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1-Tritylimidazole-4-carboxaldehyde

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CAS:33016-47-6
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1-Tritylimidazole-4-carboxaldehyde manufacturers

1-Tritylimidazole-4-carboxaldehyde Basic information
Product Name:1-Tritylimidazole-4-carboxaldehyde
Synonyms:1-TRITYLIMIDAZOLE-4-CARBOXALDEHYDE, 97+%;1-Trityl-1H-imidazole-4-carboxaldehyde 98%;1-Triphenylmethyl-4-imidazolecarboxaldehyde;RARECHEM AN KA 0027;1-TRITYL-IMDAZOLE-4-CARBOXADEHYDE;4-FORMYL-1-TRITYLIMIDAZOLE;AKOS 215-50;1-(TRIPHENYLMETHYL)IMIDAZOLE-4-CARBOXALDEHYDE
CAS:33016-47-6
MF:C23H18N2O
MW:338.4
EINECS:620-447-0
Product Categories:Heterocyclic Building Blocks;Aldehydes;blocks;Imidazoles
Mol File:33016-47-6.mol
1-Tritylimidazole-4-carboxaldehyde Structure
1-Tritylimidazole-4-carboxaldehyde Chemical Properties
Melting point 180-190°C
Boiling point 502.8±45.0 °C(Predicted)
density 1.10±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Acetonitrile (Slightly), Methanol (Slightly)
pka2.28±0.61(Predicted)
form solid
color White to brown
InChIInChI=1S/C23H18N2O/c26-17-22-16-25(18-24-22)23(19-10-4-1-5-11-19,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-18H
InChIKeyYQYLLBSWWRWWAY-UHFFFAOYSA-N
SMILESC1N(C(C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=C(C=O)N=1
CAS DataBase Reference33016-47-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-37
Hazard Note Irritant
HS Code 29332900
MSDS Information
ProviderLanguage
ALFA English
1-Tritylimidazole-4-carboxaldehyde Usage And Synthesis
Uses1-Tritylimidazole-4-carboxaldehyde is used in the synthesis of histamine and girolline
Synthesis
Triphenylmethyl Chloride

76-83-5

1H-Imidazole-4-carbaldehyde

3034-50-2

1-Tritylimidazole-4-carboxaldehyde

33016-47-6

Example 33: Synthesis of 1-trityl-1H-imidazole-4-carbaldehyde 4-Imidazolecarboxaldehyde (30.0 g, 0.30 mol) was dissolved in DMF (200 mL) and triethylamine (70 mL, 0.375 mol) was added slowly under cooling in an ice bath. Triphenylchloromethane (105 g, 0.375 mol) was then added in batches and the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the solvent was removed by vacuum evaporation and the residue was washed with anhydrous ether (4 x 50 mL) and dried to give a yellow solid 1-tritylimidazole-4-carboxaldehyde (100 g, 100%).

References[1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 23, p. 7993 - 8002
[2] Patent: WO2008/4096, 2008, A1. Location in patent: Page/Page column 79
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 1, p. 177 - 188
[4] European Journal of Organic Chemistry, 2015, vol. 2015, # 18, p. 3957 - 3962
[5] Patent: US2004/122018, 2004, A1. Location in patent: Page 317
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