| Identification | More | [Name]
1-(Triphenylmethyl)imidazole | [CAS]
15469-97-3 | [Synonyms]
1-(TRIPHENYLMETHYL)IMIDAZOLE
1-TRITYL-1H-IMIDAZOLE
1-TRITYLIMIDAZOLE
N-TRITYLIMIDAZOLE
(TRIPHENYLMETHYL)IMIDAZOLE
N-(Triphenylmethyl)imidazole | [EINECS(EC#)]
628-022-1 | [Molecular Formula]
C22H18N2 | [MDL Number]
MFCD00229427 | [Molecular Weight]
310.39 | [MOL File]
15469-97-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
220-224 °C(lit.) | [Boiling point ]
451.3±14.0 °C(Predicted) | [density ]
1.05±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated) | [form ]
Solid | [pka]
6.34±0.30(Predicted) | [color ]
White to Off-White | [Water Solubility ]
Insoluble in water. | [BRN ]
238171 | [InChI]
InChI=1S/C22H18N2/c1-4-10-19(11-5-1)22(24-17-16-23-18-24,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-18H | [InChIKey]
NPZDCTUDQYGYQD-UHFFFAOYSA-N | [SMILES]
C1N(C(C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=CN=1 | [CAS DataBase Reference]
15469-97-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
2933299090 |
| Hazard Information | Back Directory | [Uses]
1-(Triphenylmethyl)imidazole may be used in the synthesis of 1,2,5-trisubstituted imidazole derivatives. | [Uses]
1-Tritylimidazole is a Clotrimazole (C587400) analog as antifungal agent. | [General Description]
1-(Triphenylmethyl)imidazole is an imidazole derivative. | [Synthesis]
The reaction was carried out in a 50 L autoclave using imidazole (880 g, 12.9 mol, 1.0 eq.) and triphenylchloromethane (3605.0 g, 12.9 mol, 1.0 eq.) as raw materials. First, imidazole was dissolved in 12 L of DMF and cooled to below 0 °C. Subsequently, triethylamine (1308 g, 12.9 mol, 1.0 eq.) was added and the reaction was kept for 30 min. A DMF solution of triphenylchloromethane (16 L) was slowly added dropwise to the reaction mixture at 0°C. After the dropwise addition was completed, the reaction system was warmed to 15°C and the reaction was continued with stirring for 16 hours. Upon completion of the reaction, the reaction mixture was poured into water and a large amount of solid was precipitated. The solid was collected by filtration and the filter cake was washed with water, drained and dried to afford N-trityl imidazole (Compound XIV-1) as a white solid 3835.1 g in 95.6% yield. | [References]
[1] Patent: CN104086553, 2016, B. Location in patent: Paragraph 0065-0068
[2] Patent: US2010/16610, 2010, A1. Location in patent: Page/Page column 28
[3] Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 253 - 256
[4] Tetrahedron, 1999, vol. 55, # 13, p. 4109 - 4122
[5] Patent: US6476216, 2002, B1 |
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