Ammonia → 5-(Tert-butyl)-2-methoxybenzenesulfonamide

HRID 35395Notes

Reaction equation

HRID 35395 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([S:13](Cl)(=[O:15])=[O:14])[C:8]([O:11][CH3:12])=[CH:9][CH:10]=1)([CH3:4])[CH3:3].[NH3:17]>CC(C)=O>[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([S:13]([NH2:17])(=[O:15])=[O:14])[C:8]([O:11][CH3:12])=[CH:9][CH:10]=1)([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 132102315-tert-Butyl-2-methoxybenzene-1-sulfonyl chloride

Product 1

HCID 109336945-(Tert-butyl)-2-methoxybenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

25.3 g (0.1 mole) of 3-(1,1-dimethylethyl)-6-methoxybenzenesulfonyl chloride are dissolved in a little acetone and the solution is added dropwise slowly, at room temperature, to 100 ml of concentrated ammonia solution. The mixture is stirred for 30 minutes at room temperature and poured into ice water. After acidification with concentrated hydrochloric acid the product is filtered off with suction. It is recrystallized from isopropanol.

Workup

  1. filtrationAfter acidification with concentrated hydrochloric acid the product is filtered off with suction
  2. customIt is recrystallized from isopropanol

Sources & evidence

ORD record
ord-7d3da6d7880d49338b14e8fc2dcbce5b
Source dataset
uspto-grants-1988_08
Patent number
US04766241

Reaction notes

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