4-Chloroaniline → HCID 11130532, compound

HRID 1587414Notes

Reaction equation

HRID 1587414 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[C:7](=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:8]([OH:10])=[O:9])=[O:4].[Cl:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1>CN(C)C=O>[Cl:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][CH2:2][C:3]([NH:5][C:6]2[C:7](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:8]([OH:10])=[O:9])=[O:4])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 78124-ChloroanilineHCID 919916HCID 919916, compound

Product 1

HCID 11130532HCID 11130532, compoundYield 144.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N(chloroacetyl)anthranilic acid 3.2 g (0.02 mol) and p-chloroaniline 3.95 g (0.005 mol) were dissolved in 4 ml of dimethylformamide and heated at 80° to 90° C. for 4 hours. The reaction solution was poured into ice water and deposited crystals were collected by filtration. These crystals were washed with ether and recrystallized from ethanol to obtain N-[(4-chlorophenylamino)acetyl]anthranilic acid 2.2 g (yield: 72.2%).

Workup

  1. temperatureheated at 80° to 90° C. for 4 hours
  2. filtrationwere collected by filtration
  3. washThese crystals were washed with ether
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1b8aab6dd4784f98b77d3dfe729d78d5
Source dataset
uspto-grants-1993_06
Patent number
US05217961

Reaction notes

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