2-ethyl-5-nitroaniline Chemical Properties

Melting point:

63-64℃ (methanol )

Boiling point:

335.3±22.0 °C(Predicted)

Density 

1.218±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

2.25±0.10(Predicted)

color 

Light yellow to Brown

InChI

InChI=1S/C8H10N2O2/c1-2-6-3-4-7(10(11)12)5-8(6)9/h3-5H,2,9H2,1H3

InChIKey

MMZWMCKTKJKIMC-UHFFFAOYSA-N

SMILES

C1(N)=CC([N+]([O-])=O)=CC=C1CC

CAS DataBase Reference

20191-74-6

Safety Information

Risk Statements 

20/21/22

Safety Statements 

36/37

HS Code 

29214200

2-ethyl-5-nitroaniline Usage And Synthesis

Chemical Properties

Yellow to light brown or brown solid

Synthesis

General procedure for the synthesis of 2-ethyl-5-nitroaniline from 2-ethylaniline: 2-ethylaniline (24.2 g, 0.2 mol) was slowly added to concentrated sulfuric acid (100 mL), keeping the temperature of the reaction system lower than 0°C. The reaction was carried out at a controlled temperature. Fuming nitric acid (18.6 g, 0.3 mol) was slowly added dropwise under strictly controlled temperature conditions. After the dropwise addition, the reaction mixture was kept stirring at room temperature. Upon completion of the reaction, the reaction solution was carefully poured into ice water (1000 mL) and stirred while adding. Subsequently, the pH of the mixture was adjusted slowly by adding 50% sodium hydroxide solution to about 8. The precipitate was collected by filtration and the filter cake was recrystallized with petroleum ether to give 2-ethyl-5-nitroaniline (26.6 g, 80.1% yield) as a yellow needle-like solid.

References

[1] Patent: CN103373989, 2016, B. Location in patent: Paragraph 0031; 0032
[2] Patent: CN103739550, 2016, B. Location in patent: Paragraph 0125-0129
[3] Tetrahedron, 1990, vol. 46, # 17, p. 6085 - 6112
[4] Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4632 - 4640
[5] Patent: WO2009/62658, 2009, A1. Location in patent: Page/Page column 33; 1/10

2-ethyl-5-nitroaniline(20191-74-6)Related Product Information

• 3-Methyl-6-nitroindazole
• 5-Amino-2-methylbenzenesulfonamide
• N4-(2,3-Dimethyl-2H-indazol-6-yl)-N4-methyl-2,4-pyrimidinediamine
• Pazopanib Impurity 48
• 3-methyl-1H-indazol-6-amine
• 5-Amino-2,3-dimethyl-2H-indazole
• Pazopanib Impurity 32
• 2,4-Dichloropyrimidine
• Benzenamine, 2-ethyl-4-nitro-
• 3-AMINO-4-METHYLBENZENESULFONAMIDE
• 2-amino-5-methylbenzenesulfonamide
• Pazopanib-d6
• 2H-Indazol-4-amine, 2,3-dimethyl-
• 1H-Indazol-6-amine, N-(2-chloro-4-pyrimidinyl)-3-methyl-
• 6-Nitroindazole
• Pazopanib Impurity 47
• 1,1,3,3,5-PENTAMETHYL-4,6-DINITROINDANE
• METHYL 2,4-DINITROPHENYLACETATE