5-Nitrofuran-2-acrylaldehyde

Base Information

• Chemical Name: 5-Nitrofuran-2-acrylaldehyde
• CAS No.: 52661-56-0
• Molecular Formula: C₇H₅NO₄
• Molecular Weight: 167.121
• European Community (EC) Number: 258-078-9,217-499-8
• DSSTox Substance ID: DTXSID101031099
• Nikkaji Number: J199.686J,J295.760D
• Wikidata: Q76306576
• ChEMBL ID: CHEMBL164282
• Mol file: 52661-56-0.mol

Synonyms:5-nitrofuryl-2-acrolein;5-nitrofuryl-2-acrolein, (E)-isomer

Chemical Property of 5-Nitrofuran-2-acrylaldehyde

Chemical Property:

• Boiling Point: 310.7°Cat760mmHg
• Flash Point: 141.7°C
• PSA: 76.03000
• Density: 1.365g/cm³
• LogP: 1.92310
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

(E)?-?3-?(5-?Nitrofuran-?2-?yl)?acrylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)[N+](=O)[O-])C=CC=O
• Isomeric SMILES: C1=C(OC(=C1)[N+](=O)[O-])/C=C/C=O
• Uses: (E)?-?3-?(5-?Nitrofuran-?2-?yl)?acrylaldehyde can be used as reactant/reagent for starting material and preparation of hydrazone and diacylhydrazine derivatives as ERAD inhibitors useful in the treatment of diseases.

Technology Process of 5-Nitrofuran-2-acrylaldehyde

There total 1 articles about 5-Nitrofuran-2-acrylaldehyde 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:

→ 5-nitrofurylacrolein (52661-56-0,1874-22-2)

Guidance literature:

DOI:10.1007/BF00758402 DOI:10.1007/BF01156490

Reference yield: 97.0%

1-aminohydantoin (6301-02-6) + 5-nitrofurylacrolein (52661-56-0,1874-22-2) → 1-{[(1E,2E)-3-(5-nitrofuran-2-yl)prop-2-ene-1-ylidene]amino}imidazolidin-2,4-dione (1672-88-4)

Guidance literature:

With acetic acid; In water; isopropyl alcohol; for 1h;

Reference yield: 92.0%

5-nitrofurylacrolein (52661-56-0,1874-22-2) + 8-Hydrazino-7-(2-hydroxy-3-phenoxy-propyl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione (78960-55-1) → 7-(2-Hydroxy-3-phenoxy-propyl)-1,3-dimethyl-8-{N'-[(Z)-3-(5-nitro-furan-2-yl)-prop-2-en-(Z)-ylidene]-hydrazino}-3,7-dihydro-purine-2,6-dione (78960-64-2)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1007/BF00759472

Downstream raw materials:

3-[3-(5-nitro-[2]furyl)-allylidenamino]-oxazolidin-2-one

(E)-3-(5-Nitrofuran-2-yl)prop-2-en-1-ol

3-benzyl-5-[3-(5-nitro-furan-2-yl)-allylidene]-thiazolidine-2,4-dione

5-morpholin-4-ylmethyl-3-[3-(5-nitro-furan-2-yl)-allylideneamino]-oxazolidin-2-one