Dimethyl 2-aminoterephthalate

Base Information

• Chemical Name: Dimethyl 2-aminoterephthalate
• CAS No.: 5372-81-6
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Hs Code.: 29224995
• European Community (EC) Number: 226-364-2
• NSC Number: 20561
• UNII: 91SF4E6I9W
• DSSTox Substance ID: DTXSID5022225
• Nikkaji Number: J217.932F
• Wikidata: Q27271421
• ChEMBL ID: CHEMBL1336047
• Mol file: 5372-81-6.mol

Synonyms:Dimethyl aminoterephthalate;Dimethyl 2-aminoterephthalate;5372-81-6;Dimethyl 3-aminoterephthalate;1,4-Benzenedicarboxylic acid, 2-amino-, dimethyl ester;dimethyl 2-aminobenzene-1,4-dicarboxylate;1,4-dimethyl 2-aminobenzene-1,4-dicarboxylate;Aminoterephthalic acid dimethyl ester;Terephthalic acid, amino-, dimethyl ester;MFCD00008427;2-Aminoterephthalic acid dimethyl ester;2-Aminoterephthalic acid, dimethyl ester;3-Amino-4-methoxycarbonylbenzoic acid, methyl ester;EINECS 226-364-2;NSC 20561;UNII-91SF4E6I9W;Dimethyl-2-amino-terephthalate;91SF4E6I9W;1,4-Benzenedicarboxylic acid, 2-amino-, 1,4-dimethyl ester;NSC-20561;EC 226-364-2;Amino Terephthalate Dimethyl Ester;Dimethylaminoterephthalate;2-Amino terephthalic acid dimethyl ester;dimethyl-2-aminoterephthalate;Dimethyl aminoterephtalate;dimethyl amino-terephthalate;SCHEMBL29358;2-Aminodimethyl terephthalate;MLS000039796;Dimethyl 2-amino-terephthalate;1, 2-amino-, dimethyl ester;CHEMBL1336047;DTXSID5022225;AMY3548;Dimethyl aminoterephthalate, 97%;DIMETHYL O-AMINOTEREPHTHALATE;NSC20561;STR08606;dimethyl 2-aminobenzene-1,4-dioate;BBL002387;STK387128;Aminoterephthalic acid, dimethyl ester;Methyl 2-amino-4-carbomethoxybenzoate;AKOS000118827;CCG-202923;PS-4583;SB11856;2-amino-terephthalic acid dimethyl ester;AC-13290;SMR000035342;SY046566;dimethyl 2-amino-1,4-benzenedicarboxylate;LS-184946;CS-0054054;D5462;FT-0622299;EN300-19587;AG-205/05989037;SR-01000597198;SR-01000597198-1;W-105711;2-Amino-1,4-benzenedicarboxylic acid, dimethyl ester;Q27271421;F0850-6740;Z104474360

Chemical Property of Dimethyl 2-aminoterephthalate

Chemical Property:

• Appearance/Colour: slight yellow crystalline powder
• Vapor Pressure: 6.08E-05mmHg at 25°C
• Melting Point: 132 °C
• Refractive Index: 1.558
• Boiling Point: 345.6 °C at 760 mmHg
• PKA: 1.26±0.10(Predicted)
• Flash Point: 172.6 °C
• PSA: 78.62000
• Density: 1.248 g/cm³
• LogP: 1.42320
• Storage Temp.: Store below +30°C.
• Solubility.: 0.04g/l insoluble
• Water Solubility.: Insoluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

98.0%min ^*data from raw suppliers

Dimethyl aminoterephthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38
• Safety Statements: 26-37/39-36/37/39-22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)C(=O)OC)N
• Uses: Dimethyl aminoterephthalate is used in the preparation of imidazotetrazinones as probes for the action of temozolomide. It is also used to prepare aminoquinazolines with neurokinin-2 receptor antagonist activity.

Technology Process of Dimethyl 2-aminoterephthalate

There total 15 articles about Dimethyl 2-aminoterephthalate 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: 99.1%

dimethyl 2-nitroterephthalate (5292-45-5) → dimethyl aminoterephthalate (5372-81-6)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 0.5h; Solvent; Reflux;

Reference yield: 99.0%

methanol (67-56-1) + 3-aminoterephthalic acid (10312-55-7) → dimethyl aminoterephthalate (5372-81-6)

Guidance literature:

With sulfuric acid; for 18h; Reflux;

DOI:10.1002/anie.201706345

Reference yield: 70.0%

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → dimethyl aminoterephthalate (5372-81-6)

Guidance literature:

1,4-benzenedicarboxylic acid dimethyl ester; With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; trifluorormethanesulfonic acid; C₈H₉F₃NO₃S⁽¹⁺⁾*CF₃O₃S^(1-); In acetonitrile; at 23 - 25 ℃; for 24h; Sealed tube; Irradiation;

With N-butylamine; In acetonitrile; at 23 ℃; for 2h;

DOI:10.1002/anie.201810262

upstream raw materials:

methanol

3-aminoterephthalic acid

2-acetamidoterephthalic acid

dimethyl 2-nitroterephthalate

Downstream raw materials:

diethylamino-terephthalic acid dimethyl ester

dimethyl hydroxyterephthalate

dimethyl acetamidoterephthalate

diacetylamino-terephthalic acid dimethyl ester