Ammonium Chloride → HCID 28412726, compound

HRID 1477124Notes

Reaction equation

HRID 1477124 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-ed66d4bc451d4d2a85a1b36e1d987d88
Source dataset
uspto-grants-2016_08
Patent number
US09403773B2

Reaction notes

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