698-63-5

Basic information

• Product Name: 5-Nitrofurfural
• Synonyms: 5-nitro-furfura;Furfural, 5-nitro-;Nitrofurfural;2-FURANCARBOXALDEHYDE, 5-NITRO-;5-NITRO-2-FURALDEHYDE;5-NITROFURALDEHYDE;5-NITROFURFURAL;5-NITROFURFURALDEHYDE
• CAS NO: 698-63-5
• Molecular Formula: C₅H₃NO₄
• Molecular Weight: 141.08
• EINECS: 211-816-3
• Product Categories: ALDEHYDE;Aldehydes;Furans, Benzofurans & Dihydrobenzofurans;Furans;Furans, Benzofurans & Dihydrobenzofurans
• Mol File: 698-63-5.mol
• Article Data: 42

Chemical Properties

• Melting Point: 37-39 °C(lit.)
• Boiling Point: 121 °C10 mm Hg(lit.)
• Flash Point: 92 °F
• Appearance: Yellow to brown/Crystalline Low Melting Solid
• Density: 1.349 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0196mmHg at 25°C
• Refractive Index: n20/D 1.59(lit.)
• Storage Temp.: Flammables area
• Water Solubility: sparingly soluble
• Sensitive: Air & Light Sensitive
• BRN: 120539
• CAS DataBase Reference: 5-Nitrofurfural(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Nitrofurfural(698-63-5)
• EPA Substance Registry System: 5-Nitrofurfural(698-63-5)

Safety Data

• Hazard Codes: F,Xi,Xn
• Statements: 11-68-10
• Safety Statements: 16-36/37
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 3
• RTECS: LT7200000
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 698-63-5(Hazardous Substances Data)

Usage

Description

Nitrofuran carboxaldehyde (NFC) is used to synthesize many drugs and chemicals such as nifuraldezone, puraguanidine, nifuratrone, furmethoxadone, etc. Furfural the main structure of NFC was determined many years ago to be a byproduct of formic acid synthesis. Furfural is produced from agricultural byproducts such as sugarcane bagasse and corncobs.

Chemical Properties

Yellow to brown crystalline low melting solid

Uses

Different sources of media describe the Uses of 698-63-5 differently. You can refer to the following data:
1. NFC and its derivatives have antibacterial and antifungal activities. They destroy both gram-positive and gram-negative organisms such as Staphylococcus aureus, Salmonella schotmuelleri, Pseudomonas aeruginosa, Proteus vulgaris, Escherichia coli, and Streptococcus pyogenes. They may be used as antibacterial agents in a prophylactic manner, for example, in cleaning and disinfecting products. This compound also has antitrichomonal and antifungal activities.
2. 5-Nitro-2-furaldehyde was used in the synthesis of a series of 4-(5-nitrofuran-2-yl)prop-2-en-1-one derivatives. . It was also used in the synthesis of modified mesoporous silica (MCM-41). 5-Nitrofurfural can be commonly used as pharmaceutical intermediates.

Toxicity evaluation

NFC inhibits the uptake of oxygen and disrupts cellular respiration within mitochondria. NFC and other nitrofurans are relatively potent inhibitors of monoamine oxidase enzyme in mammalian and avian species.

InChI:InChI=1/C5H3NO4/c7-3-4-1-2-5(10-4)6(8)9/h1-3H

Synthetic route

furfural (98-01-1) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With Nitrogen dioxide In acetonitrile at 20℃; under 750.075 Torr; for 6h;	78%
With nitric acid; acetic anhydride at -30℃; for 2h;	22%
Stage #1: furfural With sulfuric acid; nitric acid; acetic anhydride at 0℃; for 1h; Stage #2: With sulfuric acid In water at 110℃; for 0.0833333h;
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 1 h / 0 °C 2: sulfuric acid / 0.03 h / 540 °C View Scheme

(5-nitrofuran-2-yl)methanol (2493-04-1) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With manganese(II) nitrate hexahydrate; copper(II) nitrate trihydrate; acetic acid In α,α,α-trifluorotoluene at 50℃; for 2h; In air; chemoselective reaction;	95%
With manganese(IV) oxide In dichloromethane at 20℃; for 12h; Solvent; Reagent/catalyst;	90%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In neat (no solvent) at 20℃; for 2h; Milling;	89%
With manganese(IV) oxide; sulfuric acid
With rhodium contaminated with carbon at 150℃; under 60006 Torr; for 4h; Supercritical conditions;

5-nitro-2-furfuraldehyde diacetate (92-55-7) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With caro's acid; silica gel In dichloromethane for 0.0916667h; Heating;	100%
With sulphated zirconia In acetonitrile at 60℃; for 2h; Microwave irradiation;	100%
With indium(III) chloride; sulfuric acid; orthoformic acid triethyl ester at 78 - 85℃; for 1.5h; Reagent/catalyst;	89.2%

5-nitro-2-furaldehyde diacetate → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With sulfuric acid at 540℃; for 0.0333333h;	83%

5-nitrofurfurylidine diacetate → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With sulfuric acid In water at 0 - 50℃; for 0.833333 - 0.916667h;

5-Formyl-2-furancarboxylic acid (13529-17-4) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;	87%

2-(bromomethyl)-5-nitrofuran (20782-91-6) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With benzo[c]cinnoline; 2,6-di-tert-butyl-4-methylpyridine In acetonitrile at 80℃; Kornblum Aldehyd Synthesis;	80%

5-nitrofurfuryl azide (20782-90-5) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With hydrogenchloride In ethanol at 35℃;	67%

furfurylacetate (623-17-6) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid; acetic acid anhydride 2: aqueous sulfuric acid 3: manganese (IV)-oxide; aqueous sulfuric acid View Scheme
Multi-step reaction with 3 steps 1: nitric acid / acetic anhydride / 1 h 2: sodium hydroxide / methanol / 3 h / 20 °C 3: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme

2-Acetoxymethyl-5-nitro-furan (5407-68-1) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: manganese (IV)-oxide; aqueous sulfuric acid View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 3 h / 20 °C 2: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme

2-Dibutoxymethyl-5-nitro-furan (17163-15-4) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With tin(IV) chloride In 1,2-dichloro-ethane at 0℃; for 0.25h; Yield given;
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0℃; for 0.25h; Yield given;

2-acetoxy-2-diacetoxymethyl-5-nitro-2,5-dihydrofuran (5904-70-1) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: aqueous sulfuric acid View Scheme

(2-furyl)methyl alcohol (98-00-0) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid anhydride; nitric acid 2: acetone; sodium iodide 3: air; chloroform / Einwirkung von Tageslicht View Scheme
Multi-step reaction with 4 steps 1: sodium acetate / toluene / 4 h / Reflux 2: nitric acid / acetic anhydride / 1 h 3: sodium hydroxide / methanol / 3 h / 20 °C 4: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme

2-(iodomethyl)-5-nitrofuran (4077-58-1) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With air; chloroform Einwirkung von Tageslicht;

2-(bromomethyl)-5-nitrofuran (20782-91-6) → 5-nitrofurane-2-carboxaldehyde (698-63-5) + 5-nitro-2-furancarbaldehyde dimethylacetal (17163-18-7) + 2-(2-methyl-1-propenyl)-5-nitrofuran (98603-34-0) + 2-(2-methyl-2-nitropropyl)-5-nitrofuran

Conditions	Yield
With sodium 2-nitropropane In methanol for 4h; Irradiation; Further byproducts given;	A 4% B 7% C 11% D 5%

2-nitro-5-nitrooxymethyl furan (4077-62-7) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: acetone; sodium iodide 2: air; chloroform / Einwirkung von Tageslicht View Scheme

hydroxyamino-(5-nitro-furan-2-yl)-methanol (499979-42-9) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;

(hydroxy-methyl-amino)-(5-nitro-furan-2-yl)-methanol (499979-43-0) → 5-nitrofurane-2-carboxaldehyde (698-63-5) + N-Methylhydroxylamine (593-77-1)

Conditions	Yield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;

(cyclohexyl-hydroxy-amino)-(5-nitro-furan-2-yl)-methanol (499979-45-2) → 5-nitrofurane-2-carboxaldehyde (698-63-5) + N-cyclohexyl-hydroxylamine (2211-64-5)

Conditions	Yield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;

N-(5-nitrofurfurylidene)aniline (156-44-5) → 5-nitrofurane-2-carboxaldehyde (698-63-5) + aniline (62-53-3)

Conditions	Yield
In water at 25℃; Equilibrium constant; other pH;

5-Nitro-furan-2-carbaldehyde → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
In water; N,N-dimethyl-formamide Rate constant; effect of water content in DMF;

2-(iodomethyl)-5-nitrofuran (4077-58-1) + chloroform (67-66-3) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Conditions	Yield
Aufbewahren im Licht;

sodium 2-nitropropane (24163-39-1) + 2-(bromomethyl)-5-nitrofuran (20782-91-6) → 5-nitrofurane-2-carboxaldehyde (698-63-5) + 5-nitro-2-furancarbaldehyde dimethylacetal (17163-18-7) + 2-(2-methyl-1-propenyl)-5-nitrofuran (98603-34-0) + 2-(2-methyl-2-nitropropyl)-5-nitrofuran + 2-(1-hydroxy-2-methyl-2-nitropropyl)-5-nitrofuran

Conditions	Yield
In methanol for 4h; Product distribution; Mechanism; Irradiation; also with O2; without irradiation; further reagent; other solvent;

5-nitrofurane-2-carboxaldehyde (698-63-5) + 4-phenyl-semicarbazide (537-47-3) → N-(5-Nitro-2-furfurylidene)-4-phenylsemicarbazide (133218-17-4)

Conditions	Yield
In not given for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 1H-indol-1-amine (53406-38-5) → 1-<(5-nitrofurfurylidene)amino>indole (113698-47-8)

Conditions	Yield
for 0.25h; Heating;	100%
Yield given;

5-nitrofurane-2-carboxaldehyde (698-63-5) + 1-hydrazinophthalazine (1044569-46-1) → 1-(5-nitrofurfurylidene)-2-(1-phthalazinyl)hydrazine

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 3-(N-sulphonylhydrazino)benzoic acid (7385-52-6) → N'-(5-nitrofurfurylidene)-3-carboxybenzenesulphonohydrazide

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 3-amino-2-hydrazinoquinazolin-4(3H)-one (19062-39-6) → 3-(5-nitrofurfurylideneamino)-2-<2-(5-nitrofurfurylidene)hydrazino>-4(3H)-quinazolinone

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + N-(1-hydroxy-2-methylprop-2-yl)-hydroxylamine (4706-13-2) → 1-Hydroxy-2-methyl-N-(5-nitrofurfuryliden)-2-propanamin-N-oxid (25943-90-2)

Conditions	Yield
In ethanol Ambient temperature;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + t-butoxycarbonylhydrazine (870-46-2) → N'-tert-butyl-2-((5-nitrofuran-2-yl)methylene)hydrazinecarboxylate

Conditions	Yield
for 0.25h; Heating;	100%
In ethanol at 20℃;	65%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 2-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione (5690-46-0) → N-(5-nitrofurfurylideneamino)-1,8-naphthalenedicarboximide

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 4-methoxybenzyl hydrazinecarboxylate (18912-37-3) → 4-methoxybenzyl 3-(5-nitrofurfurylidene)carbazate

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + N-[2-(hydrazinylcarbonyl)phenyl]benzamide (92166-40-0) → N'-(5-nitrofurfurylidene)-2-(benzoylamino)benzohydrazide

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 7-Bromo-3-hydrazino-1,2,4-triazino<5,6-b>indole (205177-10-2) → N-(8-Bromo-5H-[1,2,4]triazino[5,6-b]indol-3-yl)-N'-[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-hydrazine (113361-52-7)

Conditions	Yield
In N,N-dimethyl-formamide for 1h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 3-amino-5-chloro-2(3H)-benzoxazolone → 5-chloro-3-(5-nitrofurfurylideneamino)-2(3H)-benzoxazolone

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 2-phenyl-1H-indol-1-amine → 2-phenyl-1-(5-nitrofurfurylideneamino)indole

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 2-hydrazinyl-4,5-dihydro-1H-imidazole (51420-32-7) → 1-(4,5-dihydro-2-imidazolyl)-2-(5-nitrofurfurylidene)hydrazine (953-23-1)

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 2,7-diaminobenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (13821-25-5) → N,N'-bis(5-nitrofurfurylideneamino)-1,4,5,8-naphthalenetetracarboxylic diimide

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 3-amino-6-chloro-2-methyl-4(3H)-quinazolinone (3257-39-4) → 2-methyl-6-chloro-3-(5-nitrofurfurylideneamino)-4(3H)-quinazolinone (3605-91-2)

Conditions	Yield
for 0.25h; Heating;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + acrylic acid methyl ester (292638-85-8) → 2-[hydroxy-(5-nitro-furan-2-yl)-methyl]acrylic acid, 1-methyl ester

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 0.5h; Baylis-Hillman reaction;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + p-toluidine (106-49-0) → N-(2-nitrofurfurylidene)-p-toluidine (2666-86-6)

Conditions	Yield
In methanol at 20℃; for 24h;	100%
In methanol at 20℃; for 24h;

5-nitrofurane-2-carboxaldehyde (698-63-5) + 10-amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one (1616615-78-1) → 10-(5-nitrofurfurylidene)amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one

Conditions	Yield
With acetic acid for 0.25h; Reflux;	100%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 4-methoxy-aniline (104-94-9) → N-(5-nitrofurfurylidene)-p-anisidine (74675-72-2)

Conditions	Yield
In methanol at 20℃; for 24h;	100%
In dimethyl sulfoxide at 20℃; for 3h;
With magnesium sulfate In dichloromethane at 20℃;

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)

Conditions	Yield
In water Acidic conditions; Reflux;	99.8%
In ethanol for 2h; Reflux;	91.4%

5-nitrofurane-2-carboxaldehyde (698-63-5) → (5-nitrofuran-2-yl)methanol (2493-04-1)

Conditions	Yield
With aluminum isopropoxide In isopropyl alcohol for 4h; Heating;	99%
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 1h; Reduction;	93%
With chloro-trimethyl-silane; tert-Amyl alcohol; sodium hydride; zinc(II) chloride In tetrahydrofuran at 63℃; for 0.25h;	84%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 7-fluoro-2-methyl-6-morpholin-4-yl-3H-quinazolin-4-one (1033778-65-2) → (E)-7-fluoro-6-morpholin-4-yl-2-[2-(5-nitrofuran-2-yl)vinyl]-3H-quinazolin-4-one

Conditions	Yield
With sulfuric acid In water; acetic acid for 24h; Heating / reflux;	99%

5-nitrofurane-2-carboxaldehyde (698-63-5) + acetic anhydride (108-24-7) → 5-nitro-2-furfuraldehyde diacetate (92-55-7)

Conditions	Yield
With sulphated zirconia at 0℃; for 8h; regioselective reaction;	99%

5-nitrofurane-2-carboxaldehyde (698-63-5) + allyltrichlorosilane (107-37-9) → (S)-(-)-1-(5-nitro-2-furyl)but-3-en-1-ol (1151548-83-2)

Conditions	Yield
With (R)-methyl p-tolyl sulfoxide; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 18h; optical yield given as %ee; enantioselective reaction;	99%
Stage #1: allyltrichlorosilane With C20H28N2O2S2; tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.0833333h; Inert atmosphere; Stage #2: 5-nitrofurane-2-carboxaldehyde In dichloromethane at -78℃; Inert atmosphere; Stage #3: With water; sodium hydrogencarbonate In dichloromethane optical yield given as %ee; enantioselective reaction;	64%

5-nitrofurane-2-carboxaldehyde (698-63-5) + (1R,2S,3R,4S)-(3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)methanol (105761-77-1) → C13H13NO6

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 30h;	99%

5-nitrofurane-2-carboxaldehyde (698-63-5) + thiosemicarbazide (79-19-6) → 5-nitro-furfural thiosemicarbazone (831-71-0, 146827-83-0)

Conditions	Yield
In methanol for 3h; Reflux;	98%
In ethanol for 0.05h; Condensation; microwave irradiation;	83%
With ethanol; acetic acid

BARBITURIC ACID (67-52-7) + 5-nitrofurane-2-carboxaldehyde (698-63-5) → 5-(5-nitrofurylidene)-2,4,6 (1H,3H,5H)pyrimidinetrione (19144-58-2)

Conditions	Yield
With Montmorillonite KSF for 0.0666667h; Irradiation;	98%

5-nitrofurane-2-carboxaldehyde (698-63-5) + phenylhydrazine (100-63-0) → 1-(5-nitrofuran-2-ylmethylene)-2-phenylhydrazine (726-50-1)

Conditions	Yield
Stage #1: phenylhydrazine With acetic acid In water for 0.0833333h; Sonication; Stage #2: 5-nitrofurane-2-carboxaldehyde In dimethyl sulfoxide at 20℃; for 0.5h; Sonication;	98%
aniline at 25℃; Rate constant; var. concentration of aniline and phenylhydrazine;
With acetic acid In ethanol Heating;

Upstream product

• 156-44-5 N-(5-nitrofurfurylidene)aniline 
• 5407-68-1 2-Acetoxymethyl-5-nitro-furan 
• 98-01-1 furfural 
• 20782-91-6 2-(bromomethyl)-5-nitrofuran 
• 13529-17-4 5-Formyl-2-furancarboxylic acid 
• 5904-70-1 2-acetoxy-2-diacetoxymethyl-5-nitro-2,5-dihydrofuran 
• 4077-62-7 2-nitro-5-nitrooxymethyl furan 
• 623-17-6 furfurylacetate 
• 98-00-0 (2-furyl)methyl alcohol 
• 499979-45-2 (cyclohexyl-hydroxy-amino)-(5-nitro-furan-2-yl)-methanol 
• 499979-43-0 (hydroxy-methyl-amino)-(5-nitro-furan-2-yl)-methanol 
• 499979-42-9 hydroxyamino-(5-nitro-furan-2-yl)-methanol 
• 24163-39-1 sodium 2-nitropropane 
• 17163-15-4 2-Dibutoxymethyl-5-nitro-furan 

Downstream Products

• 3805-50-3 1-(5-nitro-furan-2-ylmethyleneamino)-2-thioxo-imidazolidin-4-one 
• 1440-12-6 N-{5-[2-(5-nitro-furan-2-yl)-vinyl]-[1,3,4]thiadiazol-2-yl}-acetamide 
• 111041-98-6 Benzoimidazol-1-yl-[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-amine 
• 63751-68-8 (5-nitro-furan-2-yl)-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-methanol 
• 49561-47-9 2-[2-(5-nitro-furan-2-yl)-vinyl]-thiazole 
• 101932-30-3 5-<4-Methyl-piperazinomethyl>-3-<5-nitro-furfurylidenamino>-oxazolid-2-on 
• 17885-55-1 3-cyclohexyl-5-(5-nitro-furan-2-ylmethylene)-2-thioxo-thiazolidin-4-one 
• 53289-86-4 (5-nitro-furan-2-ylmethylene)-(4-phenyl-isoxazol-5-yl)-amine 
• 55315-50-9 2,6-dimethyl-4-(5-nitro-furan-2-yl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 92325-83-2 5-<2-Methyl-morpholinomethyl>-3-<5-nitro-furfurylidenamino>-oxazolid-2-on 
• 27472-71-5 2-anilino-5-(5-nitro-furan-2-ylmethylene)-thiazol-4-one 
• 41260-30-4 3-(5-nitro-furan-2-yl)-2-phenyl-1,2-dihydro-naphtho[2,1-e][1,2,4]triazine 
• 18220-02-5 2-(5-nitro-furan-2-ylmethylene)-5-phenyl-imidazo[2,1-b]thiazol-3-one 
• 21959-57-9 3-[2-(5-nitro-furan-2-yl)-vinyl]-[1,2,4]oxadiazol-5-ylamine 

Relevant articles and documents

An efficient microwave-assisted method to obtain 5-nitrofurfural without solvents on mineral solid supports

5-nitrofurfural (5-NF) was quantitatively prepared by deacetylation of its geminal diacetate on K10 Montmorillonite under microwave irradiation without solvent.

Industrial preparation method of nifuratel

The invention provides a preparation method of nifuratel. The preparation method comprises the following steps: (1) reacting sodium methyl mercaptide with epoxy chloropropane to prepare 2-(methylthiomethyl)-oxetane; (2) dropwise adding the 2-(methylthiomethyl)-oxygen heterocyclic propane into hydrazine hydrate, so as to prepare 3-methylthio-2-hydroxyl-propyl hydrazine; (3) adding diethyl carbonate into the 3-(methylthio-2-hydroxy)-propyl hydrazine, so as to prepare N-amino-5-(methylthiomethyl)-2-oxazolidinone; and (4) hydrolyzing the 5-nitrofuran formaldehyde diacetate in the presence of dilute acid to obtain a 5-nitrofurfural solution; under a dark condition, adding the prepared N-amino-5-methylthiomethyl-2-oxazolidinone into a 5-nitrofurfural solution, reacting at room temperature to obtain a nifuratel crude product, and recrystallizing and purifying to obtain a nifuratel pure product.

The Hydrazine–O2 Redox Couple as a Platform for Organocatalytic Oxidation: Benzo[c]cinnoline-Catalyzed Oxidation of Alkyl Halides to Aldehydes

An organocatalytic oxidation platform that capitalizes on the capacity of hydrazines to undergo rapid autoxidation to diazenes is described. Commercially available benzo[c]cinnoline is shown to catalyze the oxidation of alkyl halides to aldehydes in a novel mechanistic paradigm involving nucleophilic attack, prototropic shift, and hydrolysis. The hydrolysis and reoxidation events occur readily with only adventitious oxygen and water. A survey of the scope of viable substrates is shown along with mechanistic and computational studies that give insight into this mode of catalysis.