2-Ethylbenzenesulfonyl chloride → 2-ethyl-N-(2,1,3-benzoxadiazol-5-yl)-1-benzenesulfonamide

Reaction equation

[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][O:7][N:8]=[C:4]2[CH:3]=1.[CH2:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19](Cl)(=[O:21])=[O:20])[CH3:12]>>[CH2:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19]([NH:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][O:7][N:8]=[C:4]2[CH:3]=1)(=[O:21])=[O:20])[CH3:12]

Participants

Reactant 2

HCID 27373732-Ethylbenzenesulfonyl chloride

HCID 43069642,1,3-Benzoxadiazol-5-amine

Product 1

HCID 196919102-ethyl-N-(2,1,3-benzoxadiazol-5-yl)-1-benzenesulfonamide

Procedure

Analogously to Example 1, by reaction of 5-amino-2,1,3-benzoxadiazole (obtainable by reduction of 5-nitro-2,1,3-benzoxadiazole-1- or 3-N-oxide with triethyl phosphite) with 2-ethylbenzenesulfonyl chloride, 2-ethyl-N-(2,1,3-benzoxadiazol-5-yl)-1-benzenesulfonamide is obtained.

Sources & evidence

ORD record: ord-4f6afdd55a85475bb49ce92f2b6145ed
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05726194

Reaction notes

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