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2-ethyl-5-nitroaniline

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  • CAS:20191-74-6
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2-ethyl-5-nitroaniline Basic information
Product Name:2-ethyl-5-nitroaniline
Synonyms:2-Ethyl-5-nitrobenzenamine ,98%;2-ethyl-5-nitroaniline;BenzenaMine, 2-ethyl-5-nitro-;2-Ethyl-5-nitro-phenylaMine;4-Nitro-2-amino-1-ethylbenzene;2-Ethyl-5-nitroaniline 2-Ethyl-5-nitrobenzenamine;2-Ethyl-5-nitrobenzenamine 98%;Pazopanib Impurity 53
CAS:20191-74-6
MF:C8H10N2O2
MW:166.18
EINECS:
Product Categories:
Mol File:20191-74-6.mol
2-ethyl-5-nitroaniline Structure
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
pka2.25±0.10(Predicted)
color Light yellow to Brown
InChIInChI=1S/C8H10N2O2/c1-2-6-3-4-7(10(11)12)5-8(6)9/h3-5H,2,9H2,1H3
InChIKeyMMZWMCKTKJKIMC-UHFFFAOYSA-N
SMILESC1(N)=CC([N+]([O-])=O)=CC=C1CC
CAS DataBase Reference20191-74-6
Safety Information
Risk Statements 20/21/22
Safety Statements 36/37
HS Code 29214200
MSDS Information
2-ethyl-5-nitroaniline Usage And Synthesis
Chemical PropertiesYellow to light brown or brown solid
Synthesis
2-Ethylaniline

578-54-1

2-ethyl-5-nitroaniline

20191-74-6

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 Preparation Products And Raw materials
Raw materials2-Ethylaniline-->1-ethyl-2,4-dinitrobenzene
Preparation Products3-methyl-1H-indazol-6-amine-->3-Methyl-6-nitroindazole-->3-Chloro-4-ethylaniline
Tag: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

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