Ammonium Chloride → HCID 58990848, compound

HRID 1020203Notes

Reaction equation

HRID 1020203 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[C:15]([N+:16]([O-])=O)=[CH:14][N:13]([CH3:19])[C:12](=[O:20])[CH:11]=1.[NH4+].[Cl-]>CCO.[Fe]>[NH2:16][C:15]1[C:10]([NH:9][C:3]2[CH:4]=[CH:5][C:6]([I:8])=[CH:7][C:2]=2[F:1])=[CH:11][C:12](=[O:20])[N:13]([CH3:19])[CH:14]=1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 67061179HCID 67061179, compound

Product 1

HCID 58990848HCID 58990848, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 4-(2-fluoro-4-iodophenylamino)-1-methyl-5-nitropyridin-2(1H)-one (960 mg, 2.47 mmol), NH4Cl (540 mg, 10.1 mmol) and Fe (453 mg, 8.1 mmol) in 70 mL of aqueous EtOH (70% by volume was heated to 90° C. for 2 hours. After cooled to room temperature, the solution was passed through a layer of celite, and the filtrate was concentrated under the reduced pressure to give the title compound as a tan-color solid which was used for the next reaction without further purification. (732 mg, 83% yield)

Workup

  1. temperatureAfter cooled to room temperature
  2. concentrationwas concentrated under the reduced pressure

Sources & evidence

ORD record
ord-5150ee9c301743b198b5d0d9a941310a
Source dataset
uspto-grants-2014_05
Patent number
US08716318B2

Reaction notes

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