1-Tritylimidazole-4-carboxaldehyde

Base Information

• Chemical Name: 1-Tritylimidazole-4-carboxaldehyde
• CAS No.: 33016-47-6
• Molecular Formula: C23H18N2O
• Molecular Weight: 338.409
• Hs Code.: 29332900
• Mol file: 33016-47-6.mol

Synonyms:Imidazole-4-carboxaldehyde,1-trityl- (8CI);(1-Triphenylmethyl-1H-imidazol-4-yl)carboxaldehyde;1-Triphenylmethylimidazole-4-carboxaldehyde;1-Trityl-1H-imidazol-4-ylcarboxaldehyde;1-Trityl-4-formyl-1H-imidazole;1-Trityl-4-imidazole-4-carboxaldehyde;4-(N-Triphenylmethyl)imidazolecarboxaldehyde;N-(Triphenylmethyl)-4-imidazolecarboxaldehyde;

Chemical Property of 1-Tritylimidazole-4-carboxaldehyde

Chemical Property:

• Vapor Pressure: 3.06E-10mmHg at 25°C
• Melting Point: 180-190 °C
• Refractive Index: 1.612
• Boiling Point: 502.8 °C at 760 mmHg
• PKA: 2.28±0.61(Predicted)
• Flash Point: 257.9 °C
• PSA: 34.89000
• Density: 1.1 g/cm³
• LogP: 4.53580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Acetonitrile (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

N-(Triphenylmethyl)-4-imidazolecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Tritylimidazole-4-carboxaldehyde is used in the synthesis of histamine and girolline

Technology Process of 1-Tritylimidazole-4-carboxaldehyde

There total 14 articles about 1-Tritylimidazole-4-carboxaldehyde 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: 100.0%

trityl chloride (76-83-5) + 4(5)formylimidazole (3034-50-2) → (1-tritylimidazol-4-yl)carboxaldehyde (33016-47-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2009.10.009

Reference yield: 98.0%

5-imidazolecarboxaldehyde (3034-50-2) + trityl chloride (76-83-5) → (1-tritylimidazol-4-yl)carboxaldehyde (33016-47-6)

Guidance literature:

In dichloromethane; at 0 - 20 ℃;

Reference yield: 95.0%

4-(hydroxymethyl)-1-(triphenylmethyl)imidazole (33769-07-2) → (1-tritylimidazol-4-yl)carboxaldehyde (33016-47-6)

Guidance literature:

With manganese(IV) oxide; In 1,4-dioxane; for 5h; Heating;

DOI:10.1016/S0968-0896(97)00134-X

upstream raw materials:

N-trityl-4⁽⁵⁾-iodoimidazole

N,N-dimethyl-formamide

4-(hydroxymethyl)-1-(triphenylmethyl)imidazole

N-Formylpiperidine

Downstream raw materials:

4-(α-hydroxy-3-methoxymethoxymethyl-2-methylbenzyl)-1-triphenylmethylimidazole

4-<(E)-3-oxo-1-octenyl>-1-triphenylmethylimidazole

4-<(2,3-dimethylphenyl)hydroxymethyl>-1-(triphenylmethyl)imidazole

1-(4-nitrobenzyl)-1H-imidazole-5-carbaldehyde

Refernces

• 1、 Joachimiak, ?ukasz,Marchwicka, Aleksandra,Gendaszewska-Darmach, Edyta,B?a?ewska, Katarzyna M.. "Synthesis and Biological Evaluation of Imidazole-Bearing α-Phosphonocarboxylates as Inhibitors of Rab Geranylgeranyl Transferase (RGGT)". . p. 842 - 851. Retrieved 2018.
• 2、 Cirillo, Davide,Angelucci, Francesco,Bj?rsvik, Hans-René. "Functionalization of the Imidazole Backbone by Means of a Tailored and Optimized Oxidative Heck Cross-Coupling". . p. 5079 - 5092. Retrieved 2020/09/23.
• 3、 Harris, Philip A.,Faucher, Nicolas,George, Nicolas,Eidam, Patrick M.,King, Bryan W.,White, Gemma V.,Anderson, Niall A.,Bandyopadhyay, Deepak,Beal, Allison M.,Beneton, Veronique,Berger, Scott B.,Campobasso, Nino,Campos, Sebastien,Capriotti, Carol A.,Cox, Julie A.,Daugan, Alain,Donche, Frederic,Fouchet, Marie-Hélène,Finger, Joshua N.,Geddes, Brad,Gough, Peter J.,Grondin, Pascal,Hoffman, Bonnie L.,Hoffman, Sandra J.,Hutchinson, Susan E.,Jeong, Jae U.,Jigorel, Emilie,Lamoureux, Pauline,Leister, Lara K.,Lich, John D.,Mahajan, Mukesh K.,Meslamani, Jamel,Mosley, Julie E.,Nagilla, Rakesh,Nassau, Pamela M.,Ng, Sze-Ling,Ouellette, Michael T.,Pasikanti, Kishore K.,Potvain, Florent,Reilly, Michael A.,Rivera, Elizabeth J.,Sautet, Stéphane,Schaeffer, Michelle C.,Sehon, Clark A.,Sun, Helen,Thorpe, James H.,Totoritis, Rachel D.,Ward, Paris,Wellaway, Natalie,Wisnoski, David D.,Woolven, James M.,Bertin, John,Marquis, Robert W.. "Discovery and Lead-Optimization of 4,5-Dihydropyrazoles as Mono-Kinase Selective, Orally Bioavailable and Efficacious Inhibitors of Receptor Interacting Protein 1 (RIP1) Kinase". supporting information. p. 5096 - 5110. Retrieved 2019/05/22.