2-Chloro-5-nitrobenzenesulfonamide → 2-Cyclopropylamino-5-nitrobenzenesulphonamide

HRID 17838

Reaction equation

HRID 17838 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([NH2:14])(=[O:13])=[O:12].[CH:15]1([NH2:18])[CH2:17][CH2:16]1>O1CCOCC1>[CH:15]1([NH:18][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=2[S:11]([NH2:14])(=[O:13])=[O:12])[CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 667842-Chloro-5-nitrobenzenesulfonamideHCID 69828Cyclopropylamine

Product 1

HCID 675301582-Cyclopropylamino-5-nitrobenzenesulphonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Chloro-5-nitrobenzenesulphonamide (5 g) prepared in the Step above is introduced into a hermetically closed vessel containing a mixture of dioxane (70 mL) and cyclopropylamine (3.5 mL). The hermetically closed vessel is placed in an oven at 100° C. for 24 hours. After this time period, the solvent and the reagent are removed by concentrating under reduced pressure. The residue is taken up in methanol (20 mL) and the insoluble material, which contains the title product, is collected by filtration, washed with methanol and dried.

Workup

  1. additionabove is introduced into a hermetically closed vessel
  2. additioncontaining
  3. customAfter this time period, the solvent and the reagent are removed
  4. concentrationby concentrating under reduced pressure
  5. filtrationis collected by filtration
  6. washwashed with methanol
  7. customdried

Sources & evidence

ORD record
ord-cc7cdf4d90fc4c72980716ddfe9808c6
Source dataset
uspto-grants-2010_06
Patent number
US07741320B2

Linked notes

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