Ammonium Chloride → HCID 89880880, compound

HRID 2201671Notes

Reaction equation

HRID 2201671 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][NH:12][C:13](=[O:17])[C:14]([CH3:16])=[CH2:15])=[CH:6][CH:5]=1)([O-])=O.[Cl-].[NH4+]>C(O)C.O.[Fe]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][NH:12][C:13](=[O:17])[C:14]([CH3:16])=[CH2:15])=[CH:8][CH:9]=1

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 89880894HCID 89880894, compound

Product 1

HCID 89880880HCID 89880880, compound

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Subsequently, N-[2-(4-nitrophenyl)ethyl]methacrylamide (1.20 g) was dissolved in ethanol (15 mL) and water (5 mL). Ammonium chloride (364 mg) and iron powder (933 mg) were added, and the reflux was performed at 80° C. for 4 hours. Iron powder was collected by the filtration, and the filtrate was evaporated under the reduced pressure. Water and ethyl acetate were added to the residual oil and the organic layer was separated. The organic layer was washed with water and brine, dried over anhydrous sodium filfate, and evaporated to give the desired compound as a pale red oily substance. The yield was 1.01 g (97%). Spectrum data of 1H-NMR (400 MHz, CDCl3) is shown for the obtained compound.

Workup

  1. filtrationIron powder was collected by the filtration
  2. customthe filtrate was evaporated under the reduced pressure
  3. additionWater and ethyl acetate were added to the residual oil
  4. customthe organic layer was separated
  5. washThe organic layer was washed with water and brine
  6. dry with materialdried over anhydrous sodium filfate
  7. customevaporated

Sources & evidence

ORD record
ord-1b18a9d257504a49887e266346285eab
Source dataset
uspto-grants-2016_06
Patent number
US09365501B2

Reaction notes

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