3-Cyano-2-pyridone

Dark Yellow Solid

Acetic acid (826 mL) was added to 2-chloronicotinonitrile (250 g) and mixture was refluxed for 48 h. The reaction mass was poured in ice-water mixture. The precipitate obtained was filtered washed with water and dried to obtain 2-hydroxy-nicotinonitrile. Yield: 95 percent; *H NMR (300 MHz, DMSO-dAcetic acid (20 mL) was added in three portions to 2-chloronicotinonitrile (1.38 g, 10 mmol) under stirring at room temperature. Acetic acid (826 mL) was added to 2-chloronicotinonitrile (250 g) and mixture was refluxed for 48 h. The reaction mass was poured in ice-water mixture. The precipitate obtained was filtered washed with water and dried to obtain 2-hydroxy-nicotinonitrile. Yield: 95 %; *H NMR (300 MHz, DMSO-d6): delta 12.57 (s, 1H), 8.16 (dd, J=3, 6Hz, 1H), 7.80 (dd, J=3, 6Hz, 1H), 6.37 (t, 1H); MS (ES): m/z 121.Acetic acid (20 mL) was added in three portions to 2-chloronicotinonitrile (1.38 g, 10 mmol) under stirring at room temperature. Then, the temperature raised to 120 C, and kept for 8 h. After cooled to room temperature, the resulting precipitation was filtered. 2-hydroxynicotinonitrile was obtained as white needle crystal. Yield: 68%, 1H NMR (400 MHz, CDCl3): delta: 10.12 (s, 1H), 7.93 (d, J = 8.0 Hz, 1H), 7.72 (d, J = 8.0 Hz, 1H), 6.34 (m, 1H).TOF MS (EI+): C6H4N2O, found 121.03. Mp: 224-225 C.A mixture of 2-chloronicotinonitrile (1.38 g, 10 mmol) and acetic acid (20 mL) was heated to 125 C and kept for 8 h, the mixture was used in the next step without further disposal.9 g (0.5 eq) of N-iodosuccinimide at room temperature is added to a solution of 10 g (83 mmol) of 2-hydroxy-5-iodonicotinonitrile 9 g (0.5 eq) of N-iodosuccinimide at room temperature is added to a solution of 10 g (83 mmol) of 9 g (0.5 eq) of N-iodosuccinimide at room temperature is added to a solution of 10 g (83 mmol) of Example la: 2-hydroxy-5-iodonicotinonitrile 9 g (0.5 eq) of N-iodosuccinimide at room temperature is added to a solution of 10 g (83 mmol) of Example la: 2-hydroxy-5-iodonicotinonitrile 9 g (0.5 eq) of N-iodosuccinimide at room temperature is added to a solution of 10 g (83 mmol) of 9 g (0.5 eq) of N-iodosuccinimide at room temperature is added to a solution of 10 g (83 mmol) of (1) Preparation of (1) Preparation of (1) Preparation of Add 108g (1.0mol) of malondialdehyde (containing two crystal waters) and 92.5g (1.1mol) of cyanoacetamide to a 1000ml reaction bottle, add 300ml of CH2Cl2 and stir to dissolve; After the system is dissolved, add 12g of acetic acid ( 0.2mol), the dropping process is cooled properly so that the temperature of the system does not exceed 15 . After the dropwise addition, the temperature was slowly raised to the reflux of the system, and the reaction was 5.5 hours. After the reaction, the system was cooled to room temperature, 400 ml of saturated sodium carbonate was added to the aqueous solution, stirred for half an hour, and the aqueous layer was separated and discarded. The organic phase was dried with anhydrous sodium sulfate and filtered.The filtrate obtained by filtration was first distilled under normal pressure, and then the solvent was distilled off under reduced pressure to obtain 106 g of light yellow solid (product containing

Molecular Weight:120.11
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:120.032362755
Monoisotopic Mass:120.032362755
Topological Polar Surface Area:52.9
Heavy Atom Count:9
Complexity:241
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes