Pyridine → HCID 57088552, compound

HRID 395747Notes

Reaction equation

HRID 395747 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([NH:9][C:10]2[C:11]([NH2:16])=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:8])=[CH:5][CH:4]=1.[C:19]1(=[O:26])[O:25][C:23](=[O:24])[CH2:22][CH2:21][CH2:20]1.N1C=CC=CC=1>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C:10]2[C:11]([NH:16][C:19](=[O:26])[CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:8])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7940Glutaric anhydrideHCID 785232N-(2-Aminophenyl)-4-methoxybenzamide

Product 1

HCID 57088552HCID 57088552, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N1-(4-Methoxybenzoyl)-1,2-benzenediamine (3.0 g, 12 mmol), glutaric anhydride (1.7 g, 15 mmol), and pyridine (7 mL) were dissolved in methylene chloride (2 mL) and allowed to stir at ambient temperature for 5 h. The reaction mixture was quenched with water (2 mL) and concentrated in vacuo. The resultant residue was acidified with aqueous sulfuric acid. The resulting white solid was collected and dried at 60° C. in vacuo to yield 3.88 g (88%) of the title compound.

Workup

  1. customThe reaction mixture was quenched with water (2 mL)
  2. concentrationconcentrated in vacuo
  3. customThe resulting white solid was collected
  4. customdried at 60° C. in vacuo

Sources & evidence

ORD record
ord-5e4d2a11ec464970944a8992cdb10e03
Source dataset
uspto-grants-2003_08
Patent number
US06605626B2

Reaction notes

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