Acetone → HCID 22595731, compound

HRID 1760533Notes

Reaction equation

HRID 1760533 reaction equation
[CH3:1][C:2]1([CH3:19])[CH2:7][C:6]2[CH:8]=[C:9](SC)[CH:10]=[CH:11][C:5]=2[N:4]([CH2:14][CH:15]=[CH2:16])[S:3]1(=[O:18])=[O:17].O[O:21][S:22]([O-:24])=O.[K+].[CH3:26]C(C)=O>O>[CH3:19][C:2]1([CH3:1])[CH2:7][C:6]2[CH:8]=[C:9]([CH:26]=[S:22](=[O:24])=[O:21])[CH:10]=[CH:11][C:5]=2[N:4]([CH2:14][CH:15]=[CH2:16])[S:3]1(=[O:17])=[O:18]

Participants

5

Reactant 3

HCID 180AcetoneHCID 22595762HCID 22595762, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 22595731HCID 22595731, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3,4-Dihydro-3,3-dimethyl-6-methylthio-1-(prop-2-en-1-yl)-1H-2,1-benzothiazine 2,2-dioxide (1.6 g;0.00539 mol) was dissolved in acetone (50 mL) and oxone (7.29 g; 0.01185 mol) in water (20 mL) was added. The solution went opaque and was stirred for 30 min at room temperature. The acetone was removed on the rotary and water and ethyl acetate were added. The product was extracted with ethyl acetate (2×100 mL) and the organic extracts washed with water (2×100 mL). After drying, filtering and removal of solvent, a solid was isolated (1.2 g; 68%)

Workup

  1. customThe acetone was removed on the rotary and water and ethyl acetate
  2. additionwere added
  3. extractionThe product was extracted with ethyl acetate (2×100 mL)
  4. washthe organic extracts washed with water (2×100 mL)
  5. customAfter drying
  6. filtrationfiltering
  7. customremoval of solvent
  8. customa solid was isolated (1.2 g; 68%)

Sources & evidence

ORD record
ord-a4a8436a4068490a84ba0cc673334c68
Source dataset
uspto-grants-2005_01
Patent number
US06844338B2

Reaction notes

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