Sodium Iodide → 1-Benzenesulfonyl-3-(2-chloro-phenyl)-2-oxo-imidazolidine-4-carboxylic acid methyl ester

HRID 1864421Notes

Reaction equation

[CH3:1][O:2][C:3]([CH:5]1[CH2:7][N:6]1[S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:10])=[O:9])=[O:4].[Na+].[I-].[Cl:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]=[C:27]=[O:28]>>[CH3:1][O:2][C:3]([CH:5]1[CH2:7][N:6]([S:8]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)(=[O:9])=[O:10])[C:27](=[O:28])[N:26]1[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[Cl:19])=[O:4]

Participants

Reactant 3

HCID 5238Sodium Iodide

HCID 76833Chlorophenyl isocyanate

HCID 866234831-Benzenesulfonyl-aziridine-2-carboxylic acid methyl ester

Product 1

HCID 671406991-Benzenesulfonyl-3-(2-chloro-phenyl)-2-oxo-imidazolidine-4-carboxylic acid methyl ester

Procedure

In analogy to example 1,1-benzenesulfonyl-aziridine-2-carboxylic acid methyl ester (example 39, step 2) was reacted with NaI and 2-chlorophenylisocyanate to give 1-benzenesulfonyl-3-(2-chloro-phenyl)-2-oxo-imidazolidine-4-carboxylic acid methyl ester.

Sources & evidence

ORD record: ord-5b5cd1b6889b4bacbf0e57c78ab3f75d
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625902B2

Reaction notes

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