3-Methylsulphanyl-5-(2-oxo-oxazolidin-3-ylmethyl)-1,3-dihydro-indol-2-one → 5-(2-Oxo-oxazolidin-3-ylmethyl)-1,3-dihydro-indol-2-one

HRID 44274Notes

Reaction equation

HRID 44274 reaction equation
CS[CH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:12][N:13]3[CH2:17][CH2:16][O:15][C:14]3=[O:18])[CH:10]=2)[NH:5][C:4]1=[O:19]>C(O)(=O)C.[Zn]>[O:18]=[C:14]1[N:13]([CH2:12][C:9]2[CH:10]=[C:11]3[C:6](=[CH:7][CH:8]=2)[NH:5][C:4](=[O:19])[CH2:3]3)[CH2:17][CH2:16][O:15]1

Participants

4

Reactant 1

HCID 666364113-Methylsulphanyl-5-(2-oxo-oxazolidin-3-ylmethyl)-1,3-dihydro-indol-2-one

Product 1

HCID 666361565-(2-Oxo-oxazolidin-3-ylmethyl)-1,3-dihydro-indol-2-one

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of the compound obtained in Step C in glacial acetic acid (320 ml) there is added powdered zinc (1 mol). The reaction mixture is stirred overnight at ambient temperature and is then filtered. The filtrate is concentrated, and then 100 ml of water are added. The solid formed is filtered off and then recrystallised from ethanol to yield the title product.

Workup

  1. filtrationis then filtered
  2. concentrationThe filtrate is concentrated
  3. addition100 ml of water are added
  4. customThe solid formed
  5. filtrationis filtered off
  6. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-f89c040419044358a9f0db32a303f682
Source dataset
uspto-grants-2013_09
Patent number
US08541412B2

Reaction notes

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