Ammonium Chloride → HCID 23151228, compound

HRID 2111817Notes

Reaction equation

HRID 2111817 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][CH2:14][Cl:15].[Cl-].[NH4+]>[Fe].CO>[Br:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][CH2:14][Cl:15])[NH2:8]

Participants

5

Procedure

2-bromo-1-(3-chloropropoxy)-4-nitrobenzene (1.3 g), ammonium chloride (1.3 g) and iron (1.3 g) were added to a mixed solvent of methanol (8 mL) and distilled water (4 mL), and the mixture was heated under reflux for 2 hours. The reaction mixture was filtered through cerite, and the filtrate was concentrated. The residue was dissolved in ethyl acetate, and washed with distilled water and saturated brine. The organic phase was dried with anhydrous sodium sulfate, concentrated and dried to obtain the target substance (0.92 g).

Workup

  1. distillationdistilled water (4 mL)
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. filtrationThe reaction mixture was filtered through cerite, and the filtrate
  5. concentrationwas concentrated
  6. dissolutionThe residue was dissolved in ethyl acetate
  7. washwashed with distilled water and saturated brine
  8. dry with materialThe organic phase was dried with anhydrous sodium sulfate
  9. concentrationconcentrated
  10. customdried
  11. customto obtain the target substance (0.92 g)

Sources & evidence

ORD record
ord-812d3f99c1d9447cbc80082413e08c31
Source dataset
uspto-grants-2009_04
Patent number
US07521455B2

Reaction notes

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