Sodium Iodide → (RS)-1-Benzenesulfonyl-3-(3-chloro-phenyl)-4-[4-(2,5-dimethyl-phenyl)-piperazine-1-carbonyl]-imidazolidin-2-one

HRID 1864399Notes

Reaction equation

HRID 1864399 reaction equation
[C:1]1([S:7]([N:10]2[CH2:12][CH:11]2[C:13]([N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][C:22]=3[CH3:28])[CH2:17][CH2:16]2)=[O:14])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I-].[Na+].[Cl:31][C:32]1[CH:33]=[C:34]([N:38]=[C:39]=[O:40])[CH:35]=[CH:36][CH:37]=1>>[C:1]1([S:7]([N:10]2[CH2:12][CH:11]([C:13]([N:15]3[CH2:16][CH2:17][N:18]([C:21]4[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][C:22]=4[CH3:28])[CH2:19][CH2:20]3)=[O:14])[N:38]([C:34]3[CH:35]=[CH:36][CH:37]=[C:32]([Cl:31])[CH:33]=3)[C:39]2=[O:40])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 5238Sodium IodideHCID 17968Benzene, 1-chloro-3-isocyanato-HCID 86623480((R)-1-benzenesulfonyl-aziridin-2-yl)-[4-(2,5-dimethyl-phenyl)-piperazin-1-yl]-methanone

Product 1

HCID 25028595(RS)-1-Benzenesulfonyl-3-(3-chloro-phenyl)-4-[4-(2,5-dimethyl-phenyl)-piperazine-1-carbonyl]-imidazolidin-2-one

Procedure

In analogy to example 2, (RS)-(1-benzenesulfonyl-aziridin-2-yl)-[4-(2,5-dimethyl-phenyl)-piperazin-1-yl]-methanone (example 2, step 3) was reacted with sodium iodide and 3-chlorophenyl isocyanate to give the title compound as a colorless solid. MS: 552.7 ([M+H]+)

Sources & evidence

ORD record
ord-addbd80230a2402d92e47013e8a47a39
Source dataset
uspto-grants-2009_12
Patent number
US07625902B2

Reaction notes

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