Methylamine → Benzene-1,3-disulfonic acid tert-butyl-amide methylamide

HRID 1276518Notes

Reaction equation

HRID 1276518 reaction equation
[CH3:1][NH2:2].[C:3]([NH:7][S:8]([C:11]1[CH:12]=[C:13]([S:17](Cl)(=[O:19])=[O:18])[CH:14]=[CH:15][CH:16]=1)(=[O:10])=[O:9])([CH3:6])([CH3:5])[CH3:4]>C(O)C.C(OCC)(=O)C>[CH3:1][NH:2][S:17]([C:13]1[CH:12]=[C:11]([S:8]([NH:7][C:3]([CH3:6])([CH3:5])[CH3:4])(=[O:10])=[O:9])[CH:16]=[CH:15][CH:14]=1)(=[O:19])=[O:18]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 167932863-Tert-butylsulfamoyl-benzenesulfonyl chloride

Product 1

HCID 49236449Benzene-1,3-disulfonic acid tert-butyl-amide methylamide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

5 ml of a 33% solution of methylamine in ethanol was added to a solution of 1.8 grams (7 mmole) of 3-tert-butylsulfamoyl-benzenesulfonyl chloride in ethyl acetate. The mixture was stirred for 2 hours. The ethyl acetate layer was separated and concentrated in vacuo. The residue was purified on silica gel eluting 5% methanol in diochloromethane to give 1.32 grams of the titled compound as a white solid.

Workup

  1. customThe ethyl acetate layer was separated
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified on silica gel eluting 5% methanol in diochloromethane

Sources & evidence

ORD record
ord-bbe3bbdb68194e47b653e9ecb84da478
Source dataset
uspto-grants-2000_12
Patent number
US06166064

Reaction notes

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