Ammonium Chloride → HCID 28412726, compound

HRID 2388107Notes

Reaction equation

HRID 2388107 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-696c642ede534633927afb63c092dbd6
Source dataset
uspto-grants-2012_09
Patent number
US08269011B2

Reaction notes

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