24279-39-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Amino-3,5-dichlorobenzotrifluoride is used as an intermediate in the synthesis of GABA receptor antagonists. It plays a crucial role in the development of medications targeting neurological disorders by modulating the activity of GABA receptors in the brain.
Used in Agrochemical Industry:
4-Amino-3,5-dichlorobenzotrifluoride is used as a key component in the production of insecticides. Its chemical structure allows for the creation of compounds that can effectively control and manage insect populations, thereby protecting crops and reducing agricultural losses.
Used in Organic Synthesis:
4-Amino-3,5-dichlorobenzotrifluoride may be employed for the synthesis of complex organic molecules, such as 1-[2,6-di-chloro-4-(tri-fluoro-methyl)-phenyl]-5-[(4-nitro-phenyl)-methyl-ene-imino]-1H-pyrazole-3-carbo-nitrile. 4-Amino-3,5-dichlorobenzotrifluoride has potential applications in various fields, including pharmaceuticals and materials science, due to its unique chemical properties and reactivity.

preparation

Using 4-chlorotrifluoromethylbenzene as raw material, 2,6-dichloro-4-trifluoromethylaniline was prepared through two-step reaction of amination and chlorination.

InChI:InChI=1/C7H4Cl2F3N/c8-4-1-3(7(10,11)12)2-5(9)6(4)13/h1-2H,13H2

Upstream product

• 2926-29-6 Langlois reagent 
• 608-31-1 2,6-Dichloroaniline 
• 86398-94-9 2,6-dichloro-4-(trifluoromethyl)phenyl hydrazine 
• 455-14-1 4-trifluoromethylphenylamine 
• 2314-97-8 iodotrifluoromethane 
• 57729-79-0 2-chloro-6-nitro-4-(trifluoromethyl)aniline 
• 56148-83-5 2,4,5-trichloro-1-(trifluoromethyl)benzene 
• 5216-25-1 4-chlorotrichloromethylbenzene 
• 106-43-4 para-chlorotoluene 
• 156639-47-3 2,6-dichloro-4-trifluoromethyl-N-methylaniline 
• 689300-85-4 (2-chloro-4-trifluoromethyl-phenyl)-methyl-amine 
• 328-84-7 1,2-dichloro-4-(trifluoromethyl)benzene 
• 39885-50-2 2-chloro-4-(trifluoromethyl)aniline 
• 50594-82-6 1-trifluoromethyl-3,4,5-trichlorobenzene 

Downstream Products

• 28313-69-1 Cyano-[(2,6-dichloro-4-trifluoromethyl-phenyl)-hydrazono]-acetic acid methyl ester 
• 120068-79-3 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole 
• 156112-35-5 2-(2,6-dichloro-4-trifluoromethylphenyl)amino-3-methyl-6-trifluoromethyl-4(3H)-pyrimidinone 
• 139768-33-5 1-(2,6-dichloro-4-trifluoromethylphenyl)-2,5-dimethylpyrrole 
• 111234-57-2 5-amino-4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-hydroxymethylpyrazole 
• 120068-92-0 3-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-methanesulphonylpyrazole 
• 86398-94-9 2,6-dichloro-4-(trifluoromethyl)phenyl hydrazine 
• 7782-78-7 nitrosylsulfuric acid 
• 118754-53-3 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene 
• 147770-43-2 3-chloropyruvaldehyde-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]hydrazone 
• 77227-81-7 1,3-dichloro-2-fluoro-5-(trifluoromethyl)benzene 
• 50594-82-6 1-trifluoromethyl-3,4,5-trichlorobenzene 

Relevant academic research and scientific papers

New synthesis method of 2,6-dichloro-4-trifluoromethylaniline

The invention discloses a new synthesis method of 2,6-dichloro-4-trifluoromethylaniline, wherein p-trifluoromethylaniline is usedas a raw material, and is added with a certain amount of sulfonyl chloride in a dropwise manner, and chlorination, water washing and pressure reducing rectification are performed to obtain the target compound. Compared with the method in the prior art, the method of theinvention has characteristics of simple process, easy operation, short reaction time, high yield and low production cost, is suitable for industrial production, is an environmentally-friendly chemicalprocess, and has good industrial application prospect.

Preparation method of fipronil intermediate

The invention relates to a preparation method of a fipronil intermediate. The preparation method comprises the following steps: carrying out a chlorination reaction on 4-methylaniline to obtain 2,6-dichloro-4-trichloromethylaniline; and subjecting 2,6-dichloro-4-trichloromethylaniline to a fluorination reaction to prepare 2,6-dichloro-4-trifluoromethylaniline which is the finished product of the fipronil intermediate. The invention provides the brand-new preparation method of 2,6-dichloro-4-trifluoromethylaniline, and the method has the advantages of easy availability of initial raw materials,short reaction steps, clear mechanism, few side reactions and high product yield, and is beneficial for realization of industrialization. With the method, average yield is not lower than 90%, and product purity is 99.0% or above.

Continuous Flow Homolytic Aromatic Substitution with Electrophilic Radicals: A Fast and Scalable Protocol for Trifluoromethylation

We report an operationally simple and rapid continuous flow radical C?C bond formation under Minisci-type reaction conditions. The transformations are performed at or below room temperature employing hydrogen peroxide (H2O2) and dimethylsulfoxide (DMSO) as reagents in the presence of an FeIIcatalyst. For electron-rich aromatic and heteroaromatic substrates, C?C bond formation proceeds satisfactorily with electrophilic radicals including.CF3,.C4F9,.CH2CN, and.CH2CO2Et. In contrast, electron-poor substrates exhibit minimal reactivity. Importantly, trifluoromethylations and nonafluororobutylations using CF3I and C4F9I as reagents proceed exceedingly fast with high conversion for selected substrates in residence times of a few seconds. The attractive features of the present process are the low cost of the reagents and the extraordinarily high reaction rates. The direct application of the protocol to dihydroergotamine, a complex ergot alkaloid, yielded the corresponding trifluoromethyl ergoline derivative within 12 seconds in a continuous flow microreactor on a 0.6 kg scale. The trifluoromethyl derivative of dihydroergotamine is a promising therapeutic agent for the treatment of migraines.

A process for preparing 3, 4, 5 - toluene azeotrope by-product of the 2, 4, 5 - method for comprehensive utilization of toluene azeotrope (by machine translation)

A process for preparing 3, 4, 5 - toluene azeotrope by-product of the 2, 4, 5 - method for comprehensive utilization of toluene azeotrope, which belongs to the field of chemical synthesis. In order to 2, 4, 5 - trifluoro toluene as the raw materials, the aminolysis reaction, catalytic hydrogenation dechlorination reaction, the chlorination reaction to synthesize 2, 6 - dichloro - 4 - trifluoromethyl aniline. The above-mentioned integrated utilization method, the useless by-product into higher economic value products, the overall yield 61.7%, purity of 99.5% or more, less impurity species, product quality and stable performance. (by machine translation)

Method for preparing 99 percent of 2,6-dichloro-4-trifluoromethyl phenylamine

The invention relates to a method for preparing 99 percent of 2,6-dichloro-4-trifluoromethyl phenylamine, which includes the following two steps of reaction: (1) amination reaction: 3,4-dichloro-5-nitrobenzotrifluoride reacts with ammonia to generate 3--chloro-4-amino-5-nitrobenzotrifluoride; (2) chlorination reaction: 3--chloro-4-amino-5-nitrobenzotrifluoride reacts with chlorine to generate 2,6-dichloro-4-trifluoromethyl phenylamine. The advantages of the invention are as follows: the target product 2,6-dichloro-4-trifluoromethyl phenylamine is prepared with 3,4-dichloro-5-nitrobenzotrifluoride as a material; the specific implementation route includes amination and chlorination, only simple distillation or steam distillation is needed, 99 percent of target product can be obtained without rectification, and the method has the advantages of mild reaction conditions, high safety and high product content; the process is suitable for mass industrial production, pollution is little, energy is saved, and the environment is protected.

2,6-dichloro-4-trifluoromethyl phenylamine chlorine flow production process

The invention relates to a 2,6-dichloro-4-trifluoromethyl phenylamine chlorine flow production process. According to the method, 2-chloro-4-trifluoromethyl-N,N-dimethylaniline is used as raw materials; 2,6-dichloro-4-trifluoromethyl phenylamine is directly prepared through chlorine gas chlorination. The technological process is simple; the single reaction quantity is increased and is twice of the original quantity; the reaction is mild; side reactions are few; the operation is simple and easy to control; the conversion rate is high; the content reaches 80 percent; chlorine gas is absorbed to obtain HCl for other production; the environment pollution cannot be caused; the environment-friendly effect is good.

PROCESS FOR THE PREPARATION OF 2,6-DIHALO-PARA-TRIFLUOROMETHYL- ANILINES AS INTERMEDIATES OF PYRAZOLES

The present invention provides a process for the preparation of 2,6-dihalo-para-trifluoromethylanilines as intermediates for pyrazoles comprising the halogenation of para-trifluoromethylaniniline with dihalogen.

PROCESS FOR SYNTHESIS FIPRONIL

The present disclosure relates to a process for trifluoromethylsulfinyl pyrazole compound of formula I, from a compound of formula III, wherein, R, R1 and R2 represent a group containing halogen group respectively and R3 represents a perhaloalkyl.

PROCESS FOR SYNTHESIZING POLYHALOGENATED PERHALOALKYLANILINE COMPOUNDS

A process for preparing polyhalogenated perfluoroalkylanilines particularly useful as reaction intermediates for preparing agrochemicals is disclosed The process comprises reacting anhydrous monomethylamine with 3,4-dichlorobenzot?fluo?de at a temperature of 140-200 °C, halogenating the resultant intermediate with halogenating agents like chloride, sulfuryl chloride and PC15, and then dealkylating the deactivated aniline with catalytic quantity of pyridine salt and dry HC1 gas at 180-190 °C or with anhydrous hydrobromic acid to get 2,6-dichloro-4-trifluoromethylaniline.

PROCESS FOR PREPARING POLYHALOGENATED PERHALOALKYLANILINE

A method for preparing polyhalogenated p-trifluoromethylanilines, especially 2,6-dihalo-p-trifluoromethylaniline is provided The method comprises reacting ammonia with 3,4-dihalobenzotrifluoride at a temperature ranging from 200 °C to 300 °C in the presence of an alkali halide, and then halogenating the resultant intermediates with halogenating agents like sulfuryl chloride, chlorine and PC15 to get 2,6-dihalo-p-trifluoromethylaniline.