Dimethylamine → Benzene-1,3-disulfonic acid tert-butyl-amide dimethylamide

HRID 1276519Notes

Reaction equation

HRID 1276519 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]([NH:8][S:9]([C:12]1[CH:13]=[C:14]([S:18](Cl)(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=1)(=[O:11])=[O:10])([CH3:7])([CH3:6])[CH3:5].O>C(OCC)(=O)C>[CH3:1][N:2]([CH3:3])[S:18]([C:14]1[CH:13]=[C:12]([S:9]([NH:8][C:4]([CH3:7])([CH3:6])[CH3:5])(=[O:11])=[O:10])[CH:17]=[CH:16][CH:15]=1)(=[O:20])=[O:19]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962WaterHCID 167932863-Tert-butylsulfamoyl-benzenesulfonyl chloride

Product 1

HCID 31679606Benzene-1,3-disulfonic acid tert-butyl-amide dimethylamide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Dimethylamine gas was allowed to bubble for 3 minutes into a solution of 1.8 grams (7 mmole) of 3-tert-butylsulfamoyl-benzenesulfonyl chloride in ethyl acetate. Water was added and the mixture was stirred at room temperature for 1 hour. The ethyl acetate layer was separated, dried over magnesium sulfate and concentrated in vacuo to a solid which was triturated with hexane/isopropryl ether to give 1.59 grams of the titled compound, m.p. 100-102° C.

Workup

  1. customThe ethyl acetate layer was separated
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo to a solid which
  4. customwas triturated with hexane/isopropryl ether

Sources & evidence

ORD record
ord-18cbeb3d445b4742ba2186cada0c2930
Source dataset
uspto-grants-2000_12
Patent number
US06166064

Reaction notes

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