4-hydroxy-N-[(5-nitro-2-furanyl)methylideneamino]benzamide

Base Information

• Chemical Name: 4-hydroxy-N-[(5-nitro-2-furanyl)methylideneamino]benzamide
• CAS No.: 965-52-6
• Molecular Formula: C12H9N3O5
• Molecular Weight: 275.221
• Hs Code.: 2928000090
• European Community (EC) Number: 213-522-0
• Nikkaji Number: J7.199D
• Wikipedia: Nifuroxazide
• Wikidata: Q822929
• ChEMBL ID: CHEMBL1318261
• Mol file: 965-52-6.mol

Synonyms:965-52-6;(E)-4-hydroxy-N'-((5-nitrofuran-2-yl)methylene)benzohydrazide;NCGC00016554-01;CAS-965-52-6;CHEMBL1318261;GTPL12358;Nifuroxazid;Diafuryl;Diarlidan;BCP11876;SMSF0035707;CB11632;SW149238-4;E75897;Q822929;Q27166394;4-hydroxy-N-[(5-nitro-2-furanyl)methylideneamino]benzamide

Chemical Property of 4-hydroxy-N-[(5-nitro-2-furanyl)methylideneamino]benzamide

Chemical Property:

• Appearance/Colour: Yellow solid
• Melting Point: 281-283°C
• Refractive Index: 1.653
• Boiling Point: 418.17°C (rough estimate)
• PKA: 8.36±0.15(Predicted)
• PSA: 120.65000
• Density: 1.49 g/cm³
• LogP: 2.57140
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Practically insoluble in water, slightly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 275.05422040
• Heavy Atom Count: 20
• Complexity: 387

Purity/Quality:

99% ^*data from raw suppliers

Nifuroxazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NN=CC2=CC=C(O2)[N+](=O)[O-])O
• Isomeric SMILES: C1=CC(=CC=C1C(=O)N/N=C\C2=CC=C(O2)[N+](=O)[O-])O
• Uses: Nifuroxazide is an intestinal antiseptic. Nifuroxazide, is still used as a veterinary drug illegally in some countries. SEE H829102 as a test for antibiotic in broiler chickens.

Technology Process of 4-hydroxy-N-[(5-nitro-2-furanyl)methylideneamino]benzamide

There total 7 articles about 4-hydroxy-N-[(5-nitro-2-furanyl)methylideneamino]benzamide 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: 99.8%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 4-hydroxybenzoic acid hydrazide (5351-23-5) → 4-hydroxy-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide (965-52-6)

Guidance literature:

In water; Acidic conditions; Reflux;

Reference yield: 83.0%

5-nitro-2-furfuraldehyde diacetate (92-55-7) + 4-hydroxybenzoic acid hydrazide (5351-23-5) → 4-hydroxy-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide (965-52-6)

Guidance literature:

With sulfuric acid; acetic acid; In ethanol; Ambient temperature;

Reference yield: 80.0%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 4-hydroxybenzoic acid hydrazide (5351-23-5) → nifuroxazide (965-52-6)

Guidance literature:

In ethanol; water; Heating;

DOI:10.1016/j.bmc.2008.05.076

upstream raw materials:

5-nitro-2-furfuraldehyde diacetate

4-hydroxybenzoic acid hydrazide

methyl 4-hydroxylbenzoate

4-hydroxy-benzoic acid

Downstream raw materials:

4-Hydroxy-benzoic acid [4-cyano-2-oxo-but-(E)-ylidene]-hydrazide

4-Hydroxy-benzoic acid [1-(5-amino-furan-2-yl)-meth-(E)-ylidene]-hydrazide

Refernces

• 1、 -. "A 4 - hydroxy -2 ' - (5 - nitrofuran easy to be) - benzoyl jing synthetic method (by machine translation)". Paragraph 0038-0041. . Retrieved 2019/01/10.
• 2、 Rando, Daniela G.,Avery, Mitchell A.,Tekwani, Babu L.,Khan, Shabana I.,Ferreira, Elizabeth I.. "Antileishmanial activity screening of 5-nitro-2-heterocyclic benzylidene hydrazides". . p. 6724 - 6731. Retrieved 2008/12/22.