Sodium Methoxide → HCID 20455139, compound

HRID 1902835Notes

Reaction equation

HRID 1902835 reaction equation
I[CH2:2][CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[C:5]1[N+:9]([O-:11])=[O:10].C[O-].[Na+]>CO>[N+:9]([C:5]1[N:4]([CH:3]=[CH2:2])[CH:8]=[CH:7][N:6]=1)([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 20455144HCID 20455144, compound

Product 1

HCID 20455139HCID 20455139, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

206 g of 1-(2-iodoethyl)-2-nitroimidazole were boiled under reflux for 1 hour in a solution of 41 g of sodium methylate in 2 liters of methanol. The solution was evaporated under reduced pressure and the residue was taken up with 2 liters of ethyl acetate and 1 liter of water. The organic phase was washed twice with 0.5 liters of 10% sodium chloride solution each time and evaporated to dryness. After recrystallization from diisopropyl ether, the residue yielded 98.2 g of 2-nitro-1-vinyl-imidazole, m.p. 64°-66° C.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. washThe organic phase was washed twice with 0.5 liters of 10% sodium chloride solution each time
  3. customevaporated to dryness
  4. customAfter recrystallization from diisopropyl ether

Sources & evidence

ORD record
ord-1150e0dd6ae04c5488362d2ec6704a50
Source dataset
uspto-grants-1982_12
Patent number
US04366166

Reaction notes

Loading…