1-Methyl-2-nitro-1H-imidazole-5-carboxaldehyde → 1-Methyl-5-[1-(2-hydroxyethyl)-5-ethyl-2-imidazolyl]iminomethyl-2-nitroimidazole

HRID 1075959Notes

Reaction equation

HRID 1075959 reaction equation
[CH3:1][N:2]1[C:6]([CH:7]=O)=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10].Cl.[OH:13][CH2:14][CH2:15][N:16]1[C:20]([CH2:21][CH3:22])=[CH:19][N:18]=[C:17]1[NH2:23].[O-]CC.[Na+]>C(O)C>[CH3:1][N:2]1[C:6]([CH:7]=[N:23][C:17]2[N:16]([CH2:15][CH2:14][OH:13])[C:20]([CH2:21][CH3:22])=[CH:19][N:18]=2)=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 1003901-Methyl-2-nitro-1H-imidazole-5-carboxaldehydeHCID 2723922Sodium ethoxideHCID 215037351-(2-Hydroxyethyl)-2-amino-5-ethylimidazole hydrochloride

Product 1

HCID 543652751-Methyl-5-[1-(2-hydroxyethyl)-5-ethyl-2-imidazolyl]iminomethyl-2-nitroimidazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 0.4 g. of 1-methyl-2-nitro-5-imidazolecarboxaldehyde dissolved in 25 ml. of ethanol, 0.494 g. of 1-(2-hydroxyethyl)-2-amino-5-ethylimidazole hydrochloride and 0.175 ml. of sodium ethoxide in 2.89 ml. of ethanol are added. After standing overnight, the solid which precipitates is collected on the filter and washed with water. Yield: 0.269 g., m.p. 185°-187° C.

Workup

  1. customthe solid which precipitates
  2. customis collected on the
  3. filtrationfilter
  4. washwashed with water

Sources & evidence

ORD record
ord-b1b4be05a99f48c18e51e2d7e879039b
Source dataset
uspto-grants-1976_05
Patent number
US03954789

Reaction notes

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