Phthalamic acid

Base Information

• Chemical Name: Phthalamic acid
• CAS No.: 88-97-1
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.148
• Hs Code.: 2924299090
• European Community (EC) Number: 201-871-1
• NSC Number: 5344
• UNII: V344H4PF3Y
• DSSTox Substance ID: DTXSID0058980
• Nikkaji Number: J27.021K
• Wikidata: Q27122212
• Metabolomics Workbench ID: 57532
• Mol file: 88-97-1.mol

Synonyms:PHTHALAMIC ACID;2-carbamoylbenzoic acid;88-97-1;Phthalamidic acid;Phthalamide acid;Phthalic acid monoamide;Phthalic monoamide;o-Carbamoylbenzoic acid;Benzoic acid, 2-(aminocarbonyl)-;Benzoic acid, o-carbamoyl-;2-(Aminocarbonyl)benzoic acid;NSC 5344;UNII-V344H4PF3Y;V344H4PF3Y;NSC-5344;EINECS 201-871-1;AI3-26413;phthalicimide;folpet TP3;2-Carboxybenzamide;Phthalamic acid, 97%;Maybridge1_007029;SCHEMBL8771;Oprea1_837523;DTXSID0058980;CHEBI:50736;HMS561H11;NSC5344;MFCD00025476;AKOS002310261;FS-1558;SB75814;CS-0034611;FT-0631424;P0282;D70388;EN300-223398;Q27122212;F3048-0212;KLW

Chemical Property of Phthalamic acid

Chemical Property:

• Vapor Pressure: 6.38E-07mmHg at 25°C
• Melting Point: 140-143 °C(lit.)
• Boiling Point: 394.2°C at 760 mmHg
• PKA: 3.75±0.10(Predicted)
• Flash Point: 192.2°C
• PSA: 80.39000
• Density: 1.368
• LogP: 1.18400
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Phthalamic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)N)C(=O)O
• Uses: Phthalamic Acid is a reactant in the synthesis of phthalimide derivatives with analgesic activity. Phthalamic acid may be used to synthesize anthranilic acid via reaction with sodium hypochlorite.

Technology Process of Phthalamic acid

There total 28 articles about Phthalamic acid 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: 76.0%

phthalic anhydride (85-44-9) → phthalamic acid (88-97-1)

Guidance literature:

With ammonium hydroxide; at 50 ℃;

DOI:10.1007/s00706-018-2293-9

Reference yield: 70.0%

o-carboxybenzaldehyde (119-67-5) → phthalamic acid (88-97-1)

Guidance literature:

With triacetonitrile 4′-(4-chlorophenyl)-2,2′:6′,2″-terpyridine ruthenium(II) nitrate; hydroxylamine hydrochloride; sodium acetate; In water; at 100 ℃; for 10h; Inert atmosphere;

DOI:10.1021/acs.joc.9b00487

Reference yield:

phthalimide (136918-14-4,85-41-6) → phthalamic acid (88-97-1) + phthalamide (88-96-0)

Guidance literature:

With ammonium hydroxide; for 1.5h; Product distribution; Mechanism; Ambient temperature; other imides if aromatic acids; other time;

upstream raw materials:

phthalimide

2-cyanobenzoic acid

3-hydroxy-2,3-dihydro-isoindol-1-one

phthalic anhydride

Downstream raw materials:

tert-butyl 2-cyanobenzoate

anthranilic acid

2-cyano-benzoic acid ethyl ester

Refernces

• 1、 Tkachuk, Volodymyr A.,Hordiyenko, Olga V.,Omelchenko, Irina V.,Medviediev, Volodomir V.,Arrault, Axelle. "Methyl esters of 2-(N-hydroxycarbamimidoyl)benzoyl-substituted α-amino acids as promising building blocks in peptidomimetic synthesis: a comparative study". . p. 2293 - 2309. Retrieved 2018/11/02.
• 2、 -. "2-[3-(4-morpholinyl)propylamine]-3-aryl-4-quinolinone compounds and application thereof". Paragraph 0040; 0046. . Retrieved 2018/04/21.