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

HRID 1288022Notes

Reaction equation

HRID 1288022 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-bb99df6ab04d4ad0afdb23467409a194
Source dataset
uspto-grants-1976_10
Patent number
US03987053

Reaction notes

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