2-Nitro-N-hydroxyethyl aniline Chemical Properties

Melting point:

71-73°C

Boiling point:

376.6±22.0 °C(Predicted)

Density 

1.352±0.06 g/cm3(Predicted)

vapor pressure 

0Pa at 20℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

14.60±0.10(Predicted)

color 

Dark Orange to Red

Water Solubility 

1.85g/L at 20℃

λmax

441nm(NaOH aq.)(lit.)

InChI

InChI=1S/C8H10N2O3/c11-6-5-9-7-3-1-2-4-8(7)10(12)13/h1-4,9,11H,5-6H2

InChIKey

LFOUYKNCQNVIGI-UHFFFAOYSA-N

SMILES

C(O)CNC1=CC=CC=C1[N+]([O-])=O

LogP

1.5 at 20℃

CAS DataBase Reference

4926-55-0(CAS DataBase Reference)

EPA Substance Registry System

Ethanol, 2-[(2-nitrophenyl)amino]- (4926-55-0)

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2922290090

2-Nitro-N-hydroxyethyl aniline Usage And Synthesis

Chemical Properties

Orange crystal powder

Uses

2-(2-Nitroanilino)ethanol is used in the preparation of (phenylamino)quinoxalinone derivatives which has been identified as a new class of glycogen phosphorylase inhibitors.

Flammability and Explosibility

Not classified

Synthesis

In a 1L three-necked flask, 100 g of o-chloronitrobenzene, 450 g of hexane and 10 g of sodium fluoride were added sequentially and the temperature was raised to 80 °C. 60g of ethanolamine was slowly added dropwise, and the reaction temperature was maintained at 80°C for 20 hours. Sampling and analysis were carried out during the reaction, monitored by HPLC, and the reaction was terminated when the content of o-chloronitrobenzene was less than 3%. Upon completion of the reaction, decompression distillation was carried out to remove the solvent and the distillation temperature was controlled at 90 °C. Subsequently, methanol and water were added for crystallization, and after filtration, washing and drying, 103 g of red crystalline powder N-(2-nitrophenyl)ethanolamine was obtained, with a purity of 99.6% by HPLC.

References

[1] Heterocycles, 1999, vol. 51, # 11, p. 2561 - 2573
[2] Journal of the American Chemical Society, 1939, vol. 61, p. 1321,1323,1324
[3] Helvetica Chimica Acta, 1936, vol. 19, p. 1029,1030, 1033
[4] Chemische Berichte, 1947, vol. 80, p. 263,270
[5] Patent: US2434564, 1943,

2-Nitro-N-hydroxyethyl aniline(4926-55-0)Related Product Information

• 2-(METHYLSULFONYL)ETHANOL
• Monoethanolamine
• Diethanolamine
• Ethyl acetate
• ALTRENOGEST
• Acid Blue 93
• Glycine
• 3-Aminophenol
• PHOSPHATIDYLETHANOLAMINE
• Aniline
• 6-Aminocaproic acid
• 1-Phenyl-2-nitropropene
• Tris(hydroxymethyl)aminomethane
• NITROGEN DIOXIDE
• 2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE
• N-(2,4-DINITROPHENYL)-L-PHENYLALANINE
• N-(2,4-DINITROPHENYL)-L-SERINE
• 2-Dimethylaminoethanol