Ammonium Chloride → HCID 10062143, compound

HRID 1087193Notes

Reaction equation

HRID 1087193 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:11]=[C:12]([C:19](=[O:21])[CH3:20])[CH:13]=[CH:14][C:15]=1[N+:16]([O-])=O.[Cl-].[NH4+]>C(O)C.O.[Fe]>[NH2:16][C:15]1[CH:14]=[CH:13][C:12]([C:19](=[O:21])[CH3:20])=[CH:11][C:10]=1[S:9][C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 102448083'-(2,4-Difluorophenylthio)-4'-nitroacetophenone

Product 1

HCID 10062143HCID 10062143, compoundYield 96.3%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 3'-(2,4-difluorophenylthio)-4'-nitroacetophenone (2.3 g), iron powder (2 g), and ammonium chloride (0.2 g) in ethanol (20 ml) and water (10 ml) was refluxed with stirring for an hour. The insoluble was filtered and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed with water, dried over magnesium sulfate, and concentrated to give crystals of 4'-amino-3'-(2,4-difluorophenylthio)acetophenone (2.0 g).

Workup

  1. temperaturewas refluxed
  2. filtrationThe insoluble was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-bdae506e8e994f17a7bf8b61cd489bad
Source dataset
uspto-grants-1991_07
Patent number
US05034417

Reaction notes

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