Ammonium Chloride → HCID 22346463, compound

HRID 897296Notes

Reaction equation

HRID 897296 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([N+:10]([O-])=O)[CH:5]=[C:4]([CH3:13])[N+:3]=1[O-].[Cl-].[NH4+]>CCO.O.O.[Fe]>[Br:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([NH2:10])[CH:5]=[C:4]([CH3:13])[N:3]=1

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 20750069HCID 20750069, compound

Product 1

HCID 22346463HCID 22346463, compound

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 962WaterSolventHCID 19096565Water ethanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 124D (0.75 g, 2.9 mmol), iron (0.48 g, 8.6 mmol) and ammonium chloride (0.46 g, 8.6 mmol) in EtOH/H2O (10 mL/3 mL) was refluxed (bath temperature 90° C.) for 4 h. After cooling to room temperature, the reaction mixture was diluted with water, extracted with dichloromethane three times. The combined organic phases were dried over Na2SO4, filtered and concentrated to give 124E as a oil.

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with dichloromethane three times
  3. dry with materialThe combined organic phases were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-53193dc89a5c4f3391bd2b13926bdb49
Source dataset
uspto-grants-2005_07
Patent number
US06921759B2

Reaction notes

Loading…