Methyl 3,4,5-trimethoxy-2-nitrobenzoate

Base Information

• Chemical Name: Methyl 3,4,5-trimethoxy-2-nitrobenzoate
• CAS No.: 5081-42-5
• Molecular Formula: C11H13 N O7
• Molecular Weight: 271.227
• Hs Code.: 2918990090
• European Community (EC) Number: 225-794-8
• NSC Number: 20282
• DSSTox Substance ID: DTXSID1063695
• Nikkaji Number: J203.287B
• Wikidata: Q72493865
• ChEMBL ID: CHEMBL1712374
• Mol file: 5081-42-5.mol

Synonyms:5081-42-5;Methyl 3,4,5-trimethoxy-2-nitrobenzoate;Methyl 2-nitro-3,4,5-trimethoxybenzoate;Methyl 6-nitro-3,4,5-trimethoxybenzoate;3,4,5-Trimethoxy-2-nitrobenzoic acid methyl ester;Benzoic acid, 3,4,5-trimethoxy-2-nitro-, methyl ester;MLS000780066;2-Nitro-3,4,5-trimethoxybenzoic acid methyl ester;EINECS 225-794-8;SMR000420249;NSC20282;Opera_ID_1985;Oprea1_214038;SCHEMBL2907457;CHEMBL1712374;DTXSID1063695;HCEIEWYPDCDNNU-UHFFFAOYSA-;HMS2780G08;BBL027634;MFCD00007097;NSC-20282;STK526475;AKOS005459711;Methyl 3,5-trimethoxy-2-nitrobenzoate;Methyl 6-nitro-3,5-trimethoxybenzoate;Methyl2-nitro-3,4,5-trimethoxybenzoate;Methyl3,4,5-trimethoxy-2-nitrobenzoate;NCGC00246437-01;AC-23718;AS-64335;AM20080909;CS-0308698;FT-0628465;EN300-127813;3,5-Trimethoxy-2-nitrobenzoic acid methyl ester;Methyl 2-nitro-3,4,5-trimethoxybenzoate, 98%;3,4,5-Trimethoxy-2-nitro-benzoic acid methyl ester;Benzoic acid,4,5-trimethoxy-2-nitro-, methyl ester

Chemical Property of Methyl 3,4,5-trimethoxy-2-nitrobenzoate

Chemical Property:

• Vapor Pressure: 2.9E-07mmHg at 25°C
• Melting Point: 67-69°C
• Boiling Point: 420°Cat760mmHg
• Flash Point: 188.9°C
• PSA: 99.81000
• Density: 1.284g/cm³
• LogP: 1.93040
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 271.06920175
• Heavy Atom Count: 19
• Complexity: 330

Purity/Quality:

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

2-Nitro-3,4,5-trimethoxybenzoic acid methyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

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+](=O)[O-])OC)OC
• Uses: Methyl 2-nitro-3,4,5-trimethoxybenzoate has been used in preparation of 2-nitro-3,4,5-trimethoxybenzoic acid.

Technology Process of Methyl 3,4,5-trimethoxy-2-nitrobenzoate

There total 5 articles about Methyl 3,4,5-trimethoxy-2-nitrobenzoate 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: 82.0%

3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0) → 3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester (5081-42-5)

Guidance literature:

With (NH₄)2Ce(NO₃)5; acetic anhydride; at 60 ℃; for 2h;

Reference yield:

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

Guidance literature:

Reference yield:

Eudesmic acid (118-41-2) → 3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester (5081-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 8.5 h / 20 °C / Reflux

2: nitric acid / acetic acid / 1 h / 20 °C / Cooling with ice

With sulfuric acid; nitric acid; In acetic acid;

DOI:10.1016/j.ejmech.2013.09.030

upstream raw materials:

3,4,5-trimethoxybenzoic acid methyl ester

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

nitric acid

acetic anhydride

Downstream raw materials:

methyl 3,4,5-trimethoxyanthranilate

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

6,7,8-trimethoxy-2-phenylquinazolin-4(3H)-one

3-benzyl-6,7,8-trimethoxy-2-phenylquinazolin-4(3H)-one

Refernces

• 1、 Liu, Fang,Huai, Ziyou,Xia, Guotai,Song, Liuping,Li, Sha,Xu, Yulan,Hong, Kangjun,Yao, Mingyue,Liu, Gang,Huang, Yinjiu. "Synthesis and antitumor activity of novel 6,7,8-trimethoxy N-aryl-substituted-4-aminoquinazoline derivatives". supporting information. p. 2561 - 2565. Retrieved 2018/06/20.
• 2、 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.