Methanesulfonamide → HCID 72613076, compound

HRID 2181139Notes

Reaction equation

HRID 2181139 reaction equation
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][CH:7]([N:16]([CH3:28])[C:17](=[O:27])[CH:18]=[C:19]2[C:23](=O)[O:22]C(C)(C)[O:20]2)[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:31][S:32]([NH2:35])(=[O:34])=[O:33]>>[Cl:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][CH:7]([N:16]([CH3:28])[C:17](=[O:27])[CH:18]=[C:19]([OH:20])[C:23]([NH:35][S:32]([CH3:31])(=[O:34])=[O:33])=[O:22])[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 72879MethanesulfonamideHCID 69655535HCID 69655535, compound

Product 1

HCID 72613076HCID 72613076, compoundYield 72.2%

Procedure

Reaction of N-[1-(4-chlorobenzyl)-2-(4-chlorophenyl)-ethyl]-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-methyl-acetamide (0.363 g, 0.81 mmol) with methanesulfonamide (0.077 g, 0.81 mmol) as described in the preparation of compound 22 gave 0.284 g (72% yield) of the title amide as a white solid. 1H NMR (400 MHz, DMSO) δ: mixture of rotamers: 2.5-3.5 (10H, m, CH3 and CH2), 4.55 and 5.1 (1H, broad m, CH), 5.8 (1H, s, CH), 7.1-7.4 (8H, m, aromatics).

Sources & evidence

ORD record
ord-6c3da9a3ccd84249ba84399c122179f2
Source dataset
uspto-grants-2005_05
Patent number
US06890942B2

Reaction notes

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