HCID 10467726, compound → HCID 135449047, compound

HRID 1648211Notes

Reaction equation

HRID 1648211 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[C:4]([NH:11][C:12]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)=O)[CH:3]=1.C[O-].[Na+]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]2[C:5]([C:6](=[O:7])[NH:8][C:12]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)=[N:11]2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 10467726HCID 10467726, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 135449047HCID 135449047, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of the benzamide compound (1.6 g, prepared in Reference example 3) in 60 mL of toluene was added sodium methoxide (853 mg). The solution was heated to reflux for one to three days. After cooling to room temperature, the mixture was quenched with ammonium chloride solution (30 mL) with a vigorously shaking. The mixture was cooled in refrigerator and the insoluble product was collected by filtration and dried in vacuum to give the title compound (1.39 g) as a white solid having the following physical data.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for one to three days
  3. customthe mixture was quenched with ammonium chloride solution (30 mL) with
  4. temperatureThe mixture was cooled in refrigerator
  5. filtrationthe insoluble product was collected by filtration
  6. customdried in vacuum

Sources & evidence

ORD record
ord-c1d9b5cbb65b4118953e401f5988f4a2
Source dataset
uspto-grants-1995_07
Patent number
US05436233

Reaction notes

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