59434-19-4

Basic information

• Product Name: 4-Aminophthalide
• Synonyms: 4-Aminophthalide;4-aMinoisobenzofuran-1(3H)-one;4-Amino-2-benzofuran-1(3H)-one;4-Amino-3H-isobenzofuran-1-one
• CAS NO: 59434-19-4
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• Product Categories: Heterocycles;Heterocyclic Compound
• Mol File: 59434-19-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 154-155 °C
• Boiling Point: 411.012 °C at 760 mmHg
• Flash Point: 241.528 °C
• Appearance: /
• Density: 1.376
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.656
• PKA: 2.70±0.20(Predicted)
• CAS DataBase Reference: 4-Aminophthalide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminophthalide(59434-19-4)
• EPA Substance Registry System: 4-Aminophthalide(59434-19-4)

Safety Data

• Hazardous Substances Data: 59434-19-4(Hazardous Substances Data)

Usage

Uses

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

InChI:InChI=1/C8H7NO2/c9-7-3-1-2-5-6(7)4-11-8(5)10/h1-3H,4,9H2

Upstream product

• 65399-18-0 4-nitrophthalide 
• 103260-67-9 4-acetylamino-phthalide 
• 641-70-3 3-nitrophthalic acid anhydride 
• 87-41-2 2-benzofuran-1(3H)-one 
• 6296-53-3 3-acetylaminophthalic anhydride 
• 56-23-5 tetrachloromethane 
• 2518-24-3 3-aminophthalimide 
• 7732-18-5 water 
• 7758-99-8 copper(II) sulfate 

Downstream Products

• 705281-78-3 4-benzoylamino-phthalide 
• 197715-03-0 4-dibenzoylamino-phthalide 
• 13161-32-5 4-hydroxy-3H-isobenzofuran-1-one 
• 102308-43-0 4-bromoisobenzofuran-1(3H)-one 
• 105694-45-9 4-iodophthalide 
• 1207452-64-9 methyl 4-oxo-2,3-diphenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate 
• 1207452-65-0 ethyl 4-oxo-2,3-diphenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate 
• 1207452-81-0 (E)-4-(benzylideneamino)isobenzofuran-1(3H)-one 
• 1207453-01-7 methyl 2,3-bis(3-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate 
• 1207453-02-8 ethyl 2,3-bis(3-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate 
• 1207453-22-2 4-(4-(diethoxymethyl)benzylideneamino)isobenzofuran-1(3H)-one 
• 1207453-40-4 (E)-4-(3-(diethoxymethyl)benzylideneamino)isobenzofuran-1(3H)-one 
• 1207454-48-5 (E)-4-(4-fluorobenzylideneamino)isobenzofuran-1(3H)-one 
• 1207454-34-9 (E)-4-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)benzylideneamino)isobenzofuran-1(3H)-one 

Relevant articles and documents

Zinc phthalocyanine with PEG-400 as a recyclable catalytic system for selective reduction of aromatic nitro compounds

Zinc phthalocyanine with PEG-400 was established as a catalytic system for chemo and regioselective reduction of aromatic nitro compounds to corresponding amines. A large range of reducible functional groups such as acid, amide, ester, halogen, lactone, nitrile, N-benzyl, O-benzyl, hydroxy and heterocycles were well tolerated. Direct synthesis of benzotriazole from O-dinitrobenzene was achieved for the first time. The present catalytic system was successfully employed for the reduction of carbonyl and ester compounds to corresponding alcohols and reductive amination of benzaldehydes with primary amines to form corresponding secondary amines. Remarkable advantages of the present catalytic method include low loading of metal, avoidance of toxic ligands and high isolated yields. The catalyst was recyclable up to four times without any loss of selectivity and activity.

Phosphane-free green protocol for selective nitro reduction with an iron-based catalyst

Iron phthalocyanine with iron sulfate has been successfully applied for high chemo- and regioselective reduction of aromatic nitro compounds to give the corresponding amines in a green solvent system without using any toxic ligand. The catalytic systems were also compatible with a large range of other reducible functional groups, such as keto, acid, amide, ester, halogen, lactone, nitrile, N-benzyl, O-benzyl, hydroxy, and heterocycles. In the present study, dinitro compounds have been regioselectively reduced to the corresponding amines with high yield. In most of the cases the conversion and selectivity was greater than 99% as determined by GC-MS analysis. Copyright

Highly chemo- and regioselective reduction of aromatic nitro compounds catalyzed by recyclable copper(II) as well as cobalt(II) phthalocyanines

Copper/cobalt phthalocyanines were established for the first time as catalysts for the very efficient chemo- and regioselective reduction of aromatic nitro compounds to generate the corresponding amines. The selective reduction of nitro compounds was observed in the presence of a large range of functional groups such as aldehyde, keto, acid, amide, ester, halogen, lactone, nitrile and heterocyclic functional groups. Furthermore, the present method was found to be highly regioselective towards the reduction of aromatic dinitro compounds in a short time with high yields. In most of the cases the conversion and selectivity were >99% as monitored by GC-MS. The reduction mechanism was elucidated by UV-vis and electrospray ionization quadrupole time-of-flight tandem mass spectrometry.