Potassium Carbonate → 7-(3,4,5-Triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)heptanonitrile

HRID 1376375Notes

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][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]#[N:33].C(=O)([O-])[O-].[K+].[K+]>>[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][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]#[N:33])[C:8]2=[O:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 88737Heptanenitrile, 7-bromo-

HCID 6285441,4,5-Triphenyl-1,3-dihydro-2H-imidazol-2-one

Product 1

HCID 229163727-(3,4,5-Triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)heptanonitrile

Procedure

1,4,5-TriphenylimidazoI-2-one was treated with 7-bromo-heptanonitrile and potassium carbonate in bumone to give after chromatographic work-up 7-(3,4,5-triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)heptanonitrile, m.p. 100°-101° C., Found: C, 79.7; H, 6.6; N, 9.8%; C28H27N3O requires: C, 79.9; H, 6.4; N, 10.0%; and 7-(1,4,5-triphenylimidazol-2-yloxy)heptanonitrile, m.p..93°-94° C., Found: C, 79.5; H, 6.6; N, 9.7%; C28H27N3O requires: C, 79.9; H, 6.4; N, 10.0%.

Sources & evidence

ORD record: ord-ccca8a66dcff42fba60fc0ee1a99f1f9
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05663053

Reaction notes

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