Potassium Carbonate → Methyl 7-(3,4,5-triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)-5-heptynoate

HRID 1376388Notes

Reaction equation

HRID 1376388 reaction equation
[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH:9][C:8]2=[O:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:26][C:27]#[C:28][CH2:29][CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:9]([CH2:26][C:27]#[C:28][CH2:29][CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])[C:8]2=[O:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 6285441,4,5-Triphenyl-1,3-dihydro-2H-imidazol-2-oneHCID 11287432Methyl 7-bromohept-5-ynoate

Product 1

HCID 22916387Methyl 7-(3,4,5-triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)-5-heptynoate

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1,4,5-Triphenylimidazol-2-one was treated with methyl 7-bromo-5-heptynoate and potassium carbonate in butanone to give after work-up the title compound, m.p. 133°-134° C. , Found: C, 76.9; H, 5.8; N, 6.0%; C29H26N2O3 requires: C 77.3; H, 5.8; N, 6.2%

Sources & evidence

ORD record
ord-9c5d0b677960444192cfe261082c34c9
Source dataset
uspto-grants-1997_09
Patent number
US05663053

Reaction notes

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