Ethanol → HCID 57867957, compound

HRID 426004Notes

Reaction equation

HRID 426004 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([N+:11]([O-])=O)[C:3]=1[CH2:14][C:15]([O:17]C)=O.[Cl-].[NH4+].C(O)C>[Fe].O>[NH2:8][C:6]1[CH:5]=[C:4]2[C:3]([CH2:14][C:15](=[O:17])[NH:11]2)=[C:2]([Cl:1])[CH:7]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 57867964HCID 57867964, compound

Product 1

HCID 57867957HCID 57867957, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of methyl (2-chloro-4,6-dinitrophenyl)acetate, ammonium chloride, iron powder, ethanol and water was stirred at 120° C. for 3 hours. The reaction liquid was filtered, trifluoroacetic acid was added to the filtrate, followed by stirring overnight at room temperature. The reaction liquid was concentrated under a reduced pressure, 1 M sodium hydroxide was added to the residue, and this was post-treated to obtain 6-amino-4-chloro-1,3-dihydro-2H-indol-2-one.

Workup

  1. customThe reaction liquid
  2. filtrationwas filtered
  3. additiontrifluoroacetic acid was added to the filtrate
  4. stirringby stirring overnight at room temperature
  5. customThe reaction liquid
  6. concentrationwas concentrated under a reduced pressure, 1 M sodium hydroxide
  7. additionwas added to the residue
  8. additionthis was post-treated

Sources & evidence

ORD record
ord-0325c07deca34ef29cb24cf7a6310929
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

Loading…