HCID 54124608, compound → HCID 54444748, compound

HRID 1449539Notes

Reaction equation

HRID 1449539 reaction equation
C([N:5]1[C:9](=[O:10])[C:8]2[CH:11]=[CH:12][C:13]([O:15][CH2:16][CH2:17][CH3:18])=[CH:14][C:7]=2[S:6]1(=[O:20])=[O:19])(C)(C)C>FC(F)(F)C(O)=O>[O:19]=[S:6]1(=[O:20])[C:7]2[CH:14]=[C:13]([O:15][CH2:16][CH2:17][CH3:18])[CH:12]=[CH:11][C:8]=2[C:9](=[O:10])[NH:5]1

Participants

3

Reactant 1

HCID 54124608HCID 54124608, compound

Product 1

HCID 54444748HCID 54444748, compoundYield 46.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 2-tert-butyl-1,1-dioxo-6-propyloxy-1,2-dihydro-1λ6 -benzo[d]isothiazol-3-one (0.346 g, 1.165 mmol) in trifluoroacetic acid (10 mL) was refluxed for 48 hours. NMR of the reaction mixture revealed quantitative deprotection. The mixture was concentrated in vacuo and crystallized from methylene chloride, methanol and hexane, to afford the required product (0.130 g, 46%);

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customcrystallized from methylene chloride, methanol and hexane

Sources & evidence

ORD record
ord-ac27b4e79c4046dc84c4c7c05e0bf9ee
Source dataset
uspto-grants-1997_02
Patent number
US05599811

Reaction notes

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