2518-24-3

Basic information

• Product Name: 3-Aminophthalimide
• Synonyms: 1H-Isoindole-1,3(2H)-dione, 4-amino-;1H-Isoindole-1,3(2H)-dione,4-amino-;3-Amino-phthalamide;4-amino-1h-isoindole-3(2h)-dione;4-Amino-isoindole-1,3-dione;3-AMINOPHTHALIMIDE;4-AMINO-1H-ISOINDOLE-1,3(2H)-DIONE;4-Amino-1H-isoindole
• CAS NO: 2518-24-3
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.15
• Product Categories: Amines and Anilines;Heterocycles;Carbonyl Compounds;Cyclic Imides;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Cyclic Imides;Organic Building Blocks
• Mol File: 2518-24-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 268.5-273.5 °C(lit.)
• Boiling Point: 288.82°C (rough estimate)
• Appearance: yellow fine powder
• Density: 1.3264 (rough estimate)
• Refractive Index: 1.5770 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.76±0.20(Predicted)
• CAS DataBase Reference: 3-Aminophthalimide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Aminophthalimide(2518-24-3)
• EPA Substance Registry System: 3-Aminophthalimide(2518-24-3)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-42/43
• Safety Statements: 22-26-36/37-45
• WGK Germany: 3
• Hazardous Substances Data: 2518-24-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow fine powder

Uses

3-Aminophthalimide may be used in direct chemiluminescent cellular bioassays. It may also be used in the preparation of 3-bromopthalimide.

General Description

3-Aminophthalimide (API) is a stable precursor of luminol. API can be prepared by the hydrogenation of 3-nitrophthalimide and methanol in the presence of 10% Pd-C.

InChI:InChI=1/C8H6N2O2/c9-5-3-1-2-4-6(5)8(12)10-7(4)11/h1-3H,9H2,(H,10,11,12)

Upstream product

• 85-44-9 phthalic anhydride 
• 603-11-2 3-nitrophthalic acid 

Downstream Products

• 70178-04-0 4-(4-nitro-benzoylamino)-isoindole-1,3-dione 
• 59434-19-4 4-Amino-1(3H)-isobenzofuranon 
• 3883-64-5 7-aminophthalide 
• 521-31-3 5-amino-2,3-dihydrophthalazine-1,4-dione 
• 134-20-3 2-carbomethoxyaniline 
• 169045-01-6 7-amino-4-bromoisoindolin-1-one 
• 608141-44-2 R-Apremilast 
• 608141-41-9 Apremilast 
• 635705-72-5 4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione 

Relevant articles and documents

Method of preparing 2-chlorosulfonylmethyl benzoate from phthalic anhydride and urea

The invention provides a method of preparing 2-chlorosulfonylmethyl benzoate from phthalic anhydride and urea. The method includes the steps of 1) adding solid phthalic anhydride and urea into a reaction kettle and heating the materials to 135-143 DEG C to carry out a reaction to prepare o-aminobenzene dicarboximide, feeding the o-aminobenzene dicarboximide with water and sodium hydroxide into a first tubular reactor, forcedly cooling the mixture to -12 - -15 DEG C; 2) adding methanol and a sodium hypochlorite solution to perform Hoffman degradation reaction, and separating the reaction product to obtain o-aminomethyl benzoate; 3) according to the same mass ratio, feeding the o-aminomethyl benzoate and a sodium nitrite solution to a second tubular reactor, cooling the reactants to 0 DEG C, and adding sulfuric acid to perform a diazo-reaction for 11.5-11.8 s; and 4) continuously performing a cyclic sulfurization oxidation tubular reaction for 2 h, when the reactants show a dark green color on an benzidine-ethylamine test paper, adding methylbenzene and separating the reactant to obtain the 2-chlorosulfonylmethyl benzoate. The method is safe and simple, is advanced and integrated, is high in synthesis efficiency, has less side reactions and greatly reduces influence due to human factors.