Fusaric Acid → HCID 20375060, compound

HRID 1701305Notes

Reaction equation

HRID 1701305 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[CH3:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](O)=O)=[N:17][CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+]>O>[CH2:12]([C:13]1[CH:14]=[CH:15][C:16]([C:19]2[NH:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[N:8]=2)=[N:17][CH:18]=1)[CH2:11][CH2:10][CH3:9]

Participants

5

Reactant 3

HCID 3442Fusaric AcidHCID 7243O-PhenylenediamineHCID 10340Sodium Carbonate

Product 1

HCID 20375060HCID 20375060, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.6 g. of o-phenylenediamine, 1 g. of fusaric acid and 10 g. of polyphosphoric acid were heated at 200°-250° C. under nitrogen gas current with stirring for 1.5 hours. The reaction mixture was diluted with 200 ml. of water and then neutralized with sodium carbonate. The resulting crystals were filtered off, dried and recrystallized from ethyl acetate. 1.2 g. of colorless needles of the product (86% of theory) was obtained. M.P. 138.0°-139.0° C.

Workup

  1. additionThe reaction mixture was diluted with 200 ml
  2. filtrationThe resulting crystals were filtered off
  3. customdried
  4. customrecrystallized from ethyl acetate
  5. customof colorless needles of the product (86% of theory) was obtained

Sources & evidence

ORD record
ord-9c63f14f9fe843bf89eee2ca3d80f2ec
Source dataset
uspto-grants-1980_03
Patent number
US04192880

Reaction notes

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