3-(3,5-Dichlorophenyl)-1-methylimidazolidine-2,4-dione → HCID 60054879, compound

HRID 489232

Reaction equation

HRID 489232 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](Br)[CH2:9][CH2:10][CH2:11][CH2:12]Br)=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:17]=[C:18]([N:23]2[C:27](=[O:28])[CH2:26][N:25]([CH3:29])[C:24]2=[O:30])[CH:19]=[C:20]([Cl:22])[CH:21]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:9][CH2:10][CH2:11][CH2:12][C@:26]32[N:25]([CH3:29])[C:24](=[O:30])[N:23]([C:18]2[CH:17]=[C:16]([Cl:15])[CH:21]=[C:20]([Cl:22])[CH:19]=2)[C:27]3=[O:28])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 119945103-(3,5-Dichlorophenyl)-1-methylimidazolidine-2,4-dioneHCID 220252991-Bromo-4-(1,5-dibromopentyl)benzene

Product 1

HCID 60054879HCID 60054879, compound

Procedure

Using the same procedure as in Example 1 starting from 1-bromo-4-(1,5-dibromopentyl)benzene (4.2 g, 10.9 mmol) (Preparation 14) and 3-(3,5-dichlorophenyl)-1-methylimidazolidine-2,4-dione (2.59 g, 10 mmol), the above titled compound was obtained as a white solid (3.1 g, mp=118° C.). 1H NMR (CDCl3): 7.41 (2H, d, J=8.4 Hz), 7.30 (1H, m), 7.00 (2H, d, J=8.4 Hz), 6.90 (2H, m), 3.03 (3H, s), 2.91 (1H, dd, J1=12.9 Hz, J2=3.6 Hz), 2.55 (1H, dq), 2.1-2.3 (1H, m), 1.8-2.05 (5H, m), 1.3-1.6 (1 H, m).

Sources & evidence

ORD record
ord-5dbb9c049ebe4bf8bcaa59125ef2285e
Source dataset
uspto-grants-2005_12
Patent number
US06977267B2

Linked notes

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