3-Nitro-5-(trifluoromethyl)-2(1H)-pyridinone

2-Hydroxy-5-trifluoromethylpyridine (10.0 g, 61.3 mmol) was dissolved in sulfuric acid (50 ml) and cooled to 0(1) 100g compound 1 was dissolved in 400ml of concentrated sulfuric acid was added 2L three-necked flask, Heated to an internal temperature rose to 80 degrees;110g of concentrated nitric acid with a dropping funnel slowly added dropwise to the reaction system, System began to heat up, At this point the reaction flask from the hot bath to the air bath, Control dropping speed, So that the internal temperature maintained at 80-85 degrees (high temperature, the yield will be reduced, you can use a cold water bath temperature control), About 50 minutes dripping finished (40-60 minutes can be)Then the oil bath incubated for 50 minutes (40-60 minutes can be);TLC showed that most of the raw materials reacted, stop heating, Quickly dropped to room temperature, the reaction solution was poured into 1, 000g of ice on the cloudy liquid, It was then extracted with ethyl acetate (EA) (500 ml * 2)The organic phase was washed again with saturated brine, dried and concentrated to give the crude product, The crude product was added to dichloromethane (DCM) (80ml), stirred for 5min, a small amount of unreacted raw material was dissolved and filtered. The filter cake was first washed with a small amount of DCM and then with EA and petroleum ether, The filter cake was dried to give compound 2 as a pale yellow solid.TLC information: UV color, raw Rf = 0.5, product Rf = 0.1.Developing solvent: EA / 1-2 drops of ammonia or DCM / MeOH = 10/1 plus 1-2 drops of ammonia.35 g of the product was obtained as a light yellow solid in a yield of 28percent.General procedure: 2-Amino-3-nitropyridine 8 (0.015 mol) was dissolved, on cooling with ice, in 70percent sulfuric acid and treated with a solution of NaNO2 (1.24 g) in water (8 mL), which was added dropwise so as to maintain the reaction temperature in 0-5 °C range. The reaction was allowed to warm up to rt and stirred at that temperature for 3 h. The precipitate formed was isolated by filtration, washed with water and dried at 60 °C overnight.

Molecular Weight:208.09
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Exact Mass:208.00957645
Monoisotopic Mass:208.00957645
Topological Polar Surface Area:74.9
Heavy Atom Count:14
Complexity:350
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes