Water → HCID 87192404, compound

HRID 2088991Notes

Reaction equation

HRID 2088991 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([C:10]2[C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[N:12]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)(=[O:21])=[O:20])[CH:11]=2)[CH:3]=1.[OH:28]OS([O-])=O.[K+].[OH2:34]>C(OCC)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([S:8]([CH3:9])(=[O:28])=[O:34])[N:5]=[C:4]([C:10]2[C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[N:12]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)(=[O:21])=[O:20])[CH:11]=2)[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 87192448HCID 87192448, compound

Product 1

HCID 87192404HCID 87192404, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of Example 42a (3.0 g, 7.20 mmol) and OXONE® (45 g, 48.8 mmol) in ethyl acetate (400 ml) and H2O (1 mL) was stirred at 80° C. for 16 hours. The reaction mixture was filtered and the solids were washed with ethyl acetate (about 600 mL). The filtrate was concentrated in vacuo to afford the title compound (2.8 g, 87% yield).

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe solids were washed with ethyl acetate (about 600 mL)
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-d99fa6806f374205b386974c6e66ddbf
Source dataset
uspto-grants-2013_05
Patent number
US08435980B2

Reaction notes

Loading…