Triethylamine → HCID 69518330, compound

HRID 1179857Notes

Reaction equation

HRID 1179857 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2C(=[CH:10][CH:11]=1)N=CC=C2.[I-].C[N+]1C=CN([C:19](=[O:28])[N:20]([CH3:27])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)C=1.C([N:31]([CH2:34][CH3:35])[CH2:32][CH3:33])C>C(#N)C>[CH:34]1[C:35]2[C:10](=[CH:11][C:2]([O:1][C:19](=[O:28])[N:20]([CH3:27])[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[CH:3][CH:4]=2)[CH:33]=[CH:32][N:31]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 113746-HydroxyquinolineHCID 109478841-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodide

Product 1

HCID 69518330HCID 69518330, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 6-hydroxyquinoline (0.44 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 (50:50)) yielding the title compound (0.80 g, 96% yield) as a white solid.

Workup

  1. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-2b8dab867b6642edbbd33dc69add50b2
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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