Ethanolamine → N-(2-Hydroxyethyl)-2-methyl-5-nitropyridine-3-carboxamide
Reaction equation
[CH3:1][C:2]1[N:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:3]=1[C:4]([O:6]CC)=O.[NH2:16][CH2:17][CH2:18][OH:19]>C(O)C>[OH:19][CH2:18][CH2:17][NH:16][C:4](=[O:6])[C:3]1[CH:9]=[C:10]([N+:13]([O-:15])=[O:14])[CH:11]=[N:12][C:2]=1[CH3:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of ethyl 2-methyl-5-nitronicotinate (1 g.) and 2-aminoethanol (4 ml.) in ethanol (5ml.) was stirred at room temperature for 16 hours. The solvent was distilled off, the residue was purified by silica gel chromatography and recrystallized from ethyl acetate n-hexane to give the desired yellow crystals. mp 144° - 145° C.
Workup
- distillationThe solvent was distilled off
- customthe residue was purified by silica gel chromatography
- customrecrystallized from ethyl acetate n-hexane
- customto give the desired yellow crystals
Sources & evidence
- ORD record
- ord-e50f24c5f5de465a89c287c68e8b8281
- Source dataset
- uspto-grants-1977_10
- Patent number
- US04053608
Reaction notes
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