Ethanol → 77859-59-7

HRID 1903736Notes

Reaction equation

HRID 1903736 reaction equation
C(O)C.[Cl-].[NH4+].[O:6]=[C:7]1[CH2:15][C:14]2[C:9](=[CH:10][C:11]([Cl:19])=[C:12]([N+:16]([O-])=O)[CH:13]=2)[NH:8]1>[Fe].O>[O:6]=[C:7]1[CH2:15][C:14]2[C:9](=[CH:10][C:11]([Cl:19])=[C:12]([NH2:16])[CH:13]=2)[NH:8]1

Participants

6

Reactant 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 18932798HCID 18932798, compound

Product 1

HCID 2046666477859-59-7Yield 93.1%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

To a mixture of ethanol (200 ml) and water (40 ml) were added ammonium chloride (2.2 g) and iron metal (19.7 g). To the mixture was added 2-oxo-5-nitro-6-chloroindoline (12.5 g) at 60° C. After refluxing for 45 minutes, the reaction mixture was filtered under warm condition. The filter cake was washed with ethanol. The combined filtrate and washings were evaporated to dryness under reduced pressure to give 2-oxo-5-amino-6-chloroindoline (10.0 g)

Workup

  1. temperatureAfter refluxing for 45 minutes
  2. filtrationthe reaction mixture was filtered
  3. temperatureunder warm condition
  4. washThe filter cake was washed with ethanol
  5. customThe combined filtrate and washings were evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-b187a0ea2d9b4cf4b0793b7d1eda6fa0
Source dataset
uspto-grants-1984_03
Patent number
US04438126

Reaction notes

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