4-Aminophthalide Chemical Properties

Melting point:

154-155 °C

Boiling point:

411.0±45.0 °C(Predicted)

Density 

1.376

storage temp. 

2-8°C, protect from light

pka

2.70±0.20(Predicted)

Appearance

Off-white to light brown Solid

Safety Information

HS Code 

2932990090

4-Aminophthalide Usage And Synthesis

Uses

4-Aminophthalide acts as a reagent in the synthesis of butylphthalide derivatives with medical applications.

Synthesis

General procedure for the synthesis of 4-aminoisobenzofuran-1(3H)-one from 4-nitroisobenzofuran-1(3H)-one: 4-nitroisobenzofuran-1(3H)-one (1.0 g, 5.58 mmol) and 10% Pd/C (0.1 g) were suspended in ethyl acetate (30 mL). The reaction system was purged with hydrogen (1 atm) and stirred for 3 hours at 25°C. After completion of the reaction, the mixture was filtered to remove the catalyst and the filtrate was concentrated to afford 4-aminoisobenzofuran-1(3H)-one (0.8 g, 96% yield) as an off-white solid. Mass spectrum (ESI) m/z: 150 (M + 1)+. 1H-NMR (400 MHz, CDCl3) δ 3.82 (s, broad peak, 1H), 5.19 (s, 3H), 6.91-6.95 (m, 1H), 7.32-7.36 (m, 2H).

References

[1] Patent: US2010/35883, 2010, A1. Location in patent: Page/Page column 48
[2] Patent: WO2011/130661, 2011, A1. Location in patent: Page/Page column 84-85
[3] Journal fuer Praktische Chemie/Chemiker-Zeitung, 1993, vol. 335, # 1, p. 17 - 22
[4] Advanced Synthesis and Catalysis, 2010, vol. 352, # 11-12, p. 1834 - 1840
[5] Chemistry - A European Journal, 2011, vol. 17, # 21, p. 5903 - 5907

4-Aminophthalide(59434-19-4)Related Product Information

• Benzofuran
• 3-Aminophenol
• 4-Aminobenzoic acid
• 2-Aminobenzaldehyde
• 6-Aminocaproic acid
• 4-Dimethylaminobenzoic acid
• Sulfanilamide
• p-Anisidine
• Sulfanilic acid
• Aniline
• ALTRENOGEST
• 3-Aminoacetophenone
• Glycine
• Furazolidone
• Methyl anthranilate
• Tris(hydroxymethyl)aminomethane
• Anthranilic acid
• 4-Nitrophthalide