N-(2-Carboxyphenyl)Phthalimide

Base Information

• Chemical Name: N-(2-Carboxyphenyl)Phthalimide
• CAS No.: 41513-78-4
• Molecular Formula: C15H9NO4
• Molecular Weight: 267.241
• Hs Code.: 2925190090
• European Community (EC) Number: 636-996-4
• NSC Number: 111178
• DSSTox Substance ID: DTXSID60296720
• Nikkaji Number: J1.755.992C
• Wikidata: Q82037437
• ChEMBL ID: CHEMBL419845
• Mol file: 41513-78-4.mol

Synonyms:41513-78-4;N-(2-Carboxyphenyl)Phthalimide;2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoic acid;2-(1,3-dioxoisoindol-2-yl)benzoic acid;2-(1,3-Dioxoisoindolin-2-yl)benzoic acid;N-phthaloylanthranilic acid;2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)benzoic acid;2-phthalimidobenzoic acid;NSC111178;2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-benzoic acid;TimTec1_000752;Oprea1_279984;Oprea1_527124;SCHEMBL481284;CHEMBL419845;DTXSID60296720;RSKJDIQHYKWJLS-UHFFFAOYSA-N;HMS1536C04;BDBM50488725;MFCD00041218;STK295518;AKOS000151106;NSC-111178;SB64893;AS-64793;CS-0315995;EU-0067309;FT-0629113;E83824;SR-01000393495;SR-01000393495-1;BRD-K49225884-001-01-0

Chemical Property of N-(2-Carboxyphenyl)Phthalimide

Chemical Property:

• Vapor Pressure: 1.38E-10mmHg at 25°C
• Melting Point: 218-220oC
• Boiling Point: 494.2°Cat760mmHg
• PKA: 3.44±0.36(Predicted)
• Flash Point: 252.7°C
• PSA: 74.68000
• Density: 1.49g/cm³
• LogP: 2.25040
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 267.05315777
• Heavy Atom Count: 20
• Complexity: 423

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(1,3-Dioxo-1,3-Dihydro-2H-Isoindol-2-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)C3=CC=CC=C3C(=O)O

Technology Process of N-(2-Carboxyphenyl)Phthalimide

There total 10 articles about N-(2-Carboxyphenyl)Phthalimide 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: 87.0%

phthalic anhydride (85-44-9) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-phthalimidobenzoic acid (41513-78-4)

Guidance literature:

In acetic acid; for 6h; Heating;

DOI:10.1016/j.tetlet.2008.05.030

Reference yield: 75.0%

methyl 2-(1,3-dioxoisoindolin-2-yl)benzoate (19688-99-4) → 2-phthalimidobenzoic acid (41513-78-4)

Guidance literature:

methyl 2-(1,3-dioxoisoindolin-2-yl)benzoate; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 50 ℃; for 1h;

With hydrogenchloride; In water;

DOI:10.1016/j.jphotochem.2021.113185

Reference yield:

phthalic anhydride (85-44-9) + 2-carbomethoxyaniline (134-20-3) → 2-phthalimidobenzoic acid (41513-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / toluene / Reflux; Dean-Stark

2: lithium hydroxide / methanol; tetrahydrofuran; water / 1 h / 50 °C

With triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; water; toluene;

DOI:10.1016/j.jphotochem.2021.113185

upstream raw materials:

phthalic anhydride

anthranilic acid

2-benzylideneamino-benzoic acid

phthalonic acid

Downstream raw materials:

N-[2-(2,4-dimethyl-benzoyl)-phenyl]-phthalimide

2-phthalimido-benzoic acid vinyl ester

2-amino-5-sulfo-benzoic acid

2-(2-benzoylphenyl)-1H-isoindole-1,3(2H)-dione