Tert-Butylamine → HCID 19966613, compound

HRID 976217Notes

Reaction equation

HRID 976217 reaction equation
CS([O:5][C:6]1[C:11]([S:12](Cl)(=[O:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:16])(=O)=O.[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>>[C:17]([NH:21][S:12]([C:11]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:16])[C:6]=1[OH:5])(=[O:14])=[O:13])([CH3:20])([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 19966611HCID 19966611, compound

Product 1

HCID 19966613HCID 19966613, compound

Procedure

2-Chloro-6-chlorosulfonylphenyl methanesulfonate was treated with t-butylamine and then base to give N-t-butyl 3-chloro-2-hydroxybenzenesulfonamide. Without purification, this material was nitrated using nitric acid in acetic acid to give N-t-butyl 3-chloro-2-hydroxy-5-nitrobenzenesulfonamide. Using sodium dithionite, this compound was reduced to give the aminophenol. The hydrochloride salt of this has also been prepared.

Sources & evidence

ORD record
ord-59eb8867a0d74361b73cde6b7fbf7a7b
Source dataset
uspto-grants-1997_03
Patent number
US05612173

Reaction notes

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