Methyl 2-formyl-6-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-formyl-6-nitrobenzoate
• CAS No.: 142314-70-3
• Molecular Formula: C9H7NO5
• Molecular Weight: 209.158
• NSC Number: 404001
• DSSTox Substance ID: DTXSID10323434
• Wikidata: Q82082440
• Mol file: 142314-70-3.mol

Synonyms:methyl 2-formyl-6-nitrobenzoate;142314-70-3;2-Formyl-6-nitrobenzoic Acid Methyl Ester;Benzoic acid, 2-formyl-6-nitro-, methyl ester;NSC404001;2-formyl-6-nitro-benzoic acid methyl ester;methyl2-formyl-6-nitrobenzoate;SCHEMBL2479195;DTXSID10323434;MFCD18432396;AKOS015994884;NSC-404001;AS-44348;CS-0320941;FT-0732195;J-522020

Chemical Property of Methyl 2-formyl-6-nitrobenzoate

Chemical Property:

• PSA: 89.19000
• LogP: 1.71710
• Solubility.: DCM, Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 209.03242232
• Heavy Atom Count: 15
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

2-Formyl-6-nitrobenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC=C1[N+](=O)[O-])C=O
• Uses: 2-Formyl-6-nitrobenzoic Acid Methyl Ester is used in the synthesis of 6-bromomethylsalicylic acid and related substances.

Technology Process of Methyl 2-formyl-6-nitrobenzoate

There total 6 articles about Methyl 2-formyl-6-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: 67.0%

methyl 2-(bromomethyl)-6-nitrobenzoate (61940-21-4) → methyl 2-formyl-6-nitrobenzoate (142314-70-3)

Guidance literature:

With 4-methylmorpholine N-oxide; In acetonitrile; at 20 ℃; for 1.5h; Molecular sieve;

Reference yield:

2-methyl-6-nitrobenzoic acid (13506-76-8) → methyl 2-formyl-6-nitrobenzoate (142314-70-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / butanone / 18 h / Reflux

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 6 h / Reflux

3: 4-methylmorpholine N-oxide / acetonitrile / 20 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; 4-methylmorpholine N-oxide; In tetrachloromethane; acetonitrile; butanone;

Reference yield:

methyl 2-methyl-6-nitrobenzoate (61940-22-5) → methyl 2-formyl-6-nitrobenzoate (142314-70-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / 1,2-dichloro-ethane / 8 h / Reflux

2: 4-methylmorpholine N-oxide / acetonitrile / 1.5 h / 20 °C / Molecular sieve

With N-Bromosuccinimide; 4-methylmorpholine N-oxide; In 1,2-dichloro-ethane; acetonitrile;

upstream raw materials:

3-nitro-phthalic acid-1-chloride-2-methyl ester

2-(methoxycarbonyl)-3-nitrobenzoic acid

methyl 2-(bromomethyl)-6-nitrobenzoate

2-methyl-6-nitrobenzoic acid

Downstream raw materials:

8-amino-2-(3-(trifluoromethyl)phenyl)-3,4-dihydroisoquinolin-1(2H)-one

N-(1-oxo-2-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinolin-8-yl)pyrazine-2-carboxamide

8-amino-2-(3-(trifluoromethyl)phenyl)phthalazin-1(2H)-one

N-(4-oxo-3-(3-(trifluoromethyl)phenyl)-3,4-dihydrophthalazin-5-yl)pyrazine-2-carboxamide