Bromide ion → HCID 20195029, compound

HRID 653517Notes

Reaction equation

HRID 653517 reaction equation
[Br-:1].O=[S:3]1(=O)[CH:8]([CH3:9])[CH2:7][C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[O:4]1.C([O-])(=O)C.[Na+].II>C(O)(=O)C>[Br:1][C:11]1[CH:12]=[CH:13][C:5]2[O:4][S:3][CH:8]([CH3:9])[CH2:7][C:6]=2[CH:10]=1

Participants

6

Reactant 4

HCID 259Bromide ionHCID 807IodineHCID 517045Sodium AcetateHCID 20195032HCID 20195032, compound

Product 1

HCID 20195029HCID 20195029, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
40 °C

Procedure

6.7 g of bromide are added dropwise to a mixture of 7.92 g of 3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiine, 6.5 g of sodium acetate, 0.1 g of iodine and 60 ml of glacial acetic acid, which is then stirred for 24 hours at a temperature of 40° C. The mixture is concentrated and taken up with a mixture of water and ethyl acetate. The organic phase is separated, twice washed with an aqueous solution of sodium hydrogen-carbonate, dried and evaporated. The oily residue is introduced into the following reaction step without further purification operations.

Workup

  1. concentrationThe mixture is concentrated
  2. additiontaken up with a mixture of water and ethyl acetate
  3. customThe organic phase is separated
  4. washtwice washed with an aqueous solution of sodium hydrogen-carbonate
  5. customdried
  6. customevaporated
  7. additionThe oily residue is introduced into the following reaction step without further purification operations

Sources & evidence

ORD record
ord-50aafc47213e4ec888f061c6e435febc
Source dataset
uspto-grants-1987_06
Patent number
US04677212

Reaction notes

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