HCID 20199818, compound → HCID 20199821, compound

HRID 1156066Notes

Reaction equation

HRID 1156066 reaction equation
CS[CH:3]1[C:11]2[C:6](=[CH:7][C:8]([CH3:18])=[CH:9][C:10]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[NH:5][C:4]1=[O:19]>O1CCCC1.[Ni].O>[CH3:18][C:8]1[CH:7]=[C:6]2[C:11]([CH2:3][C:4](=[O:19])[NH:5]2)=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:9]=1

Participants

4

Reactant 1

HCID 20199818HCID 20199818, compound

Product 1

HCID 20199821HCID 20199821, compound

Reagents, catalysts & solvents 2

HCID 444642Hydroxy-nickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a slurry of 11.8 grams (0.044 mole) of 3-methylthio-6-methyl-4-phenylindoline-2-one in 500 milliliters of tetrahydrofuran are added 100 grams of a commercial Raney nickel/water preparation portionwise over a two-hour period. The mixture is filtered through Celite and the filtrate concentrated. A small amount of methylene chloride is added to the residue and the resulting solid is collected by filtration.

Workup

  1. filtrationThe mixture is filtered through Celite
  2. concentrationthe filtrate concentrated
  3. additionA small amount of methylene chloride is added to the residue
  4. filtrationthe resulting solid is collected by filtration

Sources & evidence

ORD record
ord-ef7c236b6c6048c487e072d1eca3e602
Source dataset
uspto-grants-1982_06
Patent number
US04333951

Reaction notes

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