Formaldehyde → HCID 178463937, compound

HRID 2391776Notes

Reaction equation

HRID 2391776 reaction equation
[CH2:1]=O.[CH2:3]([NH:5][CH2:6][CH3:7])[CH3:4].[N+:8]([C:11]1[NH:12][CH:13]=[CH:14][N:15]=1)([O-:10])=[O:9]>CCO>[CH2:3]([N:5]([CH2:6][CH3:7])[CH2:1][C:13]1[N:12]=[C:11]([N+:8]([O-:10])=[O:9])[NH:15][CH:14]=1)[CH3:4]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 107012-Nitroimidazole

Product 1

HCID 178463937HCID 178463937, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Formaldehyde (36% in H2O, 1.0 mL, 13.3 mmol, 1.5 equiv) and diethyl amine (0.92 mL, 8.8 mmol) were added sequentially to a suspension of 2-nitro-imidazole (1 g, 8.8 mmol) in EtOH (20 mL). The resulting mixture was heated to reflux for 18 h, allowed to cool to rt, and concentrated. Trituration of the residue in Et2O afforded an impure sample of the title compound which was used without further purification.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 18 h
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e10ccafefc3347a3be27c194ee22e01c
Source dataset
uspto-grants-2012_09
Patent number
US08273882B2

Reaction notes

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