Dimethylhydantoin → 4-[(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)methyl]benzonitrile

HRID 52604

Reaction equation

[CH3:1][C:2]1([CH3:9])[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].Br[CH2:11][C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1.[K].CC(C)([O-])C>>[C:16]([C:15]1[CH:18]=[CH:19][C:12]([CH2:11][N:4]2[C:3](=[O:8])[C:2]([CH3:9])([CH3:1])[NH:6][C:5]2=[O:7])=[CH:13][CH:14]=1)#[N:17]

Participants

Reactant 3

HCID 6491Dimethylhydantoin

HCID 869964-(Bromomethyl)benzonitrile

HCID 50987170Potassium tertbutoxide

Product 1

HCID 189759344-[(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)methyl]benzonitrileYield 98%

Procedure

Prepared analogously to Example 92a) from 5,5-dimethylhydantoin and 4-(bromomethyl)-benzonitrile in the presence of potassium-tert.-butoxide in a yield of 98% of theory.

Sources & evidence

ORD record: ord-705a6d6bf783472898ca9a71cec7e30d
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05616620

Linked notes

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