4-(2-Methoxyethoxy)aniline

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4-(2-Methoxyethoxy)aniline manufacturers

4-(2-Methoxyethoxy)aniline Basic information
Product Name:4-(2-Methoxyethoxy)aniline
Synonyms:4-(2-methoxyethoxy)aniline(SALTDATA: HCl);4-(2-Methoxyethoxy)-benzenaMine;p-Phenetidine, β-methoxy-;AKOS BC-2489;AKOS BBB/095;ASISCHEM C40525;CHEMBRDG-BB 4003841;4-(2-methoxyethoxy)phenylamine
CAS:33311-29-4
MF:C9H13NO2
MW:167.21
EINECS:
Product Categories:
Mol File:33311-29-4.mol
4-(2-Methoxyethoxy)aniline Structure
4-(2-Methoxyethoxy)aniline Chemical Properties
Boiling point 142 °C(Press: 3 Torr)
density 1.078±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka5.10±0.10(Predicted)
AppearanceLight brown to brown Solid
InChIInChI=1S/C9H13NO2/c1-11-6-7-12-9-4-2-8(10)3-5-9/h2-5H,6-7,10H2,1H3
InChIKeyDIOBEQCFVVJJBU-UHFFFAOYSA-N
SMILESC1(N)=CC=C(OCCOC)C=C1
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2922290090
MSDS Information
4-(2-Methoxyethoxy)aniline Usage And Synthesis
Synthesis
4-NITROPHENYL-2-METHOXYETHYL ETHER

22483-40-5

4-(2-METHOXYETHOXY)ANILINE

33311-29-4

General procedure for the synthesis of 4-(2-methoxyethoxy)aniline from 4-nitrophenyl-2-methoxyethyl ether: 1-(2-methoxyethoxy)-4-nitrobenzene (38) (3.9 g, 20 mmol), methanol (80 mL), and 10% activated carbon (400 mg) were added to a hydrogenation reactor. The reaction mixture was stirred overnight at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered through diatomaceous earth to remove the activated carbon. The filtrate was concentrated in vacuum to afford 4-(2-methoxyethoxy)aniline (39) (3.1 g, 93% yield) as a black oily product. m/z (M+1) 168.1 was shown by LC-MS (ESI) analysis.

References[1] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 21, p. 5177 - 5181
[2] Patent: CN103864792, 2017, B. Location in patent: Paragraph 0313; 0314; 0315; 0316
[3] Patent: WO2015/131080, 2015, A1. Location in patent: Paragraph 00768; 00770
[4] Patent: WO2014/130693, 2014, A1. Location in patent: Paragraph 00544; 00547
[5] European Journal of Medicinal Chemistry, 1980, vol. 15, # 5, p. 399 - 404
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