Nicotinic acid, hydrazide → HCID 86745225, compound
Reaction equation
[OH:1][CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[C:12]([NH:20][NH2:21])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=1>CCOCCO>[C:12]([NH:20][N:21]=[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH:2]([OH:1])[CH3:11])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 15.0 g of 2-hydroxypropiophenone and 13.7 g of nicotinic acid hydrazide is stirred in 100 ml of ethyl cellosolve, initially for 18 hours at 120° C. (with distillation of a small amount of solvent) and then for a further 5 hours at room temperature. The light yellow precipitate produced is isolated by suction filtration and washed with ethanol and then with water. 18.5 g of 2-hydroxypropiophenone nicotinoylhydrazone are obtained after the product has been dried at 40°-50° C. under vacuum. 2.7 g of this product are suspended in 30 ml of dimethylformamide and treated with a solution of 2.8 g of nickel(II) acetate·4H2O in 35 ml of dimethylformamide. The resulting mixture is stirred at 120° C. for 4 hours and the product is then isolated by filtration and subsequently washed with isopropanol and then with water. After the product has been dried under vacuum at 60°-70° C., 2.8 g of a yellow powder of the following formula (or a tautomeric form thereof): ##STR17## as the 1:1 nickel complex are obtained which gives the following microanalysis:
Workup
- distillationwith distillation of a small amount of solvent) and then for a further 5 hours at room temperature
- customThe light yellow precipitate produced
- customis isolated by suction filtration
- washwashed with ethanol
Sources & evidence
- ORD record
- ord-4ca44cb6982b49439415bdd3a323ecee
- Source dataset
- uspto-grants-1991_11
- Patent number
- US05066695
Reaction notes
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