4-Bromoaniline → HCID 716632, compound

HRID 897995Notes

Reaction equation

HRID 897995 reaction equation
Cl[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:12])(=[O:11])[N:3]=1.[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1>CC(C)=O>[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:2]2[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[S:4](=[O:12])(=[O:11])[N:3]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 78074-BromoanilineHCID 64783Pseudosaccharin chloride

Product 1

HCID 716632HCID 716632, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 3-chloro-1H-1λ6-benzo[d]isothiazole-1,1-dione (1.0 g, 0.00496 mol) in acetone (20 mL), 4-bromoaniline (1.71 g, 0.00992 mol) was added at once and the mixture was stirred for 15 min. The mixture was concentrated under reduced pressure and the residue was suspended in water (100 mL). The precipitate was collected by filtration, thoroughly washed with water and dried to yield 3-(4-bromoanilino)-1H-1λ6-benzo[d]isothiazole-1,1-dione (1.57 g, 0.00467 mol) as a white solid.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. filtrationThe precipitate was collected by filtration
  3. washthoroughly washed with water
  4. customdried

Sources & evidence

ORD record
ord-49091ba2d7d341a39194f9f20553bb11
Source dataset
uspto-grants-2005_07
Patent number
US06921763B2

Reaction notes

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