Water → HCID 67022857, compound

HRID 1045034Notes

Reaction equation

HRID 1045034 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]#[N:13])[C:7]=1[S:14](Cl)(=[O:16])=[O:15].O>O1CCCC1>[Br:5][C:6]1[C:7]2[S:14](=[O:15])(=[O:16])[N:4]([CH:1]([CH3:3])[CH3:2])[C:12](=[NH:13])[C:8]=2[CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6363IsopropylamineHCID 858733192-Bromo-6-cyanobenzenesulfonyl chloride

Product 1

HCID 67022857HCID 67022857, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

70 mg of isopropylamine is added at ambient temperature to a solution of 150 mg 2-bromo-6-cyano-benzenesulfonyl chloride in 5 ml of tetrahydrofuran. After stirring for 16 h at ambient temperature the mixture is poured into water and extracted with ethylacetate. The organic layer is washed with water, dried over sodium sulfate, filtered and concentrated. Chromatography of the residue with cyclohexane—ethyl acetate (2:1) affords 99 mg of 7-bromo-2-isopropyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-ylideneamine (P2.1).

Workup

  1. extractionextracted with ethylacetate
  2. washThe organic layer is washed with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3e11c6f87b25415aa9eef5fb1d826d70
Source dataset
uspto-grants-2013_10
Patent number
US08563744B2

Reaction notes

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