Formaldehyde → HCID 178463937, compound

HRID 1189748Notes

Reaction equation

HRID 1189748 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-79b2b1e53f534234b987f01e9ee23935
Source dataset
uspto-grants-2014_03
Patent number
US08674099B2

Reaction notes

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