[(bis(1-methylethyl)amino)carbonyl]ferrocene

Base Information

• Chemical Name: [(bis(1-methylethyl)amino)carbonyl]ferrocene
• CAS No.: 169830-46-0
• Molecular Formula: C₁₇H₂₃FeNO
• Molecular Weight: 313.223
• Mol file: 169830-46-0.mol

Synonyms:[(bis(1-methylethyl)amino)carbonyl]ferrocene

Chemical Property of [(bis(1-methylethyl)amino)carbonyl]ferrocene

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of [(bis(1-methylethyl)amino)carbonyl]ferrocene

There total 1 articles about [(bis(1-methylethyl)amino)carbonyl]ferrocene 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: 31.0%

(±)-2-iodo-N,N-diisopropylferrocenecarboxamide (344927-04-4,173911-06-3) + 2,4-dimethoxyphenylboronic acid (133730-34-4) → [(bis(1-methylethyl)amino)carbonyl]ferrocene (169830-46-0) + (C5H5)Fe(C5H3)(C6H3)(OCH3)2(CO)N(C3H7)2 (173911-02-9)

Guidance literature:

With Pd(PPh₃)4; aq. Na₂CO₃; In 1,2-dimethoxyethane;

DOI:10.1021/ja953246q

Reference yield: 98.0%

[(bis(1-methylethyl)amino)carbonyl]ferrocene (169830-46-0) + bis(2,5-dimethyl-4-tert-butylphenyl) diselenide (875476-57-6) → N,N-diisopropyl-2-((2,5-dimethyl-4-tert-butylphenyl)seleno)ferrocenecarboxamide

Guidance literature:

With n-BuLi; Me₂NC₂H₄NC₂H₄; In tetrahydrofuran; diethyl ether; hexane; (N2); vac.-line technique; BuLi/C6H14 added to stirred soln. of (Me2NCH2)2/Et2O at -78°C; stirred for 10 min; Fe complex/Et2O added; stirred (-78 degree.C, 45 min); diselenide/THF added over 30 min; stirred (-78°C, 45 min; 60°C, 2 h; quenched with satd. NH4Cl; org. layer septd.; aq. layer extd. (Et2O); dried (Na2SO4); concd. (vac.); chromd. (petroleum ether/EtOAc, 19/2); recrystd. (toluene, -30°C); elem. anal.;

DOI:10.1021/om050353c

Reference yield: 96.0%

[(bis(1-methylethyl)amino)carbonyl]ferrocene (169830-46-0) + bis(2-methylphenyl) diselenide (69447-36-5) → N,N-diisopropyl-2-((2-methylphenyl)seleno)ferrocenecarboxamide (875476-60-1)

Guidance literature:

With n-BuLi; Me₂NC₂H₄NC₂H₄; In diethyl ether; (N2); vac.-line technique; soln. of Fe complex in Et2O was added to mixt. of BuLi and (Me2NCH2)2 in Et2O; diselenide was added; stirred (-78°C, 30 min; room temp., 1 h); quenched with satd. NH4Cl; org. layer septd.; aq. layer extd. (Et2O); dried (Na2SO4); concd. (vac.); chromd. (petroleum ether/EtOAc, 18/2); recrystd. (CH2Cl2/hexane, 1/5); elem. anal.;

DOI:10.1021/om050353c

upstream raw materials:

(±)-2-iodo-N,N-diisopropylferrocenecarboxamide

2,4-dimethoxyphenylboronic acid

Downstream raw materials:

(C₅H₅)Fe(C₅H₃)P(C₆H₅)2(CO)N(C₃H₇)2

(C₅H₅)Fe(C₅H₃)(COH)(C₆H₅)2(CO)N(C₃H₇)2

N,N-diisopropyl-2-(phenylthio)ferrocenecarboxamide

1-[[bis(1-methylethyl)amino]carbonyl]-2-(phenylseleno)ferrocene

Refernces