Acetic Acid → Ethyl 2-(4-(2-aminobenzamido)phenyl)acetate

HRID 472749Notes

Reaction equation

HRID 472749 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)[O:4][C:2]2=O.[CH2:13]([O:15][C:16](=[O:25])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1)[CH3:14].C(O)(=O)C>O>[CH2:13]([O:15][C:16](=[O:25])[CH2:17][C:18]1[CH:19]=[CH:20][C:21]([NH:24][C:2](=[O:4])[C:1]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[NH2:6])=[CH:22][CH:23]=1)[CH3:14]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 8359Isatoic AnhydrideHCID 225219p-Aminophenylacetic acid ethyl ester

Product 1

HCID 12354378Ethyl 2-(4-(2-aminobenzamido)phenyl)acetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A round bottomed flask is charged with isatoic anhydride (5 g, 30.6 mmol) and (4-amino-phenyl)-acetic acid ethyl ester (6.05 g, 33.7 mmol). Acetic acid (11 ml) is added and the reaction is heated at 90° C. for 40 minutes and then allowed to cool to RT. The resulting suspension is diluted with distilled water to give a white precipitate. The precipitate is filtered, washed with water and vacuum dried to afford the title compound.

Workup

  1. temperatureto cool to RT
  2. customto give a white precipitate
  3. filtrationThe precipitate is filtered
  4. washwashed with water and vacuum
  5. customdried

Sources & evidence

ORD record
ord-825fbc298aef41249cfd495aa3c02876
Source dataset
uspto-grants-2014_01
Patent number
US08633211B2

Reaction notes

Loading…