59363-13-2

Basic information

• Product Name: 1-Chloro-4-(4-chlorophenyl)-2-butanol
• Synonyms: 1-Chloro-4-(4-chlorophenyl)-2-butanol;Benzenepropanol, 4-chloro-a-(chloroMethyl)- (Butoconazole interMediate);Benzenepropanol, 4-chloro-a-(chloromethyl)-
• CAS NO: 59363-13-2
• Molecular Formula: C₁₀H₁₂Cl₂O
• Molecular Weight: 219.10768
• Mol File: 59363-13-2.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Chloro-4-(4-chlorophenyl)-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-4-(4-chlorophenyl)-2-butanol(59363-13-2)
• EPA Substance Registry System: 1-Chloro-4-(4-chlorophenyl)-2-butanol(59363-13-2)

Safety Data

• Hazardous Substances Data: 59363-13-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Chloro-4-(4-chlorophenyl)-2-butanol is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex molecular structures, contributing to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, 1-Chloro-4-(4-chlorophenyl)-2-butanol is utilized as a precursor in the production of various agrochemicals, such as pesticides and herbicides, due to its reactivity and the potential for creating effective active ingredients.
Used as a Reagent in Organic Chemistry:
1-Chloro-4-(4-chlorophenyl)-2-butanol serves as a valuable reagent in organic chemistry for a range of reactions, including the preparation of esters and ethers. Its presence of chlorine atoms allows for specific types of chemical transformations that are not easily achievable with other compounds.
It is crucial to handle 1-Chloro-4-(4-chlorophenyl)-2-butanol with care due to its potential hazards if not used properly, highlighting the importance of safety measures in its applications across different industries.

Upstream product

• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 106-89-8 epichlorohydrin 

Downstream Products

• 67085-11-4 1-[2-hydroxy-4-(4-chlorophenyl)-n-butyl]imidazole 
• 64872-76-0 butoconazole 
• 67085-12-5 1-[2-chloro-4-(4-chlorophenyl)-n-butyl]imidazole 

Relevant articles and documents

A industrialized production butoconazole nitrate intermediates

The invention relates to a method for industrially producing a butoconazole nitrate intermediate 1-(2-chlorine-4-(4-chlorphenyl) butyl)-1hydrogen-imidazole. The method comprises steps as follows: (1), 2-5 parts of 1-(2-hydroxyl-4-(4-chlorphenyl) butyl)-1hydrogen-imidazole is taken and sufficiently dissolved in 20-40 parts of dichloromethane, 2-5 parts of thionyl chloride are slowly and dropwise added at the temperature of 15 DEG C-25 DEG C, the mixture is slowly heated to 25 DEG C-65 DEG C for a sufficient reaction and cooled, and a reaction liquid is obtained; (2), cold water and anhydrous sodium carbonate are sequentially and slowly added to the reaction liquid obtained in the step (1), suction filtration is performed, solids are abandoned, a liquid is concentrated and dried, and the butoconazole nitrate intermediate is obtained. According to the provided method, conditions and parameters in the synthesis process are comprehensively and preferentially selected, the purity and the yield of products are improved, and the method is more suitable for large-scale industrial production.

A industrialized butoconazole nitrate intermediates (by machine translation)

The invention relates to a kind of industrial production butoconazole nitrate intermediate 1 - (2 - hydroxy - 4 - (4 - chlorophenyl) butyl) - 1 - imidazole method of hydrogen. The method comprises the following steps: (1) taking sodium hydride DMF solution, under the condition of the ice, slow instillment imidazole DMF solution, heating and stirring the reaction; after cooling, slowly adding 1 - chloro - 4 - (4 - chlorophenyl) - 2 - butanol, heating and stirring the reaction, after cooling, to the reaction solution; (2) taking the steps of (1) the resulting reaction solution, under the condition of stirring and mixing ice, to stop the precipitate is filtered, washing the filter cake, drying, recrystallization, to get the. The method of the invention the synthetic process conditions and parameters in the comprehensive preferably, and improves product purity and yield, more suitable for large-scale industrial production. (by machine translation)

Butoconazole nitrate industrial production method

The invention relates to a method for industrially producing butoconazole nitrate. The method comprises the following steps: (1) taking 1-8 parts of 1-(2-chloro-4-(4-chlorphenyl)butyl)-1-hydro-imidazole, 1-8 parts of 2,6-dichlorothiophenol, 1-5 parts of anhydrous potassium carbonate and 30-50 parts of acetone to undergo heating reflux reaction for 4-6 hours, then replenishing 0.1-1 part of anhydrous potassium carbonate, continuously carrying out heating reflux reaction for 5-9 hours, cooling and filtering the reactant and concentrating the filtrate, thus obtaining a concentrate; (2) taking the concentrate obtained in the step (1), adding extract liquor formed by an organic solvent and water, and after full extraction, retaining an organic phase for later use; (3) dropwise adding concentrated nitric acid to the organic phase obtained in the step (2) and carrying out filtration after stopping generating a precipitate; discarding the filtrate and washing and drying a filter cake, thus obtaining butoconazole nitrate. In the method provided by the invention, the conditions and parameters in the synthetic process are comprehensively and preferentially selected, and the impurities which are likely to be introduced in the production process are effectively controlled, thus increasing the production efficiency and the purity and yield of the product. Therefore, the method is more suitable for large-scale industrial production.

A industrialized production butoconazole nitrate intermediates

The invention relates to a method for industrially producing a butoconazole nitrate intermediate 1-(2-chloro-4-(4-chlorphenyl)butyl)-1-hydro-imidazole. The method comprises the following steps: (1) taking 1-(2-hydroxy-4-(4-chlorphenyl)butyl)-1-hydro-imidazole and thionyl chloride as raw materials to undergo heating reflux in dichloromethane, and after full reaction, cooling the reactant, thus obtaining a reaction liquid; and (2) slowly adding cold water and anhydrous sodium carbonate to the reaction liquid obtained in the step (1) in sequence, carrying out suction filtration, discarding the solid, concentrating the liquid and drying the concentrate, thus obtaining the butoconazole nitrate intermediate. In the method provided by the invention, the conditions and parameters in the synthetic process are comprehensively and preferentially selected, thus increasing the purity and yield of the product. Therefore, the method is more suitable for large-scale industrial production.

Butoconazole nitrate industrial production method

The invention relates to a method for producing butoconazole nitrate. The method comprises the following steps: (1) taking 1-(2-chloro-4-(4-chlorphenyl)butyl)-1-hydro-imidazole, 2,6-dichlorothiophenol and anhydrous potassium carbonate as raw materials to undergo heating reflux in acetone, after full reaction, cooling and filtering the reactant and concentrating the filtrate, thus obtaining a concentrate; (2) taking the concentrate obtained in the step (1) and adding extract liquor which comprises diethyl ether and water in a weight ratio of (2-3) to (1-2); after full extraction, discarding a water phase and retaining an organic phase for later use; (3) dropwise adding concentrated nitric acid to the organic phase obtained in the step (2) and carrying out filtration after stopping generating a precipitate; discarding the filtrate and washing and drying a filter cake, thus obtaining butoconazole nitrate. In the method provided by the invention, the conditions and parameters in the synthetic process are comprehensively and preferentially selected, and the impurities which are likely to be introduced in the production process are effectively controlled, thus increasing the production efficiency and the purity and yield of the product. Therefore, the method is more suitable for large-scale industrial production.

Preparation method of butoconazole nitrate

The invention discloses a preparation method of butoconazole nitrate. The preparation method comprises the following steps: with 4-chlorobenzyl chloride as a starting raw material, synthesizing 1-chloro-4-(4-chlorophenyl)-2-butanol, then synthesizing 1-(4-(4-chlorophenyl)-2-hydroxy-butyl) imidazole, then synthesizing 1-(4-(4-chlorophenyl)-2-chloro-butyl) imidazole, adding the 1-(4-(4-chlorophenyl)-2-chloro-butyl) imidazole, 2, 6-dichlorobenzenethiol and potassium carbonate into acetone, heating for refluxing, adding water and ethyl acetate after the completion of a reaction, performing liquid separation, sequentially washing an ethyl acetate phase by using saturated potassium carbonate and saturated salt water, drying by using anhydrous magnesium sulfate, removing magnesium sulfate, dropwise adding nitric acid with the concentration of 65% in an ice bath until no precipitate is produced, filtering for collecting solid, and recrystallizing by using absolute ethanol to obtain white crystals, namely the butoconazole nitrate. By the preparation method of the butoconazole nitrate, the process is simple, the yield is high, the cost is low, and the purity of the obtained product is high.

A industrialized butoconazole nitrate intermediates

The invention relates to a method for industrially synthesizing a butoconazole nitrate intermediate. The method comprises steps as follows: (1), imidazole and sodium hydride are taken as raw materials, are heated and stirred in a DMF (dimethyl formamide) solution and are cooled after sufficient reaction, 1-chlorine-4-(4-chlorphenyl)-2-butanol is slowly dropwise added, the mixture is heated, stirred and cooled after sufficient reaction, and a reaction liquid is obtained; (2), n-hexane and ice water are sequentially added to the reaction liquid obtained in the step (1), sufficiently stirred and filtered after sediment separation stops, a filter cake is washed, centrifugally dried and recrystallized with ethyl acetate and activated carbon, and the butoconazole nitrate intermediate is obtained. According to the provided method, conditions and parameters in the synthesis process are comprehensively and preferentially selected, the purity and yield of products are improved, and the method is more suitable for large-scale industrial production.

Method for industrial process production of butoconazole nitrate

The invention relates to a method for industrial process production of butoconazole nitrate. The method comprises the step that an intermediate product 1-chlorine-4-(4-chlorphenyl)-2-butanol, an intermediate product 1-(2-hydroxy-4-(4-chlorphenyl)butyl)-1 hydrogen-imidazole, an intermediate product 1-(2-chlorine-4-(4-chlorphenyl)butyl)-1 hydrogen-imidazole, a butoconazole nitrate crude product and a butoconazole nitrate finished product are sequentially synthesized. According to the method, conditions and parameters in the synthesizing process are comprehensively optimized, impurities likely to be introduced in the production process are effectively controlled, the production efficiency is improved, the purity and yield of the products are increased, and the method is suitable for industrial production.

Industrial production method for butoconazole nitrate intermediate

The present invention relates to an industrial production method for a butoconazole nitrate intermediate 1-chloro-4-(4-chlorophenyl)-2-butanol. The method comprises the following steps: (1) taking 1.5-2.5 parts of magnesium powder, diethyl ether for initiation and a catalytic amount of acid, slowly dropwise adding 35-45 parts of a p-chlorobenzyl chloride ether solution with the density of 0.2-0.4 g/ml, and performing a reflux reaction after adding dropwise to obtain a p-chlorobenzyl chloride Grignard reagent; slowly dropwise adding 15-25 parts of an epichlorohydrin ether solution with the density of 0.25-0.45 g/ml, and performing a reflux reaction after adding dropwise to obtain reaction liquid; and (2) taking the reaction liquid obtained in step (1), adding dilute sulphuric acid under the condition of ice-bath, standing for layering, retaining an organic phase, concentrating, and rectifying to obtain a product. According to the method provided by the invention, conditions and parameters in the synthetic process are optimized comprehensively, so that the purity and the yield of the product are improved, and the method is more suitable for large-scale industrial production.

HEME-OXYGENASE INHIBITORS AND USE OF THE SAME IN THE TREATMENT OF CANCER AND DISEASES OF THE CENTRAL NERVOUS SYSTEM

Disclosed are compounds of the general formula (1): compositions comprising an effective amount of said compounds either alone or in combination with other chemotherapeutic agents, and methods useful for treating or preventing cancer and for inhibiting tumour tissue growth. These compounds attenuate the oxidative damage associated with increased heme-oxygenase activity and can reduce cell proliferation in transformed cells. In addition, the described compounds and compositions are useful as neuroprotectants and for treating or preventing neurodegenerative disorders and other diseases of the central nervous system.