N-(2-bromobenzylidene)-N-(2,6-diethylphenyl)amine

Base Information

• Chemical Name: N-(2-bromobenzylidene)-N-(2,6-diethylphenyl)amine
• CAS No.: 667894-11-3
• Molecular Formula: C₁₇H₁₈BrN
• Molecular Weight: 316.241
• Mol file: 667894-11-3.mol

Synonyms:o-C₆H₄Br(CH=NC₆H₃Et₂-2,6)

Chemical Property of N-(2-bromobenzylidene)-N-(2,6-diethylphenyl)amine

Chemical Property:

Purity/Quality:

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Technology Process of N-(2-bromobenzylidene)-N-(2,6-diethylphenyl)amine

There total 1 articles about N-(2-bromobenzylidene)-N-(2,6-diethylphenyl)amine 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: 88.0%

2,6-diethylaniline (579-66-8) + ortho-bromobenzaldehyde (6630-33-7) → o-C6H4Br(CH=NC6H3Et2-2,6) (667894-11-3)

Guidance literature:

With magnesium sulfate; In hexane; for 2h;

DOI:10.1021/ic1008768

Reference yield: 82.0%

titanium(IV) dichlorodiisopropylate (762-99-2) + o-C6H4Br(CH=NC6H3Et2-2,6) (667894-11-3) → [cis-9,10-(NC6H3Et2-2,6)2-9,10-dihydrophenanthrene]Ti(O-i-Pr)2

Guidance literature:

With n-BuLi; In hexane; (N2) soln. n-BuLi was added to soln. Schiff base in hexane at 0°C, warmed to r.t., stirred for 2 h, ppt. was filtered, washed with hexane, dried in vacuo, dissolved in toluene, added to soln. Ti complex in toluene at -20°C, warmed to r.t., 1 h; soln. was filtered and evapd. in vacuo, residue was recrystd. from CH2Cl2-hexane; elem. anal.;

DOI:10.1021/ic1008768

Reference yield: 65.0%

(2-bromobenzylidene)(2,6-diisopropylphenyl)amine (1416955-79-7) + titanium(IV) dichlorodiisopropylate (762-99-2) + o-C6H4Br(CH=NC6H3Et2-2,6) (667894-11-3) → [cis-N(9)(C6H3Et2-2,6)-N(10)(C6H3(i)Pr2-2,6)-9,10-dihydrophenanthrene]Ti(O-i-Pr)2 + [cis-9,10-(NC6H3Me2-2,6)2-9,10-dihydrophenanthrene][o-C6H4(CH=NC6H3Et2-2,6)]TiO-i-Pr

Guidance literature:

With n-BuLi; In hexane; (N2) Li derivative prepared from Schiff base and n-BuLi in toluene was added to soln. Ti complex in toluene at -25°C, warmed to r.t., stirred for 30 min, another Li salt was added at -25°C, warmed to r.t., stirred for 2 h; soln. was filtered and evapd. in vacuo, residue was recrystd. from CH2Cl2-hexane; elem. anal.;

DOI:10.1021/ic1008768

upstream raw materials:

2,6-diethylaniline

ortho-bromobenzaldehyde