5-Nitrobenzofuran-2-carboxylic acid

Base Information

• Chemical Name: 5-Nitrobenzofuran-2-carboxylic acid
• CAS No.: 10242-12-3
• Molecular Formula: C9H5NO5
• Molecular Weight: 207.142
• Hs Code.: 29329990
• European Community (EC) Number: 671-527-7
• DSSTox Substance ID: DTXSID90363111
• Wikidata: Q72494379
• Mol file: 10242-12-3.mol

Synonyms:5-Nitrobenzofuran-2-carboxylic acid;10242-12-3;5-nitro-1-benzofuran-2-carboxylic acid;5-Nitro-benzofuran-2-carboxylic acid;2-Benzofurancarboxylic acid, 5-nitro-;5-nitrobenzo[b]furan-2-carboxylic acid;MFCD00060513;2-carboxy-5-nitrobenzofuran;5-nitro-2-benzofurancarboxylic acid;SCHEMBL654558;SCHEMBL14036477;DTXSID90363111;5-Nitrobenzofuran-2-carboxylicacid;5-nitrocoumarone-2-carboxylic acid;STK195946;AKOS000113255;5-Nitrobenzofuran-2-carboxylic acid, 97%;CS-0016880;FT-0636664;N1035;EN300-41648;4N-034;I11534;A896803;J-517878;Z424778036

Chemical Property of 5-Nitrobenzofuran-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.35E-07mmHg at 25°C
• Melting Point: 274 °C
• Boiling Point: 414 °C at 760 mmHg
• PKA: 2.77±0.30(Predicted)
• Flash Point: 204.2 °C
• PSA: 96.26000
• Density: 1.584 g/cm³
• LogP: 2.56240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 207.01677226
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

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

5-Nitrobenzofuran-2-carboxylic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])C=C(O2)C(=O)O
• Uses: 5-Nitro-benzofuran-2-carboxylic Acid is a reagent used in the synthesis of arylamidobenzofurans. Reactant for:? ;Preparation of arylarylamidobenzofurans via Curtius rearrangement followed by bromination and Suzuki reaction1? ;Synthesis and antibacterial evaluation of nitazoxanide-based analogs2? ;Preparation of Melanin-Concentrating Hormone Receptor 1 antagonist3? ;Synthesis of benzoyl and cinnamoyl nitrogen mustard derivatives of benzoheterocyclic analogs of tallimustine as antitumor agents4

Technology Process of 5-Nitrobenzofuran-2-carboxylic acid

There total 17 articles about 5-Nitrobenzofuran-2-carboxylic acid 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%

ethyl 5-nitrobenzo[d]furan-2-carboxylate (69604-00-8) → 5-nitrobenzofuran-2-carboxylic acid (10242-12-3)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 25 ℃; for 3h;

Reference yield: 85.0%

3-(2-hydroxy-5-nitrophenyl)acrylic acid (50396-49-1) → 5-nitrobenzofuran-2-carboxylic acid (10242-12-3)

Guidance literature:

With caesium carbonate; copper dichloride; In N,N-dimethyl-formamide; at 100 ℃; for 5h; Solvent; Reagent/catalyst;

Reference yield: 33.0%

Benzofuran-2-carboxylic acid (496-41-3) → 2-nitro-benzofuran (33094-66-5) + 6-nitro-1-benzofuran-2-carboxylic acid (64209-68-3) + 5-nitrobenzofuran-2-carboxylic acid (10242-12-3)

Guidance literature:

With nitric acid; tin(IV) chloride; In dichloromethane; at 0 ℃; for 2h;

upstream raw materials:

3-bromo-6-nitro-2H-chromen-2-one

ethyl 5-nitrobenzo[d]furan-2-carboxylate

Diethyl 2-bromomalonate

5-Nitrosalicylaldehyde

Downstream raw materials:

5-nitro-1-benzofuran-2-carboxamide

5-(1-piperazinyl)benzofuran-2-carboxamide

vilazodone

ethyl 5-nitrobenzo[d]furan-2-carboxylate

Refernces

• 1、 -. "BENZODIAZEPINE DERIVATIVES". Page/Page column 138; 184; 185. . Retrieved 2019/07/17.
• 2、 -. "Pyrimidine heterocyclic compounds, pyrimidine heterocyclic compound salts, and preparation method and application thereof". . . Retrieved 2017/07/26.