alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol

Product Name: alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol
CAS No.: 24155-42-8
Chemical Name: alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol
Synonyms: Imidazole alcohol;1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOL-1-YL)ETHANOL;t824;r14821;MIC III;SQ-13283;1-[2-(2,4-DichL;)-2-hydroxyethyL;IMIDAZOLE ETHANOL;MICONAZOLE EP IMP A
CBNumber: CB3780543
Molecular Formula: C11H10Cl2N2O
Formula Weight: 257.12
MOL File: 24155-42-8.mol

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alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol Property

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)
pka: 12.25±0.20(Predicted)
form: solid
color: White to Pale Yellow
Water Solubility: 1300 g/L (20 ºC)
InChI: 1S/C11H10Cl2N2O/c12-8-1-2-9(10(13)5-8)11(16)6-15-4-3-14-7-15/h1-5,7,11,16H,6H2
InChIKey: UKVLTPAGJIYSGN-UHFFFAOYSA-N
SMILES: OC(Cn1ccnc1)c2ccc(Cl)cc2Cl
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)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
Safety Statements: 38-28B-36-26
WGK Germany: 3
RTECS: NI5485000
HS Code: 2933290000
Storage Class: 11 - Combustible Solids

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0000137
Product name: Enilconazole impurity E
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 20 mg
Price: $236
Updated: 2025/07/31

Sigma-Aldrich

Product number: PHR2231
Product name: Econazole Related Compound A
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 100MG
Price: $522.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: CDS003858
Product name: 1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethanol
Purity: AldrichCPR
Packaging: 250mg
Price: $73.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: BP884
Product name: Miconazole impurity A
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 25MG
Price: $234
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1231830
Product name: Enilconazole impurity E
Packaging: 15mg
Price: $1300
Updated: 2025/07/31

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alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol Chemical Properties,Usage,Production

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.

Uses

Intermediate in the preparation of Miconazole.An impurity in the synthesis of Fenticonazole.An impurity in the synthesis of Ketoconazole.Econazole EP Impurity A.

Application

In the pharmaceutical field, alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol is an important precursor for the synthesis of various imidazole antifungal drugs (such as econazole and miconazole), which are widely used to treat fungal infections. Furthermore, it is an intermediate in the production of agricultural fungicides (such as imidazoles), which are used in agriculture to control various plant diseases, such as powdery mildew and black rot, thereby increasing crop yields.

Flammability and Explosibility

Not classified

Synthesis

46503-52-0

24155-42-8

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

alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol Preparation Products And Raw materials

Raw materials

Preparation Products

Imazalil

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alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol Suppliers

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View Lastest Price from alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol 24155-42-8
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-28

Wuhan Biocar Pharmacy CO.,Ltd.

Product: alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol 24155-42-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 600kg
Release date: 2025-03-26

PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD

Product: 1-(2,4dichlorophenyl) -2-(1H-imidazol-1-yl) Ethanol 24155-42-8
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kgs
Release date: 2024-06-03

24155-42-8, alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanolRelated Search:

Monoethanolamine Imidazole Diethanolamine Dichlorodiphenylsilane Levamisole Econazole Isoconazole Dichloroethane Ethyl acetate Diethylstilbestrol Dichloromethylphenylsilane 1-(2,4-DICHLOROPHENYL)-2-(1H-IMIDAZOLE-1-YL) ETHANONE ALPHA-(CHLOROMETHYL)-2,4-DICHLOROBENZYL ALCOHOL Miconazole nitrate 2,4-Dichloro-β-[(2,6-dichlorophenyl)methoxy]benzeneethanamine Ethanol Miconazole Impurity Miconazole IMpurity I

-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol

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

1-[2-(2,4-DichL

1-[2-(2,4-Dichlorophenyl)-2-hydroxyethyl]-1H-imidazole, 2,4-Dichloro-alpha-[(1H-imidazol-1-yl)methyl]benzyl alcohol

1-(2,4-dichlorophenyl)-2-(1H-iMidazol-1-yl)-ethano

1-(2,4-dichloro-phenyl)-2(Midazole-l-)-ethand

Isoconazole IMpurity A

2,4-dichloro-alpha-(1-imidazolylmethyl)-benzylalcoho

alpha-(2,4-dichlorophenyl)-imidazole-1-ethano

n-(beta-(2,4-dichlorophenyl)-beta-hydroxyethyl)imidazole

r14821

t824

α-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol ,99%

(1RS)-1-(2,4-Dichlorophenyl)-2-(-1H-imidazol-1-yl)ethanol

Isoconazole Nitrate EP Impurity A

Fenticonazole Nitrate impurity A (EP) -E

Fenticonazole Nitrate impurity A (EP)

Isoconazole EP impurity B

Imidazole alcohol

Econazole Impurity 1(Econazole EP Impurity A)

Miconazole Impurity 1(Miconazole EP Impurity A)

Fenticonazole Nitrate EP Impurity A

Econazole EP Impurity A

Miconazole EP Impurity A

Miconazole Nitrate EP Impurity A

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)

1-(2-(2,4-dichlorophenyl)-2-hydroxyethyl)-1H-imidazole

2,4-dichloro-alpha-(1-imidazolylmethyl)-benzyl alcohol

alpha-(2,4-dichlorophenyl)-imidazole-1-ethanol

1H-IMIDAZOLE-1-ETHANOL,A-(2,4-DICHLOROPHENYL)-

1,2(2,4-Dichlorophenyl)-1H-(N-Imidazolyl)Ethanol

A-(2,4-DICHLOROPHENYL)-1H-IMIDAZOLE-1-ETHANOLMICONAZOLE

1-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

1-[2-(2,4-Dichlorophenyl)-2-hydroxyethyl]imidazole

1-(β-Hydroxy-2,4-dichlorophenethyl)-1H-imidazole

SQ-13283

alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol,98%

rac-1-(2,4-Dichlorophenyl)-2-(1-imidazolyl)ethanol

Benzyl alcohol, 2,4-dichloro-alpha-(1-imidazolylmethyl)

（2，4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanol

Fenticonazole EP Impurity A

Isoconazole EP Impurity A

1-(2,4-Dichlorophenyl)-2-(1-imidazolyl)ethanol&gt

Sertaconazole nitrate EP Impurity A

(1RS)-1-(2,4-Dichlorophenyl)-2-(1H-

Enilconazole impurity E CRS