[(N-methyl-N-(3-nitrophenyl))amino]methylferrocene

Base Information

Chemical Name:[(N-methyl-N-(3-nitrophenyl))amino]methylferrocene
CAS No.:874769-34-3
Molecular Formula:C₁₈H₁₈FeN₂O₂
Molecular Weight:350.2
Hs Code.:

Synonyms:

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Chemical Property of [(N-methyl-N-(3-nitrophenyl))amino]methylferrocene

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Technology Process of [(N-methyl-N-(3-nitrophenyl))amino]methylferrocene

There total 2 articles about [(N-methyl-N-(3-nitrophenyl))amino]methylferrocene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 29012-60-0
sodium cyanoborohydride

: 77773-39-8
[N-(m-nitrophenyl)amino]methylferrocene

: 874769-34-3
[(N-methyl-N-(3-nitrophenyl))amino]methylferrocene

Guidance literature:: With glacial acetic acid; In water; acetonitrile; to stirred soln. of N-arylaminomethylferrocene and aq. soln. of formaldehyde in MeCN added NaCNBH3; 30 min later glacial acid added dropwise until pH value reached neutral; mixt. stirred at room temp. for 6 h; monitored by thin-layer chromy.; solvent removed (vac.); NaOH added; extd. (Et2O); org. layer dried (Na2SO4); recrystd.; purified by chromy. (silica gel, ethyl acetate-hexane); elem. anal.;
DOI:10.1016/j.jorganchem.2005.10.056

Reference yield:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 29012-60-0
sodium cyanoborohydride

: fc-CH=(NC₆H₄NO₂-m)

: 874769-34-3
[(N-methyl-N-(3-nitrophenyl))amino]methylferrocene

Guidance literature:: With glacial acetic acid; In water; acetonitrile; to stirred soln. of ferrocenylaldimine and aq. soln. of formaldehyde in MeCN added 3 equiv. of NaCNBH3; 1 h later glacial acid added dropwise until pH value reached neutral; mixt. stirred at room temp. for 6 h; monitored by thin-layer chromy.; solvent removed (vac.); NaOH added; extd. (Et2O); org. layer dried (Na2SO4); recrystd.; purified by chromy. (silica gel, ethyl acetate-hexane);
DOI:10.1016/j.jorganchem.2005.10.056

Reference yield: 58.0%

: 874769-34-3
[(N-methyl-N-(3-nitrophenyl))amino]methylferrocene

: 1600-27-7
mercury(II) diacetate

: lithium chloride

: [(η5-C5H5)Fe(η5-C5H3(HgCl)N(CH3)C6H4-NO2-3)]

Guidance literature:: In methanol; soln. Hg(OAc)2 in CH3OH added to stirred soln. of ferrocenylamine in CH3OH in 1:1 molar ratio; soln. of 1.5 equiv. of LiCl in CH3OH added; mixt.stirred for 30 min; solvent removed; extracted with CH2Cl2 three times; organic layer dried over anhydrous Na2SO4; evapd. under reduced pressure; purified by chromy. (silica gel, EtOAc/hexane 1:1); second band eluted collected; solvent removed in vacuo; elem. anal.;
DOI:10.1016/j.poly.2006.06.012