Benzenesulfonamide → HCID 23401693, compound

HRID 1063973Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=2[Cl:28])[C@H:12]([CH3:20])[CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:19])C)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C1(S(N)(=O)=O)C=CC=CC=1.ClC([O:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)=O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=2[Cl:28])[C@H:12]([CH3:20])[CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:19])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 7370Benzenesulfonamide

HCID 15891Phenyl chloroformate

HCID 23401683HCID 23401683, compound

Product 1

HCID 23401693HCID 23401693, compoundYield 82%

Procedure

4-chloro-N-(2,5-dichlorophenyl)-N-[4-[[(phenoxy)carbonyl]amino]-1(R)-methylbutyl]benzenesulfonamide was prepared analogous to 4-chloro-N-[2,5-dichlorophenyl]-N-[(R)-1-methyl (acetylamino)butyl]benzenesulfonamide by reacting 4-chloro-N-[2,5-dichlorophenyl]-N-[R]-]-methyl-4-aminobutyl]benzenesulfonamide with phenyl chloroformate. Yield=82%; MS (ESI+), 541 (M+H)+.

Sources & evidence

ORD record: ord-07d2f90b90f24205827e9ddf702c4b50
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06967196B1

Reaction notes

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