Sodium Hydroxide → HCID 66679802, compound

HRID 1626731Notes

Reaction equation

HRID 1626731 reaction equation
[OH-].[Na+:2].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([NH:14][C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)[CH:18]=2)=[O:16])=[C:8]([CH:13]=1)[C:9]([O:11]C)=[O:10]>C1COCC1>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([NH:14][C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)[CH:18]=2)=[O:16])=[C:8]([CH:13]=1)[C:9]([O-:11])=[O:10].[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66680081HCID 66680081, compound

Product 1

HCID 66679802HCID 66679802, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

20 mL of THF and 2.6 mL of 1N aqueous sodium hydroxide were added to 0.32 g (0.87 mmol) of methyl 5-chloro-2-({[3-(pyridin-4-yl)phenyl]carbonyl}amino)benzoate at room temperature, and the mixture was stirred at 50° C. for 1 hour. After cooling, the solvent was distilled off under reduced pressure, and water was added to the residue, followed by filtration and drying, thereby giving 174 mg of the target sodium 5-chloro-2-({[3-(pyridin-4-yl)phenyl]carbonyl}amino)benzoate (yield: 53%).

Workup

  1. temperatureAfter cooling
  2. distillationthe solvent was distilled off under reduced pressure, and water
  3. additionwas added to the residue
  4. filtrationfollowed by filtration
  5. customdrying

Sources & evidence

ORD record
ord-e2674664f2b940a5b617f2462284da82
Source dataset
uspto-grants-2014_07
Patent number
US08785473B2

Reaction notes

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