4-[(1-IMidazolyl)Methyl]aniline

4-[(1-IMidazolyl)Methyl]aniline - Names and Identifiers

Name	1-(4-Aminobenzyl)imidazole
Synonyms	TIMTEC-BB SBB003818 TIMTEC-BB SBB003818 1-(4-Aminobenzyl)imidazole 1-(4-Aminobenzyl)-1H-imidazole 4-[(1-IMidazolyl)Methyl]aniline 1-(4-Aminobenzyl)-1H-imidazole 4-(1H-imidazol-1-ylmethyl)aniline 4-(1H-IMIDAZOL-1-YLMETHYL)ANILINE 4-IMIDAZOL-1-YLMETHYL-PHENYLAMINE 4-IMIDAZOL-1-YLMETHYL-PHENYLAMINE 4-(1H-IMIDAZOL-1-YLMETHYL)ANILINE
CAS	56643-85-7
InChI	InChI=1/C10H11N3/c11-10-3-1-9(2-4-10)7-13-6-5-12-8-13/h1-6,8H,7,11H2

4-[(1-IMidazolyl)Methyl]aniline - Physico-chemical Properties

Molecular Formula	C10H11N3
Molar Mass	173.21
Density	1.16±0.1 g/cm3(Predicted)
Melting Point	128-130
Boling Point	387.6±17.0 °C(Predicted)
Flash Point	188.2°C
Vapor Presure	3.26E-06mmHg at 25°C
pKa	7.01±0.10(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2–8 °C
Refractive Index	1.622
Physical and Chemical Properties

4-[(1-IMidazolyl)Methyl]aniline - Risk and Safety

Risk Codes	R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R34 - Causes burns R41 - Risk of serious damage to eyes
Safety Description	S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S39 - Wear eye / face protection.
Hazard Note	Corrosive
Hazard Class	IRRITANT

4-[(1-IMidazolyl)Methyl]aniline - Reference Information

Application

1-(4-aminobenzyl)-1H-imidazole can be used as pharmaceutical synthesis intermediates, 4-(1-imidazolylmethyl)-1-nitrobenzene can be prepared from imidazole and 4-nitrobenzyl bromide as reaction raw materials, prepared Under reduction of iron powder or Pd/C.

preparation

Step 1:4-(1-imidazolylmethyl)-1-nitrobenzene into imidazole (0.5g,7.3mmol) and a solution of 4-nitrobenzyl bromide (1.6g,7.3mmol) in anhydrous acetonitrile (30ml) was added K2CO3(1.0g,7.3mmol), the resulting mixture was stirred at room temperature for 18 h, then poured into water (200ml) and the resulting aqueous solution was extracted with EtOAc(3 x 50ml), followed by water (3 x 50ml). The combined organic layers were washed with saturated NaCl solution (2 x 50ml), dried (MgSO4), and concentrated in vacuo. The residual oil was purified by MPLC (silica gel; 25% EtOAc/75% hexanes) to give the desired product (1.0g,91%):EI-MSm/z203(M). Step 2:1-(4-aminobenzyl)-1H-imidazole to 4-(1-imidazolylmethyl)-1-nitrobenzene (0.220g,0.95mmol) to a solution of AcOH in H2O(0.5mL) was added iron powder (0.317g,5.68mmol) and the resulting slurry was stirred for 16h at room temperature. The reaction mixture was diluted with EtOAc(75ml) and H2O(50ml) and basified to pH 10 by adding solid K2CO3 in portions (warning: foaming). The organic layer was washed with saturated NaCl solution, dried (MgSO4) and concentrated in vacuo. The residual solid was purified by MPLC(30% EtOAc/70% hexane) to give 1-(4-aminobenzyl)-1H-imidazole.

Last Update：2024-04-09 20:52:54