5-Aminophthalide

Base Information

• Chemical Name: 5-Aminophthalide
• CAS No.: 65399-05-5
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• Hs Code.: 2932999099
• European Community (EC) Number: 265-731-1
• UNII: 3TMN4XTM2N
• DSSTox Substance ID: DTXSID90215707
• Nikkaji Number: J307.388B
• Wikidata: Q72441001
• ChEMBL ID: CHEMBL1493900
• Mol file: 65399-05-5.mol

Synonyms:5-Aminophthalide;65399-05-5;5-aminoisobenzofuran-1(3H)-one;5-Amino-3H-isobenzofuran-1-one;5-amino-2-benzofuran-1(3H)-one;5-amino-3H-2-benzofuran-1-one;1(3H)-Isobenzofuranone, 5-amino-;MFCD00778315;3TMN4XTM2N;EINECS 265-731-1;5-amino-phthalide;5-Aminophenyl Phthalein;5-amino-1,3-dihydro-2-benzofuran-1-one;UNII-3TMN4XTM2N;Oprea1_541725;Oprea1_794500;MLS000719182;SCHEMBL2017652;CHEMBL1493900;5-Amino-1(3H)-isobenzofuranone;DTXSID90215707;HMS1610O01;HMS2722B03;AMY36317;STK743464;AKOS000111808;NCGC00245409-01;AS-41237;SMR000291450;SY024775;BB 0217042;CS-0059293;FT-0620025;5-Amino-2-benzofuran-1(3H)-one, AldrichCPR;1-OXO-1,3-DIHYDROISOBENZOFURAN-5-AMINE;AE-641/30105045;W-104796

Chemical Property of 5-Aminophthalide

Chemical Property:

• Vapor Pressure: 6.83E-08mmHg at 25°C
• Melting Point: 178 °C
• Refractive Index: 1.655
• Boiling Point: 438.573 °C at 760 mmHg
• PKA: 2.10±0.20(Predicted)
• Flash Point: 261.77 °C
• PSA: 52.32000
• Density: 1.377 g/cm³
• LogP: 1.52040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

99.9% ^*data from raw suppliers

5-Aminophthalide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-52

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)N)C(=O)O1
• Use Description: 5-Aminophthalide, a chemical compound, has diverse applications across various fields. In the field of pharmaceuticals, it serves as a key intermediate in the synthesis of various pharmaceutical drugs, playing a crucial role in the development of medications used to treat a wide range of medical conditions. In the realm of organic chemistry, 5-Aminophthalide can be used as a building block in the synthesis of complex organic molecules, aiding in the creation of novel compounds for research and development. Additionally, in the field of dye chemistry, it can be employed as a precursor for the production of dyes and pigments, contributing to the coloration of textiles, plastics, and other materials. Its versatility as a chemical intermediate underscores its significance in pharmaceuticals, organic synthesis, and the dye industry, showcasing its importance across different sectors.

Technology Process of 5-Aminophthalide

There total 10 articles about 5-Aminophthalide 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: 100.0%

4-aminophthalimide (3676-85-5) → 5-amino-3H-isobenzofuran-1-one (65399-05-5)

Guidance literature:

With sodium hydroxide; copper(II) sulfate; zinc; In water; at 70 - 80 ℃;

DOI:10.1016/S0040-4020(98)00378-0

Reference yield: 80.7%

C8H6N2O2*ClH → 5-amino-3H-isobenzofuran-1-one (65399-05-5)

Guidance literature:

With copper(II) sulfate; sodium hydroxide; zinc; In water; at 5 - 80 ℃;

Reference yield:

4-nitrophthalimide (89-40-7) → 5-amino-3H-isobenzofuran-1-one (65399-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / H₂ / Pd/C / ethyl acetate / 120 h / 20 °C / 1500.1 - 2550.2 Torr

2: 100 percent / NaOH, Zn, CuSO₄ / H₂O / 70 - 80 °C

With sodium hydroxide; hydrogen; copper(II) sulfate; zinc; palladium on activated charcoal; In water; ethyl acetate;

DOI:10.1016/S0040-4020(98)00378-0

upstream raw materials:

4-aminophthalimide

phthalimide

4-nitrophthalimide

5-bromophthalide

Downstream raw materials:

4-methyl-2-oxo-4-phenylpentanoic acid (1-oxo-1,3-dihydroisobenzofuran-5-yl)amide

4-(5-fluoro-2-methoxy-phenyl)-4-methyl-2-oxo-pentanoic acid (1-oxo-1,3-dihydro-isobenzofuran-5-yl)-amide

5-bromophthalide

5-dibenzylamino-3H-isobenzofuran-1-one

Refernces

• 1、 -. "THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF". . . Retrieved 2020/08/09.
• 2、 -. "Preparation method of novel isobenzofuranone intermediate". Paragraph 0012. . Retrieved 2018/09/08.