Ethyl Acetate → HCID 22595752, compound

HRID 2268777Notes

Reaction equation

HRID 2268777 reaction equation
OO[S:3]([O-:5])=[O:4].[K+].S([O-])(O[O-])(=O)=O.[K+].[K+].[CH3:15][CH:16]([N:18]1[CH2:23][C:22]2[CH:24]=[C:25](SC)[CH:26]=[CH:27][C:21]=2[NH:20][S:19]1(=[O:31])=[O:30])[CH3:17].[C:32](OCC)(=O)C>O.CC(C)=O.O>[CH3:15][CH:16]([N:18]1[CH2:23][C:22]2[CH:24]=[C:25]([S:3]([CH3:32])(=[O:5])=[O:4])[CH:26]=[CH:27][C:21]=2[NH:20][S:19]1(=[O:31])=[O:30])[CH3:17]

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 10313463Potassium peroxymonosulphateHCID 22595747HCID 22595747, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 22595752HCID 22595752, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

A solution of OXONE® (potassium peroxymonosulfate) (5.65 g, 0.0092 mol) in water was added to a solution of 3,4-dihydro-3-(1-methylethyl)-6-(methylthio)-1H-2,1,3-benzothiadiazine-2,2-dioxide (1 g, 0.0037 mol) in acetone/water (25 ml/2.5 ml) stirring at room temperature. After 30 mins, water (25 ml) and ethyl acetate (50 ml) were added to the mixture. The two layers were separated and the organic layer was then dried (MgSO4) and concentrated in vacuo to afford 3,4-dihydro-3-(1-methylethyl)-6-(methylsulfonyl)-1H-2,1,3-benzothiadiazine-2,2-dioxide as a pale yellow solid. δ(1H NMR, CDCl3, 300 MHz, ppm): 1.0 (3H, d), 2.9 (3H, s), 4.1 (1H, m), 4.6 (2H, s), 6.8 (1H, d), 7.6 (2H, m), 9.9 (1H, s).

Workup

  1. customThe two layers were separated
  2. dry with materialthe organic layer was then dried (MgSO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8f8b00f5190542b89fc086cb2cd99657
Source dataset
uspto-grants-2001_12
Patent number
US06329366B1

Reaction notes

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