Methyl 2-amino-3,4,5-trimethoxybenzoate

Base Information

• Chemical Name: Methyl 2-amino-3,4,5-trimethoxybenzoate
• CAS No.: 5035-82-5
• Molecular Formula: C11H15NO5
• Molecular Weight: 241.244
• Hs Code.: 2922509090
• European Community (EC) Number: 225-728-8
• NSC Number: 80816
• DSSTox Substance ID: DTXSID70198408
• Nikkaji Number: J203.263E
• Wikidata: Q72487511
• ChEMBL ID: CHEMBL1561823
• Mol file: 5035-82-5.mol

Synonyms:Methyl 2-amino-3,4,5-trimethoxybenzoate;5035-82-5;Methyl 3,4,5-trimethoxyanthranilate;EINECS 225-728-8;Benzoic acid, 2-amino-3,4,5-trimethoxy-, methyl ester;NSC80816;Maybridge1_001467;Oprea1_505329;MLS000035980;SCHEMBL4734795;CHEMBL1561823;HMS545K15;DTXSID70198408;HMS2336H18;BBL037221;MFCD00008426;NSC 80816;NSC-80816;STK865517;AKOS000120805;SMR000062595;TS-00719;Methyl 3,4,5-trimethoxyanthranilate, 99%;AM20040575;CS-0140759;FT-0628432;EN300-17242;AB00414604-08;A871586;SR-01000510943;2-amino-3,4,5-trimethoxyBenzoic acid methyl ester;Anthranilic acid, 3,4,5-trimethoxy-, methyl ester;SR-01000510943-1;Z56899166

Chemical Property of Methyl 2-amino-3,4,5-trimethoxybenzoate

Chemical Property:

• Vapor Pressure: 2.06E-12mmHg at 25°C
• Melting Point: 44-45 ºC
• Refractive Index: 1.654
• Boiling Point: 382.1 ºC at 760 mmHg
• PKA: 2.62±0.10(Predicted)
• Flash Point: 113 ºC
• PSA: 80.01000
• Density: 1.196 g/cm³
• LogP: 1.66240
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 241.09502258
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-Amino-3,4,5-trimethoxybenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C(=C(C(=C1)C(=O)OC)N)OC)OC
• Uses: Methyl 2-Amino-3,4,5-trimethoxybenzoate could be a constituent contributing to the aroma of green tea leaves. Methyl 3,4,5-trimethoxyanthranilate may be used in chemical synthesis.

Technology Process of Methyl 2-amino-3,4,5-trimethoxybenzoate

There total 10 articles about Methyl 2-amino-3,4,5-trimethoxybenzoate 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: 66.0%

3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester (5081-42-5) → methyl 3,4,5-trimethoxyanthranilate (5035-82-5)

Guidance literature:

With acetic acid; zinc; at 50 ℃; for 24h; Inert atmosphere;

Reference yield:

3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0) → methyl 3,4,5-trimethoxyanthranilate (5035-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid anhydride; nitrous acid; nitric acid

2: tin; hydrochloric acid

With hydrogenchloride; tin; nitric acid; acetic anhydride; cis-nitrous acid;

Reference yield:

Eudesmic acid (118-41-2) → methyl 3,4,5-trimethoxyanthranilate (5035-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1: water containing CHCl₃; bromine

2: copper-powder; aqueous NH₃

3: diazomethane; diethyl ether

With diazomethane; ammonium hydroxide; diethyl ether; chloroform; bromine; copper;

upstream raw materials:

3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester

3,4,5-trimethoxyanthranilic acid

diazomethane

2,2-dimethoxy-propane

Downstream raw materials:

3,4,5-trimethoxyanthranilic acid

3,4,5-trimethoxyanthranilic hydrazide

N-p-toluenesulfonyl-2-formyl-4,5,6-trimethoxyaniline

N-p-toluenesulfonyl-2-hydroxymethyl-4,5,6-trimethoxyaniline

Refernces

• 1、 Zhang, Zhichao,Liang, Xiaomeng,Li, Xiangqian,Song, Ting,Chen, Qingbin,Sheng, Hongkun. "Design and application of a rigid quinazolone scaffold based on two-face Bim α-helix mimicking". . p. 711 - 718. Retrieved 2013/10/22.
• 2、 Hammen,Allen. "Synthesis of 2,4-(1H,3H)-quinazolinediones". . p. 1701 - 1703. Retrieved 2007/10/02.