4-Aminophthalimide Chemical Properties

Melting point:

290 °C

Boiling point:

288.82°C (rough estimate)

Density 

1.3264 (rough estimate)

refractive index 

1.5770 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

10.75±0.20(Predicted)

form 

solid

Appearance

Light yellow to yellow Solid

CAS DataBase Reference

3676-85-5(CAS DataBase Reference)

NIST Chemistry Reference

4-Aminophthalimide(3676-85-5)

EPA Substance Registry System

1H-Isoindole-1,3(2H)-dione, 5-amino- (3676-85-5)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-43-36-25

Safety Statements 

24/25-45-36/37-26

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29251900

MSDS

• Language:English Provider:4-Aminophthalimide
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Aminophthalimide Usage And Synthesis

Chemical Properties

YELLOW-BROWN POWDER

Uses

4-Aminophthalimide is used in research as a fluorescent labeling compound.

Synthesis

General procedure for the synthesis of 4-amino phthalimide from 4-nitrophthalimide: 4-nitrophthalimide (LOOGR) was placed in a hydrogenation reactor and dissolved in 600 mL of dimethylformamide (DMF). Nickel Nguyenay catalyst (20 g, wet weight) was added to this solution and the hydrogenation reaction was initiated at 20-30 °C and 20-40 psi hydrogen pressure. After the exothermic phenomenon of the reaction was over, the hydrogen pressure was increased to 40-60 psi and the reaction temperature was raised to 40-50 °C. Upon completion of the hydrogenation reaction, the reaction mixture was filtered while hot to remove the catalyst. Subsequently, dimethylformamide was recovered from the filtrate by distillation under reduced pressure at 60-80 °C. To the residue, 500 mL of water was added and stirred for 20-30 minutes. The product was separated by filtration and dried at 60-70 °C to give 4-amino phthalimide as a yellow crystalline solid (82 g, 97% yield). Melting point: 293-295°C.

References

[1] Patent: WO2004/43919, 2004, A1. Location in patent: Page 8
[2] Patent: US2011/77394, 2011, A1. Location in patent: Page/Page column 15
[3] Patent: WO2004/43919, 2004, A1. Location in patent: Page 9
[4] ChemCatChem, 2017, vol. 9, # 6, p. 1128 - 1134
[5] Patent: CN104447496, 2017, B. Location in patent: Paragraph 0067; 0070; 0071

4-Aminophthalimide(3676-85-5)Related Product Information

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• DIALIFOS
• O-Phthalimide
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• (5-NITRO-1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)ACETIC ACID