Benzenesulfonamide → HCID 22275899, compound

HRID 1063970Notes

Reaction equation

HRID 1063970 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(=O)C)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C1(S(N)(=O)=O)C=CC=CC=1.[C:39](Cl)(=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]([C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=2[Cl:28])[CH:12]([CH3:20])[CH2:13][CH2:14][CH2:15][NH:16][C:39]([C:40]([CH3:43])([CH3:42])[CH3:41])=[O:44])(=[O:10])=[O:9])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 7370BenzenesulfonamideHCID 62493Pivaloyl chlorideHCID 23401683HCID 23401683, compound

Product 1

HCID 22275899HCID 22275899, compoundYield 86%

Procedure

4-chloro-N-(2,5-dichlorophenyl)-N-[4-[[(1,1-dimethylethyl)carbonyl]amino]-1-methylbutyl]benzenesulfonamide was prepared analogous to 4-chloro-N-[2,5-dichlorophenyl]-N-[(R)-1-methyl-4-(acetylamino)butyl]benzenesulfonamide by reacting 4-chloro-N-[2,5-dichlorophenyl]-N-[R]-1-methyl-4-aminobutyl]benzenesulfonamide with pivaloyl chloride. Yield=86%; MS (ESI+), 505 (M+H)+.

Sources & evidence

ORD record
ord-ada311ee00674b26a48373a2ca8adcea
Source dataset
uspto-grants-2005_11
Patent number
US06967196B1

Reaction notes

Loading…