Water → HCID 18437798, compound

HRID 1643231Notes

Reaction equation

HRID 1643231 reaction equation
[Cl:1][N:2]1[C:6]([Cl:7])=[CH:5][N:4]=[CH:3]1.[H-].[Na+].[CH3:10][O:11][CH2:12][CH2:13]Cl.O>CN(C=O)C.C(OCC)(=O)C>[CH3:10][O:11][CH:12]([C:3]1[N:2]([Cl:1])[C:6]([Cl:7])=[CH:5][N:4]=1)[CH3:13]

Participants

7

Reactant 4

HCID 962WaterHCID 123162-Chloroethyl methyl etherHCID 24758Sodium hydrideHCID 18437850HCID 18437850, compound

Product 1

HCID 18437798HCID 18437798, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 1 mmol of 3,4-dichloroimidazole in anhydrous DMF (5 n-L) is treated with sodium hydride (1.05 mmol) at 0° C. under nitrogen with magnetic stirring. After 30 min., 2-chloroethyl methyl ether (1 mmol) is added and the reaction mixture is warmed to 60° C. for 2 h. The reaction mixture is cooled, portioned between water and ethyl acetate. The organic layer is separated, washed with water, brine and dried over sodium sulfate. The reaction mixture is filtered, evaporated and purified by chromatography on silica gel to obtain 1-methoxyethyl-3,4-dichloroimidazole.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customThe organic layer is separated
  3. washwashed with water, brine
  4. dry with materialdried over sodium sulfate
  5. filtrationThe reaction mixture is filtered
  6. customevaporated
  7. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-f731fda4cbee450ebe6fcb4f4b8c51c1
Source dataset
uspto-grants-2012_02
Patent number
US08119665B2

Reaction notes

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