Ammonia → Phthalamic acid

HRID 1658457Notes

Reaction equation

HRID 1658457 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[NH3:12]>>[C:1]([OH:6])(=[O:11])[C:2]1[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:4]([NH2:12])=[O:5]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 6811Phthalic Anhydride

Product 1

HCID 6957Phthalamic acid

Procedure

With vigorous stirring, concentrated ammonia solution (900 ml, S.G. 0.9) was treated portionwise with phthalic anhydride (600 g, 4.0 moles) over a period of 11/2 hrs. After the reaction mixture had cooled to room temperature, the precipitated ammonium phthalamate was filtered, then dissolved in the minimum of water. When this solution was acidified to pH 2, phthalamic acid began to crystalize, M.P. 132°-6°.

Workup

  1. filtrationthe precipitated ammonium phthalamate was filtered
  2. dissolutiondissolved in the minimum of water
  3. customto crystalize

Sources & evidence

ORD record
ord-bdca55f19a3b4778a50556192bcd77e4
Source dataset
uspto-grants-1976_06
Patent number
US03964896

Reaction notes

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