Hydrochloric Acid → N-(4-carboxy-phenyl)-N-methyl-terephthalamic acid

HRID 440820Notes

Reaction equation

HRID 440820 reaction equation
C[O:2][C:3](=[O:24])[C:4]1[CH:23]=[CH:22][C:7]([C:8]([N:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([O:20]C)=[O:19])=[CH:14][CH:13]=2)[CH3:11])=[O:9])=[CH:6][CH:5]=1.[OH-].[Na+].Cl>C(#N)C>[C:18]([C:15]1[CH:14]=[CH:13][C:12]([N:10]([CH3:11])[C:8](=[O:9])[C:7]2[CH:22]=[CH:23][C:4]([C:3]([OH:24])=[O:2])=[CH:5][CH:6]=2)=[CH:17][CH:16]=1)([OH:20])=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54006989N-(4-methoxycarbonylphenyl)-N-methyl-terephthalamic acid methyl ester

Product 1

HCID 22404898N-(4-carboxy-phenyl)-N-methyl-terephthalamic acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.99 g of N-(4-methoxycarbonylphenyl)-N-methyl-terephthalamic acid methyl ester was dissolved in 10 ml of acetonitrile and treated with 10 ml of 1N sodium hydroxide solution and the reaction mixture was stirred at room temperature for 16 hours. The mixture was then acidified with 1N hydrochloric acid and the resulting precipitate was filtered off yielding N-(4-carboxy-phenyl)-N-methyl-terephthalamic acid, which was used directly in the next step.

Workup

  1. filtrationthe resulting precipitate was filtered off

Sources & evidence

ORD record
ord-148c016425eb4d998ae972f565a68b75
Source dataset
uspto-grants-1996_05
Patent number
US05521160

Reaction notes

Loading…