Hydrochloric Acid → 6-Benzoyl-5-nitropyridin-2(1H)-one
Reaction equation
C([CH:3]([C:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][CH:13]=[C:12](Cl)[N:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)#N.OO.[OH-:22].[K+].Cl.[OH2:25]>CC(C)=O>[C:3]([C:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][CH:13]=[C:12]([OH:25])[N:11]=1)(=[O:22])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 35 °C
Procedure
50 grams of 2-(α-cyanobenzyl)-3-nitro-6-chloropyridine were dissolved in 200 ml. of acetone, 70 ml. of 30% aqueous hydrogen peroxide added and then with stirring there was gradually dropped a solution of 39 grams of KOH in 50 ml. of water with stirring. The solution heated by itself to 35° C. After 40 minutes there was no blue coloration upon dropwise adding further potassium hydroxide solution. The yellow-red solution was diluted with water and acidified with hydrochloric acid. The 2-benzoyl-3-nitro-6-hydroxypyridine crystallized out and was filtered off with suction after an hour and dried.
Workup
- customThe 2-benzoyl-3-nitro-6-hydroxypyridine crystallized out
- filtrationwas filtered off with suction after an hour
- customdried
Sources & evidence
- ORD record
- ord-13dadbc7c7b343f892ad9b4d200a9a5c
- Source dataset
- uspto-grants-1980_06
- Patent number
- US04207322
Reaction notes
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