Sodium Hydroxide → 4-((Methylamino)carbonyl)benzoic acid

HRID 1451076Notes

Reaction equation

HRID 1451076 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11]C)=[O:10])=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>O>[CH3:1][NH:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14935054Methyl 4-[(methylamino)carbonyl]benzoate

Product 1

HCID 5060584-((Methylamino)carbonyl)benzoic acidYield 91.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl 4-(methylaminocarbonyl)benzoate (1.9 g, 0.0098 mol) was added to 10 mL 1.5M NaOH (1.5 eq) and 30 mL water in a 125-mL Erlenmeyer flask. The suspension was stirred for 1 h at room temperature. The solid gradually dissolved during this time. The solution was filtered and acidified to produce a white solid. The solid was removed by filtration, washed twice with water, and dried in vacuo to give 1.60 g (90%) of the title compound, mp 270° C.

Workup

  1. dissolutionThe solid gradually dissolved during this time
  2. filtrationThe solution was filtered
  3. customto produce a white solid
  4. customThe solid was removed by filtration
  5. washwashed twice with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-6ebfc1bcb3b94e9d8dc72cac16a64da2
Source dataset
uspto-grants-1997_02
Patent number
US05602277

Reaction notes

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