Sodium Hydroxide → HCID 66680639, compound

HRID 1626752Notes

Reaction equation

HRID 1626752 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:24]=[N:25][C:26]4[C:31]([CH:32]=3)=[CH:30][CH:29]=[CH:28][CH:27]=4)[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:24]=[N:25][C:26]4[C:31]([CH:32]=3)=[CH:30][CH:29]=[CH:28][CH:27]=4)[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 66680475HCID 66680475, compound

Product 1

HCID 66680639HCID 66680639, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10 mL of THF and 1.3 mL of 1N aqueous sodium hydroxide solution were added to 340 mg (0.816 mmol) of methyl 5-chloro-2-({[3-(quinolin-3-yl)phenyl]carbonyl}amino)benzoate, and the mixture was stirred at room temperature for 1 day. The mixture was further stirred at 50° C. for 1 hour. THF was distilled off under reduced pressure, and water was added. Water-washing was then conducted, thereby giving 360 mg of the target sodium 5-chloro-2-({[3-(quinolin-3-yl)phenyl]carbonyl}amino)benzoate (yield: 77%).

Workup

  1. stirringThe mixture was further stirred at 50° C. for 1 hour
  2. distillationTHF was distilled off under reduced pressure, and water
  3. additionwas added
  4. washWater-washing

Sources & evidence

ORD record
ord-9481b35c9bb544bb85be78a1ce3041cb
Source dataset
uspto-grants-2014_07
Patent number
US08785473B2

Reaction notes

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