Methyl 2-bromo-3-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-bromo-3-nitrobenzoate
• CAS No.: 5337-09-7
• Molecular Formula: C8H6BrNO4
• Molecular Weight: 260.044
• Hs Code.: 2916399090
• European Community (EC) Number: 812-859-6
• NSC Number: 10344,409
• UNII: 3F2QMX2YD6
• DSSTox Substance ID: DTXSID3073347
• Nikkaji Number: J258.232E
• Wikidata: Q72488763
• Mol file: 5337-09-7.mol

Synonyms:methyl 2-bromo-3-nitrobenzoate;5337-09-7;2-Bromo-3-nitro-benzoic acid methyl ester;Benzoic acid, 2-bromo-3-nitro-, methyl ester;2-BROMO-3-NITROBENZOIC ACID METHYL ESTER;NSC-409;MFCD00087891;NSC-10344;AI3-16699;methyl2-bromo-3-nitrobenzoate;3F2QMX2YD6;methyl 2-bromo-nitrobenzoate;NSC409;SCHEMBL3075836;DTXSID3073347;NSC 409;NSC10344;2-bromo-nitrobenzoic acid methylester;AB1515;NSC 10344;STK366097;2-bromo-3-nitro-benzoicacimethylester;AKOS005443148;AKOS015955189;AB03238;AM84011;CS-W005974;DS-17120;LS-36234;SY018996;FT-0651166;A23066;2-BROMO-3-NITROBENZOIC ACID, METHYL ESTER;J-521957

Chemical Property of Methyl 2-bromo-3-nitrobenzoate

Chemical Property:

• Vapor Pressure: 0.00115mmHg at 25°C
• Melting Point: 77 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.587
• Boiling Point: 300°Cat760mmHg
• Flash Point: 135.2°C
• PSA: 72.12000
• Density: 1.673g/cm³
• LogP: 2.66710
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, DCM, Ethyl Acetate
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 258.94802
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

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

2-Bromo-3-nitrobenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC=C1)[N+](=O)[O-])Br
• Uses: 2-Bromo-3-nitrobenzoic Acid Methyl Ester is an halogenated benzoic acid and an intermediate in the synthesis of anti-inflammatory drug Balsalazide (B116300).

Technology Process of Methyl 2-bromo-3-nitrobenzoate

There total 9 articles about Methyl 2-bromo-3-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: 100.0%

2-bromo-3-nitro-benzoic acid (573-54-6) + methyl iodide (74-88-4) → 2-bromo-3-nitro-benzoic acid methyl ester (5337-09-7)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

Reference yield: 95.4%

methanol (67-56-1) + 2-bromo-3-nitro-benzoic acid (573-54-6) → 2-bromo-3-nitro-benzoic acid methyl ester (5337-09-7)

Guidance literature:

With chloro-trimethyl-silane; for 12h; Reflux;

Reference yield: 60.0%

methyl 3-nitroanthranilate (57113-91-4) → 2-bromo-3-nitro-benzoic acid methyl ester (5337-09-7)

Guidance literature:

methyl 3-nitroanthranilate; With hydrogen bromide; In 1,4-dioxane; water; at 20 ℃;

With sodium nitrite; In 1,4-dioxane; water; at 0 ℃; for 0.75h;

With hydrogen bromide; copper(I) bromide; In 1,4-dioxane; water; at 0 ℃; for 1h; Reflux;

DOI:10.1016/j.tet.2010.05.037

upstream raw materials:

2-bromo-3-nitro-benzoic acid

bis-(2-methoxycarbonyl-6-nitro-phenyl)-mercury

2-bromo-3-nitrotoluene

methanol

Downstream raw materials:

2-(4-methoxy-phenylamino)-3-nitro-benzoic acid methyl ester

2-(6-methoxycarbonyl-2-nitrophenyl)-2-cyclohexen-1-one

(3-[1,3]Dioxolan-2-yl-phenyl)-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one

1-Phenyl-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one

Refernces

• 1、 -. "NOVEL COMPOUNDS AS CHLORIDE CHANNEL BLOCKING AGENT". Paragraph 0167; 0168; 0169; 0170; 0171; 0172. . Retrieved 2015/06/03.
• 2、 -. "ENHANCER OF ZESTE HOMOLOG 2 INHIBITORS". Page/Page column 157. . Retrieved 2015/01/06.