Benzenesulfonamide → HCID 23401685, compound

HRID 1063974Notes

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.Cl[C:40]([O:42][CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)=[O: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])[C@H:12]([CH3:20])[CH2:13][CH2:14][CH2:15][NH:16][C:40]([O:42][CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:41])(=[O:10])=[O:9])=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 7370Benzenesulfonamide

HCID 10387Benzyl chloroformate

HCID 23401683HCID 23401683, compound

Product 1

HCID 23401685HCID 23401685, compoundYield 81%

Procedure

4-chloro-N-(2,5-dichlorophenyl)-N-[4-[[(benzyloxy)carbonyl]amino]-1(R)-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 benzyl chloroformate. Yield=81%; MS (ESI+), 555 (M+H)+.

Sources & evidence

ORD record: ord-44b4451b037040d19e0e3c0649e9b240
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06967196B1

Reaction notes

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