Phthalic Acid → HCID 828108, compound

HRID 1471215Notes

Reaction equation

HRID 1471215 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[C:9](O)(=O)[C:10]1[C:11](=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:12](O)=O.[OH-].[NH4+:22]>O>[C:11]1([C:12]2[NH:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[N:22]=2)[CH:15]=[CH:16][CH:17]=[CH:18][C:10]=1[C:9]1[NH:8][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[N:7]=1

Participants

5

Reactant 3

HCID 1017Phthalic AcidHCID 7243O-PhenylenediamineHCID 14923Ammonium Hydroxide

Product 1

HCID 828108HCID 828108, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a flask were added 50 g polyphosphoric acid. After heating to 90 C under nitrogen, a mixture of 2.7 g 1,2-phenylenediamine and 2.1 g phthalic acid were added. The reaction mixture was heated to 180 C for 4 hours, then cooled to 130 C and poured into 150 ml water. The mixture was basified with aqueous ammonium hydroxide. After cooling to 5 C, the product was filtered and washed with water. After drying, 3.3 g of a gray solid remained.

Workup

  1. temperatureAfter heating to 90 C under nitrogen
  2. additionwere added
  3. temperatureThe reaction mixture was heated to 180 C for 4 hours
  4. temperaturecooled to 130 C
  5. temperatureAfter cooling to 5 C
  6. filtrationthe product was filtered
  7. washwashed with water
  8. customAfter drying

Sources & evidence

ORD record
ord-66c6186095d140458b56cbb4fac9d7ef
Source dataset
uspto-grants-2015_04
Patent number
US09011734B2

Reaction notes

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