| Identification | More | [Name]
alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol | [CAS]
24155-42-8 | [Synonyms]
1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)ETHANOL
1-(2,4-dichlorophenyl)-2-(1-imidazolyl)ethanol
1-(2,4-DICHLOROPHENYL)-2-IMIDAZOL-1-YL ETHANOL
1H-IMIDAZOLE-1-ETHANOL, ALPHA-(2,4-DICHLOROPHENYL)-
ALPHA-(2,4-DICHLOROPHENYL)-1H-IMIDAZOLE-1-ETHANOL
ALPHA-(2,4-DICHLOROPHENYL)-2-1H-IMIDAZOLE-1-ETHANOL
ALPHA-(2,4-DICHLORO PHENYL)-B-(IMIDAZOLE-YL)ETHANOL
-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol
2,4-dichloro-alpha-(1-imidazolylmethyl)-benzylalcoho
alpha-(2,4-dichlorophenyl)-imidazole-1-ethano
n-(beta-(2,4-dichlorophenyl)-beta-hydroxyethyl)imidazole
r14821
t824
1-(2,4-Dichlorphenyl)-2-1-Imidazolyl)-Ethanol
1-(2,4-Dichlorophenyl)-2-((1H)-imidazol-1-yl)-ethane
alpha-(2,4-Dichlorophenyl)-1H-
2-(2,4-dichlorobenzene)-imidazole-1-ethanol
ALPHA-(2,4-DICHLOROPHENYL)-1H-IMIDAZOLE-ETHANOL
IMIDAZOLE ETHANOL
Imidazole-1-ethanol alpha-(2,4-dichlorophenyl) | [EINECS(EC#)]
246-042-5 | [Molecular Formula]
C11H10Cl2N2O | [MDL Number]
MFCD00044708 | [Molecular Weight]
257.12 | [MOL File]
24155-42-8.mol |
| Chemical Properties | Back Directory | [Appearance]
cream-coloured to beige powder | [Melting point ]
134-138 °C
| [Boiling point ]
468.5±45.0 °C(Predicted) | [density ]
1.4133 (rough estimate) | [vapor pressure ]
0Pa at 20℃ | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
12.25±0.20(Predicted) | [color ]
White to Pale Yellow | [Water Solubility ]
1300 g/L (20 ºC) | [InChIKey]
UKVLTPAGJIYSGN-UHFFFAOYSA-N | [LogP]
2.31 at 20℃ | [CAS DataBase Reference]
24155-42-8(CAS DataBase Reference) | [EPA Substance Registry System]
1H-Imidazole-1-ethanol, ?-(2,4-dichlorophenyl)- (24155-42-8) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [RTECS ]
NI5485000 | [HS Code ]
2933290000 |
| Hazard Information | Back Directory | [Chemical Properties]
cream-coloured to beige powder | [Uses]
Intermediate in the preparation of Miconazole.
An impurity in the synthesis of Fenticonazole.
An impurity in the synthesis of Ketoconazole. | [Flammability and Explosibility]
Notclassified | [Synthesis]
General procedure for the synthesis of alpha-(2,4-dichlorophenyl)-1H-imidazole-1-ethanol from 2'-(1H-imidazol-1-yl)-2,4-dichloroacetophenone: In a 1000 mL three-necked flask equipped with a stirrer, a thermometer, and a dropping funnel, add 102 g of 2'-(1H-imidazol-1-yl)-2,4-dichloroacetophenone (0.4 mol) and 300 mL of methanol. Potassium borohydride was added in batches and slowly heated to reflux. After completion of the reaction, stirring was continued for 1 h and the progress of the reaction was monitored by thin layer chromatography (TLC) (unfolding agent was ethyl acetate: methanol = 10:1, v/v). At the end of the reaction, methanol was recovered by distillation under reduced pressure. The concentrate was adjusted to pH 4-5 with 5% hydrochloric acid solution and subsequently diafiltrated. The filtrate was adjusted pH to 7-8 with 5% sodium bicarbonate solution, when a white solid precipitated. The solid was collected by filtration, washed with water, dried and recrystallized to give 93.1 g of 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanol in 90.5% yield with a melting point of 134-135 °C. | [References]
[1] Patent: CN102180835, 2016, B. Location in patent: Paragraph 0015; 0016
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 8, p. 1665 - 1674
[3] Polyhedron, 2013, vol. 52, p. 106 - 114
[4] Organic and Biomolecular Chemistry, 2018, vol. 16, # 23, p. 4288 - 4294
[5] Medicinal Chemistry Research, 1999, vol. 9, # 3, p. 162 - 175 |
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