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698-63-5

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698-63-5 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.

Check Digit Verification of cas no

The CAS Registry Mumber 698-63-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 8 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 698-63:
(5*6)+(4*9)+(3*8)+(2*6)+(1*3)=105
105 % 10 = 5
So 698-63-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H3NO4/c7-3-4-1-2-5(10-4)6(8)9/h1-3H

698-63-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A10618)  5-Nitro-2-furaldehyde, 99%   

  • 698-63-5

  • 5g

  • 240.0CNY

  • Detail
  • Alfa Aesar

  • (A10618)  5-Nitro-2-furaldehyde, 99%   

  • 698-63-5

  • 25g

  • 1022.0CNY

  • Detail
  • Alfa Aesar

  • (A10618)  5-Nitro-2-furaldehyde, 99%   

  • 698-63-5

  • 50g

  • 1829.0CNY

  • Detail
  • Aldrich

  • (170968)  5-Nitro-2-furaldehyde  99%

  • 698-63-5

  • 170968-5G

  • 487.89CNY

  • Detail
  • Aldrich

  • (170968)  5-Nitro-2-furaldehyde  99%

  • 698-63-5

  • 170968-25G

  • 1,503.45CNY

  • Detail

698-63-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Nitrofurfural

1.2 Other means of identification

Product number -
Other names 2-Furancarboxaldehyde, 5-nitro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:698-63-5 SDS

698-63-5Synthetic route

furfural
98-01-1

furfural

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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-nitrofuran-2-yl)methanol

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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-nitro-2-furfuraldehyde diacetate

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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-nitro-2-furaldehyde diacetate

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
With sulfuric acid at 540℃; for 0.0333333h;83%
5-nitrofurfurylidine diacetate

5-nitrofurfurylidine diacetate

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
With sulfuric acid In water at 0 - 50℃; for 0.833333 - 0.916667h;
5-Formyl-2-furancarboxylic acid
13529-17-4

5-Formyl-2-furancarboxylic acid

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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

2-(bromomethyl)-5-nitrofuran

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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-nitrofurfuryl azide

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 35℃;67%
furfurylacetate
623-17-6

furfurylacetate

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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

2-Acetoxymethyl-5-nitro-furan

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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

2-Dibutoxymethyl-5-nitro-furan

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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

2-acetoxy-2-diacetoxymethyl-5-nitro-2,5-dihydrofuran

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: aqueous sulfuric acid
View Scheme
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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

2-(iodomethyl)-5-nitrofuran

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
With air; chloroform Einwirkung von Tageslicht;
2-(bromomethyl)-5-nitrofuran
20782-91-6

2-(bromomethyl)-5-nitrofuran

A

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

B

5-nitro-2-furancarbaldehyde dimethylacetal
17163-18-7

5-nitro-2-furancarbaldehyde dimethylacetal

C

2-(2-methyl-1-propenyl)-5-nitrofuran
98603-34-0

2-(2-methyl-1-propenyl)-5-nitrofuran

D

2-(2-methyl-2-nitropropyl)-5-nitrofuran

2-(2-methyl-2-nitropropyl)-5-nitrofuran

Conditions
ConditionsYield
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

2-nitro-5-nitrooxymethyl furan

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
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

hydroxyamino-(5-nitro-furan-2-yl)-methanol

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;
(hydroxy-methyl-amino)-(5-nitro-furan-2-yl)-methanol
499979-43-0

(hydroxy-methyl-amino)-(5-nitro-furan-2-yl)-methanol

A

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

B

N-Methylhydroxylamine
593-77-1

N-Methylhydroxylamine

Conditions
ConditionsYield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;
(cyclohexyl-hydroxy-amino)-(5-nitro-furan-2-yl)-methanol
499979-45-2

(cyclohexyl-hydroxy-amino)-(5-nitro-furan-2-yl)-methanol

A

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

B

N-cyclohexyl-hydroxylamine
2211-64-5

N-cyclohexyl-hydroxylamine

Conditions
ConditionsYield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;
N-(5-nitrofurfurylidene)aniline
156-44-5

N-(5-nitrofurfurylidene)aniline

A

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; other pH;
5-Nitro-furan-2-carbaldehyde

5-Nitro-furan-2-carbaldehyde

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide Rate constant; effect of water content in DMF;
2-(iodomethyl)-5-nitrofuran
4077-58-1

2-(iodomethyl)-5-nitrofuran

chloroform
67-66-3

chloroform

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

Conditions
ConditionsYield
Aufbewahren im Licht;
sodium 2-nitropropane
24163-39-1

sodium 2-nitropropane

2-(bromomethyl)-5-nitrofuran
20782-91-6

2-(bromomethyl)-5-nitrofuran

A

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

B

5-nitro-2-furancarbaldehyde dimethylacetal
17163-18-7

5-nitro-2-furancarbaldehyde dimethylacetal

C

2-(2-methyl-1-propenyl)-5-nitrofuran
98603-34-0

2-(2-methyl-1-propenyl)-5-nitrofuran

D

2-(2-methyl-2-nitropropyl)-5-nitrofuran

2-(2-methyl-2-nitropropyl)-5-nitrofuran

E

2-(1-hydroxy-2-methyl-2-nitropropyl)-5-nitrofuran

2-(1-hydroxy-2-methyl-2-nitropropyl)-5-nitrofuran

Conditions
ConditionsYield
In methanol for 4h; Product distribution; Mechanism; Irradiation; also with O2; without irradiation; further reagent; other solvent;
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

4-phenyl-semicarbazide
537-47-3

4-phenyl-semicarbazide

N-(5-Nitro-2-furfurylidene)-4-phenylsemicarbazide
133218-17-4

N-(5-Nitro-2-furfurylidene)-4-phenylsemicarbazide

Conditions
ConditionsYield
In not given for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

1H-indol-1-amine
53406-38-5

1H-indol-1-amine

1-<(5-nitrofurfurylidene)amino>indole
113698-47-8

1-<(5-nitrofurfurylidene)amino>indole

Conditions
ConditionsYield
for 0.25h; Heating;100%
Yield given;
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

1-hydrazinophthalazine
1044569-46-1

1-hydrazinophthalazine

1-(5-nitrofurfurylidene)-2-(1-phthalazinyl)hydrazine

1-(5-nitrofurfurylidene)-2-(1-phthalazinyl)hydrazine

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

3-(N-sulphonylhydrazino)benzoic acid
7385-52-6

3-(N-sulphonylhydrazino)benzoic acid

N'-(5-nitrofurfurylidene)-3-carboxybenzenesulphonohydrazide

N'-(5-nitrofurfurylidene)-3-carboxybenzenesulphonohydrazide

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

3-amino-2-hydrazinoquinazolin-4(3H)-one
19062-39-6

3-amino-2-hydrazinoquinazolin-4(3H)-one

3-(5-nitrofurfurylideneamino)-2-<2-(5-nitrofurfurylidene)hydrazino>-4(3H)-quinazolinone

3-(5-nitrofurfurylideneamino)-2-<2-(5-nitrofurfurylidene)hydrazino>-4(3H)-quinazolinone

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

N-(1-hydroxy-2-methylprop-2-yl)-hydroxylamine
4706-13-2

N-(1-hydroxy-2-methylprop-2-yl)-hydroxylamine

1-Hydroxy-2-methyl-N-(5-nitrofurfuryliden)-2-propanamin-N-oxid
25943-90-2

1-Hydroxy-2-methyl-N-(5-nitrofurfuryliden)-2-propanamin-N-oxid

Conditions
ConditionsYield
In ethanol Ambient temperature;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

N'-tert-butyl-2-((5-nitrofuran-2-yl)methylene)hydrazinecarboxylate

N'-tert-butyl-2-((5-nitrofuran-2-yl)methylene)hydrazinecarboxylate

Conditions
ConditionsYield
for 0.25h; Heating;100%
In ethanol at 20℃;65%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

2-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione
5690-46-0

2-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione

N-(5-nitrofurfurylideneamino)-1,8-naphthalenedicarboximide

N-(5-nitrofurfurylideneamino)-1,8-naphthalenedicarboximide

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

4-methoxybenzyl hydrazinecarboxylate
18912-37-3

4-methoxybenzyl hydrazinecarboxylate

4-methoxybenzyl 3-(5-nitrofurfurylidene)carbazate

4-methoxybenzyl 3-(5-nitrofurfurylidene)carbazate

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

N-[2-(hydrazinylcarbonyl)phenyl]benzamide
92166-40-0

N-[2-(hydrazinylcarbonyl)phenyl]benzamide

N'-(5-nitrofurfurylidene)-2-(benzoylamino)benzohydrazide

N'-(5-nitrofurfurylidene)-2-(benzoylamino)benzohydrazide

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

7-Bromo-3-hydrazino-1,2,4-triazino<5,6-b>indole
205177-10-2

7-Bromo-3-hydrazino-1,2,4-triazino<5,6-b>indole

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

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

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

3-amino-5-chloro-2(3H)-benzoxazolone

3-amino-5-chloro-2(3H)-benzoxazolone

5-chloro-3-(5-nitrofurfurylideneamino)-2(3H)-benzoxazolone

5-chloro-3-(5-nitrofurfurylideneamino)-2(3H)-benzoxazolone

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

2-phenyl-1H-indol-1-amine

2-phenyl-1H-indol-1-amine

2-phenyl-1-(5-nitrofurfurylideneamino)indole

2-phenyl-1-(5-nitrofurfurylideneamino)indole

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

2-hydrazinyl-4,5-dihydro-1H-imidazole
51420-32-7

2-hydrazinyl-4,5-dihydro-1H-imidazole

1-(4,5-dihydro-2-imidazolyl)-2-(5-nitrofurfurylidene)hydrazine
953-23-1

1-(4,5-dihydro-2-imidazolyl)-2-(5-nitrofurfurylidene)hydrazine

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

2,7-diaminobenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone
13821-25-5

2,7-diaminobenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

N,N'-bis(5-nitrofurfurylideneamino)-1,4,5,8-naphthalenetetracarboxylic diimide

N,N'-bis(5-nitrofurfurylideneamino)-1,4,5,8-naphthalenetetracarboxylic diimide

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

3-amino-6-chloro-2-methyl-4(3H)-quinazolinone
3257-39-4

3-amino-6-chloro-2-methyl-4(3H)-quinazolinone

2-methyl-6-chloro-3-(5-nitrofurfurylideneamino)-4(3H)-quinazolinone
3605-91-2

2-methyl-6-chloro-3-(5-nitrofurfurylideneamino)-4(3H)-quinazolinone

Conditions
ConditionsYield
for 0.25h; Heating;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

2-[hydroxy-(5-nitro-furan-2-yl)-methyl]acrylic acid, 1-methyl ester

2-[hydroxy-(5-nitro-furan-2-yl)-methyl]acrylic acid, 1-methyl ester

Conditions
ConditionsYield
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

5-nitrofurane-2-carboxaldehyde

p-toluidine
106-49-0

p-toluidine

N-(2-nitrofurfurylidene)-p-toluidine
2666-86-6

N-(2-nitrofurfurylidene)-p-toluidine

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
In methanol at 20℃; for 24h;
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

10-amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one
1616615-78-1

10-amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one

10-(5-nitrofurfurylidene)amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one

10-(5-nitrofurfurylidene)amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one

Conditions
ConditionsYield
With acetic acid for 0.25h; Reflux;100%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(5-nitrofurfurylidene)-p-anisidine
74675-72-2

N-(5-nitrofurfurylidene)-p-anisidine

Conditions
ConditionsYield
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

5-nitrofurane-2-carboxaldehyde

4-hydroxybenzoic acid hydrazide
5351-23-5

4-hydroxybenzoic acid hydrazide

4-hydroxy-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide
965-52-6

4-hydroxy-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide

Conditions
ConditionsYield
In water Acidic conditions; Reflux;99.8%
In ethanol for 2h; Reflux;91.4%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

(5-nitrofuran-2-yl)methanol
2493-04-1

(5-nitrofuran-2-yl)methanol

Conditions
ConditionsYield
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

5-nitrofurane-2-carboxaldehyde

7-fluoro-2-methyl-6-morpholin-4-yl-3H-quinazolin-4-one
1033778-65-2

7-fluoro-2-methyl-6-morpholin-4-yl-3H-quinazolin-4-one

(E)-7-fluoro-6-morpholin-4-yl-2-[2-(5-nitrofuran-2-yl)vinyl]-3H-quinazolin-4-one

(E)-7-fluoro-6-morpholin-4-yl-2-[2-(5-nitrofuran-2-yl)vinyl]-3H-quinazolin-4-one

Conditions
ConditionsYield
With sulfuric acid In water; acetic acid for 24h; Heating / reflux;99%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

acetic anhydride
108-24-7

acetic anhydride

5-nitro-2-furfuraldehyde diacetate
92-55-7

5-nitro-2-furfuraldehyde diacetate

Conditions
ConditionsYield
With sulphated zirconia at 0℃; for 8h; regioselective reaction;99%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

allyltrichlorosilane
107-37-9

allyltrichlorosilane

(S)-(-)-1-(5-nitro-2-furyl)but-3-en-1-ol
1151548-83-2

(S)-(-)-1-(5-nitro-2-furyl)but-3-en-1-ol

Conditions
ConditionsYield
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

5-nitrofurane-2-carboxaldehyde

(1R,2S,3R,4S)-(3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)methanol
105761-77-1

(1R,2S,3R,4S)-(3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)methanol

C13H13NO6

C13H13NO6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 30h;99%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

thiosemicarbazide
79-19-6

thiosemicarbazide

5-nitro-furfural thiosemicarbazone
831-71-0, 146827-83-0

5-nitro-furfural thiosemicarbazone

Conditions
ConditionsYield
In methanol for 3h; Reflux;98%
In ethanol for 0.05h; Condensation; microwave irradiation;83%
With ethanol; acetic acid
BARBITURIC ACID
67-52-7

BARBITURIC ACID

5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

5-(5-nitrofurylidene)-2,4,6 (1H,3H,5H)pyrimidinetrione
19144-58-2

5-(5-nitrofurylidene)-2,4,6 (1H,3H,5H)pyrimidinetrione

Conditions
ConditionsYield
With Montmorillonite KSF for 0.0666667h; Irradiation;98%
5-nitrofurane-2-carboxaldehyde
698-63-5

5-nitrofurane-2-carboxaldehyde

phenylhydrazine
100-63-0

phenylhydrazine

1-(5-nitrofuran-2-ylmethylene)-2-phenylhydrazine
726-50-1

1-(5-nitrofuran-2-ylmethylene)-2-phenylhydrazine

Conditions
ConditionsYield
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;

698-63-5Relevant articles and documents

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

Perez, Eduardo R.,Marrero, Alma L.,Perez, Rolando,Autie, Miguel A.

, p. 1779 - 1782 (1995)

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

Thermally Sensitive Protecting Groups for Cysteine, and Manufacture and Use Thereof

-

Paragraph 0092-0093, (2021/02/12)

In a preferred embodiment, there is provided a protecting group for protecting the thiol side chain of a cysteine residue, the protecting group comprising a Diels-Alder cycloadduct of a furan and a maleimide, and optionally, a linker interposed between the thiol side chain and the Diels-Alder cycloadduct.

Method for synthesizing furacilin under catalysis of supported catalyst

-

, (2018/06/26)

The invention discloses a method for synthesizing furacilin under catalysis of a supported catalyst and belongs to the field of chemical synthesis. A 5-nitrofurfural intermediate is synthesized from furfuryl alcohol used as a raw material through steps of esterification, nitration, deprotection, oxidation and the like, and then, 5-nitrofurfural and semicarbazide are subjected to a condensation reaction under the catalytic action of the supported catalyst CuO/CNTs to produce furacilin. The method is simple to operate, the adopted catalyst has the characteristics of being non-toxic, easy to remove and renewable, and the product yield is high.

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