1(3H)-Isobenzofuranone, 3,3-bis(4-aminophenyl)-

Base Information

• Chemical Name: 1(3H)-Isobenzofuranone, 3,3-bis(4-aminophenyl)-
• CAS No.: 509-77-3
• Molecular Formula: C20H16N2O2
• Molecular Weight: 316.359
• Hs Code.: 2932209090
• European Community (EC) Number: 208-105-5
• UNII: CYN5889K4F
• DSSTox Substance ID: DTXSID5060148
• Nikkaji Number: J182.265I
• Wikidata: Q27275896
• ChEMBL ID: CHEMBL1348054
• Mol file: 509-77-3.mol

Synonyms:Anilinephthalein;509-77-3;1(3H)-Isobenzofuranone, 3,3-bis(4-aminophenyl)-;3,3-Bis(4-aminophenyl)phthalide;UNII-CYN5889K4F;CYN5889K4F;EINECS 208-105-5;3,3-bis(4-aminophenyl)-2-benzofuran-1-one;ANILINEPHTHALEIN [MI];3,3-Bis-(4-amino-phenyl)-3H-isobenzofuran-1-one;MLS001203706;SCHEMBL9320712;CHEMBL1348054;DTXSID5060148;HMS2842C11;3,3-bis (4-aminophenyl)phthalide;BIS(4'-AMINOPHENYL)PHTHALIDE;STL321658;4,4'-PHTHALIDYLIDENEDIANILINE;AKOS000601303;NCGC00245121-01;SMR000514027;3,3-bis(4-aminophenyl)-2-benzofuran-1(3H)-one;SR-01000313431;SR-01000313431-1;Q27275896;3,3-BIS(4-AMINOPHENYL)-1(3H)-ISOBENZOFURANONE

Chemical Property of 1(3H)-Isobenzofuranone, 3,3-bis(4-aminophenyl)-

Chemical Property:

• Vapor Pressure: 8.63E-13mmHg at 25°C
• Melting Point: 203°
• Refractive Index: 1.71
• Boiling Point: 565.1 °C at 760 mmHg
• Flash Point: 271 °C
• PSA: 78.34000
• Density: 1.332 g/cm³
• LogP: 4.47570
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 316.121177757
• Heavy Atom Count: 24
• Complexity: 442

Purity/Quality:

98%min ^*data from raw suppliers

ANILINEPHTHALEIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)OC2(C3=CC=C(C=C3)N)C4=CC=C(C=C4)N

Technology Process of 1(3H)-Isobenzofuranone, 3,3-bis(4-aminophenyl)-

There total 3 articles about 1(3H)-Isobenzofuranone, 3,3-bis(4-aminophenyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

3,3-bis(4-(trifluoromethylsulfonyloxy)phenyl)-1(3H)-isobenzofuranone (1140964-66-4) → 3,3-bis(4-aminophenyl)isobenzofuran-1-(3H)-one (509-77-3)

Guidance literature:

With dichlorobis(tri-O-tolylphosphine)palladium; nicotinamide; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; at 150 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2009.01.033

Reference yield:

3,3-dichlorophthalide (601-70-7) + N,N-diphenylurea (603-54-3) → 3,3-bis(4-aminophenyl)isobenzofuran-1-(3H)-one (509-77-3)

Guidance literature:

With aluminium trichloride; nitrobenzene; Erhitzen des Reaktionsprodukts mit mit wss. Salzsaeure und Behandeln des Reaktionsgemisches mit wss. Ammoniak;

DOI:10.1002/hlca.193702001170

Reference yield:

Phthaloyl dichloride (88-95-9) + bis(diphenyl)urea (102-07-8) → 3,3-bis(4-aminophenyl)isobenzofuran-1-(3H)-one (509-77-3)

Guidance literature:

Phthaloyl dichloride; bis(diphenyl)urea; With aluminum (III) chloride;

With sulfuric acid;

DOI:10.1021/acs.macromol.5b00183

upstream raw materials:

3,3-dichlorophthalide

N,N-diphenylurea

3,3-bis(4-(trifluoromethylsulfonyloxy)phenyl)-1(3H)-isobenzofuranone

Phthaloyl dichloride

Downstream raw materials:

3,3-bis-(4-benzenesulfonylamino-phenyl)-phthalide

phenolphthalein

Refernces

• 1、 Romero,Harrak,Basset,Orúe,Pujol. "Direct synthesis of primary arylamines via C-N cross-coupling of aryl bromides and triflates with amides". experimental part. p. 1951 - 1956. Retrieved 2009/07/11.