4-(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)-2-trifluoromethylbenzonitrile → 4-[3-(2-Bromo-4-trifluoromethylbenzyl)-4,4-dimethyl-2,5-dioxoimidazolidin-1-yl]-2-trifluoromethylbenzonitrile

HRID 2356665Notes

Reaction equation

HRID 2356665 reaction equation
[CH3:1][C:2]1([CH3:21])[C:6](=[O:7])[N:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:9]=2)[C:4](=[O:20])[NH:3]1.[Br:22][C:23]1[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[CH:27][C:24]=1[CH2:25]Br>>[Br:22][C:23]1[CH:30]=[C:29]([C:31]([F:32])([F:33])[F:34])[CH:28]=[CH:27][C:24]=1[CH2:25][N:3]1[C:2]([CH3:21])([CH3:1])[C:6](=[O:7])[N:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:19])([F:17])[F:18])[CH:9]=2)[C:4]1=[O:20]

Participants

3

Reactant 2

HCID 111622854-(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)-2-trifluoromethylbenzonitrileHCID 149499362-Bromo-1-(bromomethyl)-4-(trifluoromethyl)benzene

Product 1

HCID 866335974-[3-(2-Bromo-4-trifluoromethylbenzyl)-4,4-dimethyl-2,5-dioxoimidazolidin-1-yl]-2-trifluoromethylbenzonitrileYield 78%

Procedure

Compound 55.2 was prepared as described for example 6.2, by reacting compound 1.1 with 2-bromo-4-trifluoromethylbenzyl bromide. 4-[3-(2-Bromo-4-trifluoromethylbenzyl)-4,4-dimethyl-2,5-dioxoimidazolidin-1-yl]-2-trifluoromethylbenzonitrile was obtained in a yield of 78%. 1H NMR: 8.36, d, 1H, 8.25, s, 1H, 8.1, d, 1H, 8.05, s, 1H; 7.85, d, 1H, 7.73, d, 1H, 4.7, s, 2H, 1.48, s, 6H.

Sources & evidence

ORD record
ord-81f4f600c958444bb7ab38524cfe274b
Source dataset
uspto-grants-2010_07
Patent number
US07759366B2

Reaction notes

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