Hydrochloric Acid → 1-Methyl-2-nitro-1H-imidazole-5-methanol
Reaction equation
[CH3:1][N:2]1[C:6]([CH:7]=[O:8])=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10].[BH4-].[Na+].Cl>C(O)C>[CH3:1][N:2]1[C:6]([CH2:7][OH:8])=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of 1.55 g. of 1-methyl-2-nitro-5-imidazolecarboxaldehyde in 200 ml. of ethanol, a solution of 1.9 g. of NaBH4 in 150 ml. of ethanol is added at about -4° C. After stirring for 15 minutes at 0° C., the excess of NaBH4 is decomposed with 10% hydrochloric acid and the reaction mixture is filtered. The residue, which is obtained by evaporation of the filtrate, is crystallized from acetone and yield 1 g. of the title product which melts at 142°-144° C.
Workup
- filtrationthe reaction mixture is filtered
- customThe residue, which is obtained by evaporation of the filtrate
- customis crystallized from acetone and yield 1 g
Sources & evidence
- ORD record
- ord-37b340d72d9746dca4b527265a3a1deb
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03987053
Reaction notes
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