Ammonium Chloride → HCID 28412726, compound

HRID 2167457Notes

Reaction equation

HRID 2167457 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH3:11])=[C:4]([N+:12]([O-])=O)[CH:3]=1.[Cl-].[NH4+]>C(O)C.O.[Zn]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH3:11])=[C:4]([CH:3]=1)[NH2:12]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 66917222HCID 66917222, compound

Product 1

HCID 28412726HCID 28412726, compoundYield 100.7%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

4-Fluoro-2-nitro-1-propylsulfanylbenzene (6.7 g, 31.1 mmol) was dissolved in a mixed solvent of ethanol (40 ml) and water (4 ml). Ammonium chloride (17 g, 0.32 mol) was added to the resulting mixture, and zinc powder (20 g, 0.31 mol) were added little by little. The resulting mixture was then stirred at room temperature for 1 hour. Insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure to thereby obtain 5.8 g of oily brown 5-fluoro-2-propylsulfanylaniline (yield: 93%).

Workup

  1. additionwere added little by little
  2. customInsoluble matter was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a35c64410503438ba5c53340dc394f25
Source dataset
uspto-grants-2015_06
Patent number
US09045464B2

Reaction notes

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