Ammonium Hydroxide → 4-tert-Butylbenzene-1,2-dicarboxamide

HRID 2073404Notes

Reaction equation

HRID 2073404 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[O:13])[NH:11][C:9](=[O:10])[C:8]2=[CH:14][CH:15]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[NH4+:17]>>[C:1]([C:5]1[CH:6]=[C:7]([C:12]([NH2:11])=[O:13])[C:8](=[CH:14][CH:15]=1)[C:9]([NH2:17])=[O:10])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 6047635-tert-butylisoindole-1,3-dione

Product 1

HCID 198585394-tert-Butylbenzene-1,2-dicarboxamide

Procedure

A 4 liter conical flask was then charged with 137.4 grams (0.6757 mole) of 4-t-butylphthalimide and 2 liters of 29 percent ammonium hydroxide solution and the solution was stirred vigorously with a mechanical stirrer. After 3 hours, the creamy suspension was suction filtered and washed with a small amount of water. The faint green powder was dried at 120° C. for one day to yield 134.19 grams of 4-t-butylphthalamide, which exhibited a melting point of 172° to 175° C. The identity of the 4-t-butyl-phthalamide product was confirmed by IR spectrum.

Workup

  1. filtrationfiltered
  2. washwashed with a small amount of water
  3. customThe faint green powder was dried at 120° C. for one day

Sources & evidence

ORD record
ord-4a06605fea864fbfa1afb4823e658189
Source dataset
uspto-grants-1990_04
Patent number
US04916470

Reaction notes

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