m, 4h )