Ammonium Chloride → HCID 22671975, compound

HRID 1279629Notes

Reaction equation

HRID 1279629 reaction equation
C([S:4][CH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1)(=O)C.C[O-].[Na+].F[C:20]1[CH:21]=[C:22]([CH3:29])[CH:23]=[CH:24][C:25]=1[N+:26]([O-:28])=[O:27].[Cl-].[NH4+]>CO>[N+:26]([C:25]1[CH:24]=[CH:23][C:22]([CH3:29])=[CH:21][C:20]=1[S:4][CH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1)([O-:28])=[O:27]

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 10942334Sodium MethoxideHCID 22672169HCID 22672169, compound

Product 1

HCID 22671975HCID 22671975, compoundYield 63.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 4-acetylthiomethylbenzoate (794 mg) in MeOH (5.0 ml), sodium methoxide (191 mg) and 3-fluoro-4-nitrotoluene (500 mg) were added suceedingly in a stream of argon at 0° C. The mixture was warmed slowly to become at room temperature. The mixture was stirred for 4 hours. To the reaction mixture, a saturated aqueous ammonium chloride was added. The mixture was extracted with ethyl acetate, washed, dried over and concentrated under the reduced pressure. The residue was recrystrallized from ethanol to give the title compound (646 mg) having the following physical data.

Workup

  1. temperatureThe mixture was warmed slowly
  2. customto become at room temperature
  3. extractionThe mixture was extracted with ethyl acetate
  4. washwashed
  5. customdried over and
  6. concentrationconcentrated under the reduced pressure

Sources & evidence

ORD record
ord-845d5d6886ba4ade9778dc38de7dc92f
Source dataset
uspto-grants-2002_09
Patent number
US06448290B1

Reaction notes

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