Hydrochloric Acid → HCID 22100000, compound

HRID 1489065Notes

Reaction equation

HRID 1489065 reaction equation
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:19])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[N:6][CH:5]=1.[OH-].[Na+].O.Cl>CO>[CH3:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:11]([NH:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:20])=[O:2])=[CH:5][N:6]=1)=[O:19]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 540037756-(2-Methylbenzoylamino)nicotinic acid methyl ester

Product 1

HCID 22100000HCID 22100000, compoundYield 105.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6-(2-methylbenzoylamino)nicotinic acid methyl ester (2.1 g) in methanol (30 ml) is added 5% aqueous sodium hydroxide solution (24 ml), and the mixture is refluxed for two hours. To the reaction solution is added water, and the mixture is made weak acidic with 1N aqueous hydrochloric acid solution, and then, extracted with diethyl ether. The extract is dried over magnesium sulfate, and evaporated under reduced pressure to remove the solvent to give 6-(2-methylbenzoylamino)nicotinic acid (2.1 g) as white powder.

Workup

  1. temperaturethe mixture is refluxed for two hours
  2. extractionextracted with diethyl ether
  3. dry with materialThe extract is dried over magnesium sulfate
  4. customevaporated under reduced pressure
  5. customto remove the solvent

Sources & evidence

ORD record
ord-376a2b1532c74bb697d6c0852d279bb5
Source dataset
uspto-grants-1997_10
Patent number
US05677299

Reaction notes

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