Ammonium Acetate → HCID 59699556, compound
Reaction equation
C([O-])(=[O:3])C.[NH4+].Cl[C:7]1[C:16]([C:17]#[N:18])=[C:15]([Cl:19])[C:14]2[C:9](=[N:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1>C(O)(=O)C>[Cl:19][C:15]1[C:14]2[C:9](=[N:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7](=[O:3])[C:16]=1[C:17]#[N:18]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
Ammonium acetate (6.81 g, 88.37 mmol) was added to a suspension of 2,4-Dichloro-[1,8]-naphthyridine-3-carbonitrile (30) in acetic acid at room temperature and heated at 140° C. for 45 min. The solution was cooled and poured into ice water. The solids formed were filtered, washed with cold water and suspended in saturated sodium bicarbonate solution. After stirring overnight at room temperature, the solids were filtered, washed by cold water, and dried at room temperature under vacuum to yield 8.0 g (48%) of 4-chloro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (31) as white solids. MP: 310° C.; 1H-NMR (DMSO-d6): δ 7.58 (dd, J=4.4, 8.0 Hz, 1H), 8.50 (d, J=2.0, 8.0 Hz, 1H), 8.83 (dd, J=4.4, 1.6 Hz, 1H), 13.03 (S, 1H); EIMS: 206 (M+1).