5-Furfurylidene hydantoin

Base Information

• Chemical Name: 5-Furfurylidene hydantoin
• CAS No.: 80242-64-4
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.147
• NSC Number: 170416
• ChEMBL ID: CHEMBL38863
• Mol file: 80242-64-4.mol

Synonyms:136949-32-1;5-Furan-2-ylmethylene-imidazolidine-2,4-dione;5-[1-Furan-2-yl-meth-(Z)-ylidene]-imidazolidine-2,4-dione;5-Furfurylidene hydantoin;NSC170416;80242-64-4;MLS002264441;CHEMBL38863;SCHEMBL11596836;NTRZCUHJPUNEDE-XQRVVYSFSA-N;HMS2213K18;AKOS002328900;NSC-170416;NCGC00182220-01;SMR001317742;BB 0218422;(5Z)-5-(2-Furylmethylene)-2,4-imidazolidinedione #;5-[1-Furan-2-yl-meth-(Z)-ylidene]-imidazolidi ne-2,4-dione

Chemical Property of 5-Furfurylidene hydantoin

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.432g/cm³
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.03784206
• Heavy Atom Count: 13
• Complexity: 285

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C=C2C(=O)NC(=O)N2
• Isomeric SMILES: C1=COC(=C1)/C=C\2/C(=O)NC(=O)N2

Technology Process of 5-Furfurylidene hydantoin

There total 3 articles about 5-Furfurylidene hydantoin 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:

furfural (98-01-1) + diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate (95378-36-2) → 5-furfurylidene-imidazolidine-2,4-dione (80242-64-4,136949-32-1) + (5Z)-5-(furan-2-ylmethylene)imidazolidine-2,4-dione (136949-32-1)

Guidance literature:

With lithium hydroxide; In ethanol; at 20 ℃; for 24h; optical yield given as %de;

DOI:10.1016/j.tet.2011.09.034

Reference yield:

furfural (98-01-1) + 2,4-imidazolidinedione (461-72-3) → 5-furfurylidene-imidazolidine-2,4-dione (80242-64-4,136949-32-1)

Guidance literature:

With sodium acetate; acetic acid;

DOI:10.1007/BF02987842

Reference yield:

(5Z)-5-(furan-2-ylmethylene)imidazolidine-2,4-dione (136949-32-1) → 5-furfurylidene-imidazolidine-2,4-dione (80242-64-4,136949-32-1)

Guidance literature:

In d⁽⁴⁾-methanol; Irradiation;

DOI:10.3390/molecules26133796

upstream raw materials:

furfural

2,4-imidazolidinedione

diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate

(5Z)-5-(furan-2-ylmethylene)imidazolidine-2,4-dione

Downstream raw materials:

Furfurylhydantoin