Water → HCID 90418124, compound

HRID 588264Notes

Reaction equation

HRID 588264 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)=[O:4].[Na+].[I-].[N-:17]=[N+:18]=[N-:19].[Na+].O>CN(C=O)C.CCOC(C)=O>[N:17]([CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)=[O:4])=[N+:18]=[N-:19]

Participants

7

Reactant 4

HCID 962WaterHCID 5238Sodium IodideHCID 33557Sodium AzideHCID 20605765-(Chloroacetyl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 90418124HCID 90418124, compoundYield 37%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 5-(2-chloroacetyl)indolin-2-one (1.0 g, 4.8 mmol) in DMF (20 ml) was added NaI (0.14 g, 0.96 mmol) and NaN3 (0.37 g, 5.7 mmol), and the mixture was stirred for 2 h at room temperature. H2O and EtOAc were added to the mixture, and the resulting precipitate was filtered and dried to afford 5-(2-azidoacetyl)indolin-2-one (0.38 g, 37%).

Workup

  1. filtrationthe resulting precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-d18eba585ce440839563be467d8baa85
Source dataset
uspto-grants-2016_01
Patent number
US09227962B2

Reaction notes

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