HCID 13911209, compound → HCID 13911210, compound

HRID 652264Notes

Reaction equation

HRID 652264 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[CH:7]2SC>[Ni]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[CH2:7]2

Participants

3

Reactant 1

HCID 13911209HCID 13911209, compound

Product 1

HCID 13911210HCID 13911210, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A solution of 48.0 g (0.166 mole) of 7-chloro-3-methylthio-4-phenylindolin-2-one was treated with 380 g of a washed commercial preparation of Raney-nickel under vigorous agitation for 5 min. The mixture was filtered and the filtrate was concentrated under reduced pressure to give a pale yellow powder as residue. The residue was triturated with hot absolute ethanol to give 38.1 g (94%) of the title compound as white powder, m.p. 234°-236° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customto give a pale yellow powder as residue
  4. customThe residue was triturated with hot absolute ethanol

Sources & evidence

ORD record
ord-79be9600b0484ee8babd6bc2005bd7c4
Source dataset
uspto-grants-1987_06
Patent number
US04670566

Reaction notes

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