Ammonia → HCID 44540523, compound

HRID 1045033Notes

Reaction equation

HRID 1045033 reaction equation
[NH3:1].[Br:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]#[N:10])[C:4]=1[S:11](Cl)(=[O:13])=[O:12].O>CO.O1CCCC1>[Br:2][C:3]1[C:4]2[S:11](=[O:13])(=[O:12])[N:10]=[C:9]([NH2:1])[C:5]=2[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 858733192-Bromo-6-cyanobenzenesulfonyl chloride

Product 1

HCID 44540523HCID 44540523, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2.1 ml of ammonia in methanol (7M) is added at ambient temperature to a solution of 1.85 g of 2-bromo-6-cyano-benzenesulfonyl chloride in 40 ml of tetrahydrofurane. The reaction mixture is stirred for 16 hours at ambient temperature. Then 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 (1:1) affords 730 mg of 7-bromo-1,1-dioxo-1H-1λ6-benzo[d]isothiazol-3-ylamine (P1.1).

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-3973d23d4d36407db6ad4130380ac669
Source dataset
uspto-grants-2013_10
Patent number
US08563744B2

Reaction notes

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