Water → Benzene-1,3-disulfonic acid tert-butyl-amide cyclopropylamide

HRID 2303574Notes

Reaction equation

HRID 2303574 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.O.[C:6]([NH:10][S:11]([C:14]1[CH:15]=[C:16]([S:20](Cl)(=[O:22])=[O:21])[CH:17]=[CH:18][CH:19]=1)(=[O:13])=[O:12])([CH3:9])([CH3:8])[CH3:7]>C(OCC)(=O)C>[CH:1]1([NH:4][S:20]([C:16]2[CH:15]=[C:14]([S:11]([NH:10][C:6]([CH3:9])([CH3:8])[CH3:7])(=[O:13])=[O:12])[CH:19]=[CH:18][CH:17]=2)(=[O:22])=[O:21])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 69828CyclopropylamineHCID 167932863-Tert-butylsulfamoyl-benzenesulfonyl chloride

Product 1

HCID 70002286Benzene-1,3-disulfonic acid tert-butyl-amide cyclopropylamide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5 ml of cyclopropylamine and 10 ml of water was added to a solution of 1 gram (3.9 mmole) of 3-tert-butylsulfamoyl-benzenesulfonyl chloride in ethyl acetate. The mixture was stirred at room temperature for 2 hours. The ethyl acetate layer was separated, dried over magnesium sulfate and concentrated in vacuo to an oil which crystallized from isopropyl ether to give 839 mg of the titled compound as a solid.

Workup

  1. customThe ethyl acetate layer was separated
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo to an oil which
  4. customcrystallized from isopropyl ether

Sources & evidence

ORD record
ord-45a085fd32c648ffa59adce32abe05e0
Source dataset
uspto-grants-2002_08
Patent number
US06433009B1

Reaction notes

Loading…