Chlorine → HCID 178464826, compound

HRID 2053842Notes

Reaction equation

HRID 2053842 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[C:23]([N:25]1[CH2:29][CH2:28][S:27][CH2:26]1)=[O:24])[C:5]([NH:7][CH:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6].ClC1C=C(C=CC=1)C(OO)=[O:35].ClCCl.CO.ClCl>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[C:23]([N:25]1[CH2:29][CH2:28][S:27](=[O:35])[CH2:26]1)=[O:24])[C:5]([NH:7][CH:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6]

Participants

6

Reactant 4

HCID 24526Chlorine2×HCID 70297m-Chloroperbenzoic acidHCID 21226129Dichloromethane methanolHCID 178464822HCID 178464822, compound

Product 1

HCID 178464826HCID 178464826, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared analogously to Example 85 from rac.-3-chloro-N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]4-(thiazolidin-3-ylcarbonyl)benzamide and 3-chloroperoxybenzoic acid in dichloromethane/glacial acetic acid. Yield: 46%; Rf value: 0.20 (silica gel; dichloromethane/methanol=9:1); C20H18Cl2N4O3S (465.36); mass spectrum: (M+H)+=465/467 (chlorine isotope) and (M−H)−=463/465 (chlorine isotope).

Sources & evidence

ORD record
ord-6a917420e20c452288d1faad36608c41
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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