1-Methylimidazole → HCID 18405188, compound

HRID 1017790Notes

Reaction equation

HRID 1017790 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[I:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](Cl)=[O:13])=[CH:10][CH:9]=1.C(N(CC)CC)C>C(#N)C.C(OCC)(=O)C>[I:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([C:3]2[N:2]([CH3:1])[CH:6]=[CH:5][N:4]=2)=[O:13])=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 13901-MethylimidazoleHCID 8471TriethylamineHCID 743734-Iodobenzoyl chloride

Product 1

HCID 18405188HCID 18405188, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.82 g (10 mmol) of 1-methyl-imidazole and 2.7 g (10 mmol) of 4-iodobenzoic acid chloride are combined in 10 ml of acetonitrile while cooling with an ice bath, 1.4 ml (10 mmol) of triethylamine are added and the mixture is then stirred for 16 hours at ambient temperature. The crude product is taken up in 30 ml of ethyl acetate, washed with H2O, dried, concentrated in vacuo and purified by flash chromatography (silica gel; methylene chloride).

Workup

  1. temperaturewhile cooling with an ice bath
  2. washwashed with H2O
  3. customdried
  4. concentrationconcentrated in vacuo
  5. custompurified by flash chromatography (silica gel; methylene chloride)

Sources & evidence

ORD record
ord-52fa39ad85874ae1bb39d423bf2cdd3a
Source dataset
uspto-grants-2002_11
Patent number
US06479524B1

Reaction notes

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