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Chemical Structure| 29632-82-4 Chemical Structure| 29632-82-4

Structure of 29632-82-4

Chemical Structure| 29632-82-4

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Product Details of [ 29632-82-4 ]

CAS No. :29632-82-4
Formula : C7H4BrNO3S
M.W : 262.08
SMILES Code : O=C(C1=CC(Br)=CC=C12)NS2(=O)=O
MDL No. :MFCD00469784
Boiling Point : No data available
InChI Key :CAQZLJNJEVYRLS-UHFFFAOYSA-N
Pubchem ID :3135649

Safety of [ 29632-82-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 29632-82-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 29632-82-4 ]

[ 29632-82-4 ] Synthesis Path-Downstream   1~2

  • 1
  • copper (I) chloride [ No CAS ]
  • [ 52727-57-8 ]
  • [ 29632-82-4 ]
  • [ 62473-92-1 ]
YieldReaction ConditionsOperation in experiment
9% With ammonia; acetic acid; sodium nitrite; In tetrahydrofuran; hydrogenchloride; methanol; water; sodium hydrogencarbonate; Step b:6-Bromo-1,1-dioxo-1,2-dihydro-1lambda6-benzo[d]isothiazol-3-oneA solution of the methyl 2-amino-5-bromobenzoate (20.0 g, 86.9 mol) in 20percent hydrochloric acid (60 mL) was warmed until all solids were dissolved.The solution was cooled to 0° C. with stirring to precipitate the hydrochloride salt.To this suspension was added a solution of sodium nitrite (6.10 g, 8.84 mol) in water (20 mL) dropwise at such a rate that the internal reaction temperature did not exceed 5° C.The mixture was stirred at 0° C. for 45 minutes to afford a clear solution.Sulfur dioxide was bubbled into a mixture of acetic acid (100 mL) and water (10 mL) at 0° C. Copper (I) chloride (8.6 g, 0.088 mol) was then added to the sulfur dioxide solution.The mixture was then cooled to 0° C.To this mixture was added the diazonium salt solution portion-wise with vigorous stirring over a period of 30 minutes.The reaction mixture was stirred at 0° C. for 1 h and then the mixture was allowed to warm to room temperature.The mixture was stirred at room temperature for 2 h before it was quenched with ice water (500 mL).The mixture was extracted with EtOAc (3*) and the extracts were washed with sat.NaHCO3 and dried over anhydrous Na2SO4.The solvent was removed in vacuo to afford an oily residue.The residue was dissolved in THF (60 mL) and the solution was cooled to 0° C.To this mixture was added a cold (0° C.) solution of sat. NH3 (50 mL) in MeOH portion-wise at such a rate that the internal reaction temperature was maintained below 10° C.After the addition was complete, the mixture was allowed to warm to room temperature and was stirred for 1 h.The solvent was removed in vacuo and the residue was dissolved in saturated aqueous sodium bicarbonate (60 mL) and washed with diethyl ether (80 mL).The aqueous layer was acidified with concentrated HCl to pH to 1.The resulting precipitate was collected by filtration and was dried in vacuo to afford 6-bromo-1,1-dioxo-1,2-dihydro-1lambda6-benzo[d]isothiazol-3-one (2.1 g, 9percent yield).1H NMR (300 MHz, CDCl3) delta 8.18 (d, J=1.8, 1H), 8.03 (dd, J=8.1, 1.8, 1H), 7.79 (d, J=8.1, 1H).
  • 2
  • [ 5794-88-7 ]
  • [ 29632-82-4 ]
  • [ 62473-92-1 ]
 

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Technical Information

Categories

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[ 29632-82-4 ]

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Related Parent Nucleus of
[ 29632-82-4 ]

Benzothiazoles

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