- 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.
- -
-
Paragraph 0017; 0019-0028
(2020/01/25)
-
- 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.
- -
-
Sheet 0052; 0054-0057; 0059-0060; 0062; 0065-0066
(2020/03/09)
-
- 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.
- -
-
Paragraph 0030-0032; 0039-0041; 0042-0044
(2017/11/18)
-
- 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.
- -
-
Paragraph 0019-0025
(2017/09/08)
-
- 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)
- -
-
-
- 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.
- Monteiro, Júlia L.,Carneiro, Paula F.,Elsner, Petteri,Roberge, Dominique M.,Wuts, Peter G. M.,Kurjan, Katherine C.,Gutmann, Bernhard,Kappe, C. Oliver
-
supporting information
p. 176 - 186
(2017/01/09)
-
- 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.
- -
-
Page/Page column 8
(2015/09/23)
-
- 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.
- -
-
Page/Page column 14
(2011/06/16)
-
- 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.
- -
-
Page/Page column 13
(2011/06/16)
-
- Trifluoromethylation of various aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide
-
Trifluoromethylation of aromatic and hetero-aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide was investigated. Various trifluoromethylated benzene derivatives, six-membered nitrogen-containing aromatic compounds and five-membered hetero-aromatic compounds were obtained under mild conditions. General orientation of electrophilic substitution of aromatic compounds was observed similarly as reported in other radical trifluoromethylation previously.
- Kino, Tatsuhito,Nagase, Yu,Ohtsuka, Yuhki,Yamamoto, Kyoko,Uraguchi, Daisuke,Tokuhisa, Kenji,Yamakawa, Tetsu
-
experimental part
p. 98 - 105
(2010/03/03)
-
- Preparation Method of 2, 6-Dichlor-4-Trifluoromethyl Aniline
-
This invention is involved with a preparation method of 2,6-dichlor-4-trifluoromethyl aniline. With this process, 4-chlorotrifluoromethyl benzene is used as the starting material and subjected to halogenation reaction and ammoniation reaction and through separation of reaction products the desired 2,6-dichlor-4-trifluoromethyl aniline is obtained. In addition, ammonia is recovered from the surplus ammonia water in ammoniation reaction. This applied invention in characterized by simple process, cheap and easy-available raw materials, high reaction yield and friendly environment.
- -
-
Page/Page column 4
(2009/10/01)
-
- Process for the production of 4-amino-3,5-dichlorobenzotrifluoride with high purity commercial products being obtained in parallel
-
Process for the production of 4-amino-3,5-dichlorobenzotrifluoride comprising the stages:A) chlorination of 4-chlorobenzotrichloride, in the presence of a Lewis acid, in order to obtain a mixture of 3,4-dichlorobenzotrichloride and 3,4,5-trichlorobenzotrichloride and other chlorine derivatives by performing the reaction in such a manner as to obtain in the mixture of reaction products a quantity of 3,4,5-trichlorobenzotrichloride of greater than 10% by weight and preferably of between 20% and 30% by weight and a concentration of 3,4-trichlorobenzotrichloride of less than 90% by weight and preferably of between approx. 55% and 75% by weight, relative to the total weight of the chlorinated derivatives;B) fluorination with hydrofluoric acid of the mixture of chlorination products as obtained in stage A) in order to obtain the corresponding benzotrifluorides; andC) separation by distillation of the mixture of products of stage B) in order to obtain 3,4,5-trichlorobenzotrifluoride or an isomeric mixture of 3,4,5- and 2,4,5-trichlorobenzotrifluoride; andD) amination of 3,4,5-trichlorobenzotrifluoride or of said isomeric mixture.
- -
-
Page/Page column 6-7
(2008/06/13)
-
- NOVEL PROCESS FOR THE PREPARATION OF A SYNTHETIC INTERMEDIATE FOR PESTICIDES
-
Process for the preparation of a compound of general formula (I): in which X represents a halogen atom, by reaction of para-trifluoromethylaniline of formula (II): with a dihalogen x2, the two compounds being introduced simultaneously into a polar aprotic solvent in a dihalogen/compound (II) molar ratio ranging from 1.9 to 2.5 and at a temperature ranging from 100 to 300° C.
- -
-
-
- Processes for preparing pesticidal intermediates
-
Compounds of formula (I) are prepared by hydrogenolysis of a compound of formula (II): where R1is haloalkyl, haloalkoxy or ?SF5; W is N or CR3; and R2and R3are H or Cl. The compounds of formula (I) can be used as intermediates in the preparation of pesticidally active arylpyrazole compounds.
- -
-
Page column 7
(2008/06/13)
-
- Process for preparing trifluoromethylanilines
-
A process for preparing trifluoromethylanilines of the formula (I), STR1 in which R1 and R2, independently of each other, are hydrogen, halogen, (C1 -C4) alkyl, hydroxyl, alkoxy, alkylthio, carboxyl, or a nitro or cyano group, by reacting compounds of the formula (II) STR2 in which X1, X2 and X3 are in each case, identically or differently, halogen atoms, a is 0 or 1, Y is fluorine, chlorine or bromine, and R1 and R2 have the defined meaning, with anhydrous hydrofluoric acid, and converting the resulting aniline hydrofluorides with a base into the free amines.
- -
-
-
- Trifluoromethylation of aromatic compounds with sodium trifluoromethanesulfinate under oxidative conditions
-
Radical trifluoromethylation occurs without Cu(II) but cations are involved with Cu(II). Electron-rich aromatic compounds are triluforomethylated with sodium trifluoromethanesulfinate and t-butyl hydroperoxide. Monotrifluoromethylation predominates in the presence of catalytic amounts of Cu(II) triflate whereas mono- and bis-trifluoromethylated aromatics are obtained in almost equal quantities in the absence of Cu(II).
- Langlois, Bernard R.,Laurent, Eliane,Roidot, Nathalie
-
p. 7525 - 7528
(2007/10/02)
-
- Preparation of fluorine-containing diphenyl ethers
-
A method of preparing a diphenyl ether compound of the formula (II) STR1 wherein X is F, Cl or Br; Z is hydrogen, halogen, NO2 of CN; and W is methyl, cyano, CH3 CO--, or a group --C--OR, wherein R is --OH; --OM wherein M is a cation; OR1 wherein R1 is an optionally substituted aliphatic radical; --NR2 R3 wherein R2 and R3 are each hydrogen or an optionally substituted aliphatic radical; or --NHSO2 R4 wherein R4 is alkyl of 1 to 6 carbon atoms, which comprises reacting a 3-X-substituted-4,5-difluorobenzotrifluoride with a salt of a 3,4-W,Z-substituted phenol. The invention further comprises novel 3-X-4,5-difluorobenzotrifluorides for use in the process.
- -
-
-
