3-(5-Nitrofurfurylideneamino)hydantoic acid

Base Information

• Chemical Name: 3-(5-Nitrofurfurylideneamino)hydantoic acid
• CAS No.: 63981-22-6
• Molecular Formula: C8H8 N4 O6
• Molecular Weight: 256.175
• Hs Code.: 2932190002
• UNII: TVG8Y4GSG2
• Mol file: 63981-22-6.mol

Synonyms:3-(5-nitrofurfurylideneamino)hydantoic acid;3-(5-nitrofurfurylideneamino)hydantoic acid, monosodium salt;NFFAHA

Chemical Property of 3-(5-Nitrofurfurylideneamino)hydantoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 234 °C (decomp)
• Boiling Point: 508.1°Cat760mmHg
• PKA: 4.02±0.10(Predicted)
• Flash Point: 261.1°C
• PSA: 155.94000
• Density: 1.71g/cm³
• LogP: 1.02400
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated), Water (Very Slightly, Heated)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 256.04438399
• Heavy Atom Count: 18
• Complexity: 378

Purity/Quality:

99%, ^*data from raw suppliers

3-(5-Nitrofurfurylideneamino)hydantoicAcid ^*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=NN(CC(=O)O)C(=O)N
• Isomeric SMILES: C1=C(OC(=C1)[N+](=O)[O-])/C=N/N(CC(=O)O)C(=O)N
• Uses: 3-(5-Nitrofurfurylideneamino)hydantoic Acid, is a new derivative of 5-Nitro-2-furfural, and they are proved to be bactericidal. 3-(5-Nitrofurfurylideneamino)hydantoic Acid, is a new derivative of 5-Nitro-2-furfural, and they are proved to be bactericidal. Nitrofurantoin USP Related Compound A.

Technology Process of 3-(5-Nitrofurfurylideneamino)hydantoic acid

There total 5 articles about 3-(5-Nitrofurfurylideneamino)hydantoic 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: 23.0%

2-hydrazinyl acetic acid ethyl ester hydrochloride (6945-92-2) + 5-nitro-furfural-(E)-oxime (7197-93-5) → 3-(5-nitrofurfurylideneamino)hydantoic acid (63981-22-6)

Guidance literature:

With potassium cyanate; sulfuric acid; In water; for 0.25h; Heating;

DOI:10.1002/jps.2600740128

Reference yield:

Nitrofurantoin (67-20-9) → 3-(5-nitrofurfurylideneamino)hydantoic acid (63981-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium citrate dihydrate, citric acid, sodium saccharin dihydrate / H₂O / 1.) reflux, 13 h, 2.) room temperature, 24 h

2: 3 M HCl

With hydrogenchloride; saccharin sodium salt; sodium citrate; citric acid; In water;

DOI:10.1002/jps.2600740128

Reference yield:

sodium salt of 3-(5-nitrofurfurylideneamino)hydantoic acid → 3-(5-nitrofurfurylideneamino)hydantoic acid (63981-22-6)

Guidance literature:

With hydrogenchloride;

DOI:10.1002/jps.2600740128

upstream raw materials:

5-nitrofurane-2-carboxaldehyde

hydrazineacetic acid

2-hydrazinyl acetic acid ethyl ester hydrochloride

5-nitro-furfural-(E)-oxime

Downstream raw materials:

3-(5-nitro-furfurylidenamino)-hydantoic acid methyl ester

3-(5-nitro-furfurylidenamino)-hydantoic acid propyl ester

Ethyl-1-(5-nitro-furfuryliden)-2-semicarbazido-acetat

Nitrofurantoin

Refernces