Triethylamine → HCID 69519255, compound

HRID 1179852Notes

Reaction equation

HRID 1179852 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([CH3:7])[O:4][N:3]=1.[I-].C[N+]1C=CN([C:15](=[O:24])[N:16]([CH3:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)C=1.C(N(CC)CC)C>C(#N)C>[CH3:7][C:5]1[O:4][N:3]=[C:2]([O:1][C:15](=[O:24])[N:16]([CH3:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24781HymexazolHCID 109478841-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodide

Product 1

HCID 69519255HCID 69519255, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 3-hydroxy-5-methylisoxazole (0.30 g, 3.00 mmol)), 1-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodide (1.03 g, 3.00 mmol) and triethylamine (0.42 ml, 3.00 mmol) in acetonitrile (15 ml) was stirred at room temperature for 18 hours. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane (25:75)) yielding the title compound (0.67 g, 96% yield) as a colourless oil.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane (25:75))

Sources & evidence

ORD record
ord-3ad225f82db54e39b041651488aa8974
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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