ChemicalBook CAS DataBase List Isonicotinamide

Isonicotinamide synthesis

13synthesis methods

Product Name:Isonicotinamide
CAS Number:1453-82-3
Molecular formula:C6H6N2O
Molecular Weight:122.12

synthesis of isonicotinamide: In 6g tert-amyl alcohol, add 100mg ferric oxide, 100mg cobalt tetroxide and 100mg manganese dioxide (mass percentage in the mixture: 4.6%), 60mg 4-cyanopyridine (mass percentage in the mixture: 0.91%), 200uL Water (mass percentage in the mixture: 3.0%), mix well; react at 80°C for 24 hours, the conversion rate of 4-cyanopyridine is 99.0%, and the selectivity of the corresponding Isonicotinamide is 99.0%.

55-22-1 Synthesis

55-22-1
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1453-82-3
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$5.00/250mg

Yield:1453-82-3 95%

Reaction Conditions:

Stage #1: pyridine-4-carboxylic acidwith chloroformic acid ethyl ester;triethylamine in tetrahydrofuran at 0; for 0.5 h;
Stage #2: with ammonium chloride in tetrahydrofuran;water at 0; for 0.5 h;

Steps:

4.2.11 4.2. Typical procedure for the primary amidation of 3-phenylpropanoic acid 1a with NH₄Cl

General procedure: To a colorless solution of 75mg (0.50mmol) of 3-phenylpropanoic acid 1a in 10mL of THF were added at 0°C 67μL (0.70mmol, 1.4equiv) of ClCO₂Et and 209μL (1.5mmol, 3.0equiv) of Et₃N.
After stirring for 30min at 0°C, 0.75 ml of a 1.0M aqueous solution of NH₄Cl (0.75mmol, 1.5equiv) was added at 0°C to the colorless suspension.
The mixture was stirred for 30min at 0°C and 5mL of H₂O was added to the resulted mixture.
The colorless clear solution was extracted with 30mL of EtOAc and the aqueous layer was extracted with 20mL of EtOAc.
The organic layers were combined, washed with 5mL of brine, and dried over anhydrous MgSO₄.
The crude product was chromatographed on silica gel with EtOAc to afford 72mg (96% yield) of 3-phenylpropanamide 2a. 4.2.11
Isonicotinamide 2k
58?mg (95%); colorless solid; mp: 151-153?°C; ¹H NMR (400?MHz, DMSO-d⁶): δ 7.73 (br, 1H, NH_A), 7.76, 8.72 (d, d, J?=?6.0, 6.0?Hz, 2H, 2H, pyridyl), 8.25 (br, 1H, NH_B); ¹³C NMR (100?MHz, DMSO-d⁶): δ 121.3, 141.2, 150.1, 166.2; IR (KBr, v_max/cm^-1)?=?3334 (CONH), 1684 (CON), 1624 (CON); HRMS (ESI-TOF): Calcd for C₆H₇N₂O (M+H)⁺: 123.0553, found: 123.0529.