1,3-Benzodioxol-5-amine → N-Benzo[1,3]dioxol-5-yl-5-chloro-2-trifluoromethyl-benzenesulfonamide

HRID 2382606Notes

Reaction equation

HRID 2382606 reaction equation
BrC1C=CC(Cl)=C(S(Cl)(=O)=O)C=1.[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([C:24]([F:27])([F:26])[F:25])=[C:18]([S:20](Cl)(=[O:22])=[O:21])[CH:19]=1.[CH2:28]1[O:37][C:36]2[CH:35]=[CH:34][C:32]([NH2:33])=[CH:31][C:30]=2[O:29]1>>[O:37]1[C:36]2[CH:35]=[CH:34][C:32]([NH:33][S:20]([C:18]3[CH:19]=[C:14]([Cl:13])[CH:15]=[CH:16][C:17]=3[C:24]([F:27])([F:26])[F:25])(=[O:22])=[O:21])=[CH:31][C:30]=2[O:29][CH2:28]1

Participants

4

Reactant 3

HCID 843101,3-Benzodioxol-5-amineHCID 509888345-Bromo-2-chlorobenzene-1-sulfonyl chlorideHCID 866319035-Chloro-2-(trifluoromethyl)benzene-1-sulfonyl chloride

Product 1

HCID 68722727N-Benzo[1,3]dioxol-5-yl-5-chloro-2-trifluoromethyl-benzenesulfonamide

Procedure

This compound is prepared analogously to Intermediate E (step 2) by replacing S-bromo-2-chloro-benzenesulfonyl chloride with 5-chloro-2-trifluoromethyl-benzenesulfonyl chloride and by replacing aniline with 3,4-(methylenedioxy)aniline to afford the title compound.

Sources & evidence

ORD record
ord-03f55a55a56446ecb4f5cc7a3291134d
Source dataset
uspto-grants-2012_09
Patent number
US08263585B2

Reaction notes

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