Ethyl-alpha-cyano-beta-(5-nitrofuryl)acrylate

Base Information

• Chemical Name: Ethyl-alpha-cyano-beta-(5-nitrofuryl)acrylate
• CAS No.: 5410-94-6
• Molecular Formula: C₁₀H₈N₂O₅
• Molecular Weight: 236.184
• Hs Code.: 2932190090
• NSC Number: 643141,4257
• Mol file: 5410-94-6.mol

Synonyms:NSC643141;SCHEMBL11236031;NSC4257;NSC-4257;AKOS030514517;NSC-643141;Ethyl-.alpha.-cyano-.beta.-(5-nitrofuryl)acrylate;ETHYL (Z)-2-CYANO-3-(5-NITRO-2-FURYL)PROP-2-ENOATE

Chemical Property of Ethyl-alpha-cyano-beta-(5-nitrofuryl)acrylate

Chemical Property:

• Vapor Pressure: 5.17E-06mmHg at 25°C
• Boiling Point: 381.2°Cat760mmHg
• Flash Point: 184.3°C
• PSA: 109.05000
• Density: 1.379g/cm³
• LogP: 2.18108
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 236.04332136
• Heavy Atom Count: 17
• Complexity: 389

Purity/Quality:

ethyl2-cyano-3-(5-nitro-2-furyl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=C(O1)[N+](=O)[O-])C#N
• Isomeric SMILES: CCOC(=O)/C(=C\C1=CC=C(O1)[N+](=O)[O-])/C#N

Technology Process of Ethyl-alpha-cyano-beta-(5-nitrofuryl)acrylate

There total 6 articles about Ethyl-alpha-cyano-beta-(5-nitrofuryl)acrylate 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: 97.0%

5-nitrofurane-2-carboxaldehyde (698-63-5) + ethyl 2-cyanoacetate (105-56-6) → β-(5-Nitrofur-2-yl)-α-cyanacrylsaeureethylester (5410-94-6)

Guidance literature:

With N-(propylcarbamoyl)sulfamic acid bonded on silica; at 100 ℃; for 0.25h;

DOI:10.1016/j.bpc.2020.106443

Reference yield: 86.0%

5-nitro-2-furfuraldehyde diacetate (92-55-7) + ethyl 2-cyanoacetate (105-56-6) → β-(5-Nitrofur-2-yl)-α-cyanacrylsaeureethylester (5410-94-6)

Guidance literature:

zinc(II) chloride; In 1,4-dioxane; for 4h; Heating;

Reference yield:

ethyl (E)-2-cyano-3-(2-furyl)-2-propenoate (67449-75-6,23973-22-0) → β-(5-Nitrofur-2-yl)-α-cyanacrylsaeureethylester (5410-94-6)

Guidance literature:

With nitric acid; acetic anhydride;

DOI:10.1246/bcsj.27.398

upstream raw materials:

ethyl (E)-2-cyano-3-(2-furyl)-2-propenoate

5-nitro-2-furfuraldehyde diacetate

ethyl 2-cyanoacetate

nitric acid

Downstream raw materials:

(Z)-2-Cyano-3-(methyl-phenyl-amino)-3-(5-nitro-furan-2-yl)-acrylic acid ethyl ester

(E)-2-Cyano-3-(methyl-phenyl-amino)-3-(5-nitro-furan-2-yl)-acrylic acid ethyl ester

Z-β-(5-Nitrofur-2-yl)-β-anilino-α-cyanacrylsaeureethylester

E-β-(5-Nitrofur-2-yl)-β-anilino-α-cyanacrylsaeureethylester

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