Sodium Hydroxide → HCID 21717249, compound

HRID 1386336Notes

Reaction equation

HRID 1386336 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6]2)#[N:2].[OH-:13].[Na+]>S(=O)(=O)(O)O>[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6]2)(=[O:13])[NH2:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 27733462-Oxo-2,3-dihydro-1H-indole-5-carbonitrile

Product 1

HCID 21717249HCID 21717249, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 5-cyanooxindole (1.2 g, 7.6 mmol), (Tet. Let., 1987, 28, 4027), in 85% sulphuric acid (8 ml) was heated at 80° C. for 6 hours. The mixture was allowed to cool, poured into ice/water and the mixture was adjusted to pH5 with 2M sodium hydroxide solution. The solid product was collected by filtration, washed with water, and dried under vacuum at 60° C. over phosphorus pentoxide to give 5-carbamoyloxindole (1.02 g, 76%).

Workup

  1. temperatureto cool
  2. filtrationThe solid product was collected by filtration
  3. washwashed with water
  4. dry with materialdried under vacuum at 60° C. over phosphorus pentoxide

Sources & evidence

ORD record
ord-ac7ebd380947432bb7845e5a6867bdeb
Source dataset
uspto-grants-2001_07
Patent number
US06265411B1

Reaction notes

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