1190865-44-1

Basic information

• Product Name: 1-(3,5-Dichloro-4-fluorophenyl)-2,2,2-trifluoroethanone
• Synonyms: 1-(3,5-Dichloro-4-fluorophenyl)-2,2,2-trifluoroethanone;2,2,2-Trifluoro-3',5'-dichloro-4'-fluoroacetophenone
• CAS NO: 1190865-44-1
• Molecular Formula: C8H2Cl2F4O
• Molecular Weight: 261.0004928
• EINECS: -0
• Mol File: 1190865-44-1.mol

Chemical Properties

• Boiling Point: 282.5±40.0 °C(Predicted)
• Appearance: /
• Density: 1.577±0.06 g/cm3(Predicted)
• Vapor Pressure: 20-2750Pa at 20-37.8℃
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-(3,5-Dichloro-4-fluorophenyl)-2,2,2-trifluoroethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,5-Dichloro-4-fluorophenyl)-2,2,2-trifluoroethanone(1190865-44-1)
• EPA Substance Registry System: 1-(3,5-Dichloro-4-fluorophenyl)-2,2,2-trifluoroethanone(1190865-44-1)

Safety Data

• Hazardous Substances Data: 1190865-44-1(Hazardous Substances Data)

Usage

Uses

1-(3,5-Dichloro-4-fluorophenyl)-2,2,2-trifluoroethanone can be used as a pesticide intermediate, mainly in the synthesis of sarolaner.

Upstream product

• 17318-08-0 5-bromo-1,3-dichloro-2-fluorobenzene 
• 158401-00-4 1-(3,4,5-trichloro-phenyl)-2,2,2-trifluoro-ethanone 
• 443-93-6 2,4-dichloro-3-fluoroaniline 
• 360-92-9 N,N-diethyl-2,2,2-trifluoroacetamide 
• 21928-51-8 5-bromo-1,2,3-trichloro-benzene 
• 697-88-1 4-bromo-2,6-dichloroaniline 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1297553-45-7 2,2,2-trifluoro-1-(4-fluoro-3-nitrophenyl)ethan-1-one 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 462-06-6 fluorobenzene 
• 655-32-3 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone 
• 340-07-8 N-(trifluoroacetyl)piperidine 

Relevant articles and documents

METHOD FOR PREPARING 3,5-DIHALOTRIFLUOROACETOPHENONE AND DERIVATIVE THEREOF

The present application relates to the technical field of chemical pharmacy, and in particular, to a method for preparing 3,5-dihalotrifluoroacetophenone and a derivative thereof. 3-halogen-4-nitrotrifluoroacetophenone is used as a raw material, and the 3,5-dihalotrifluoroacetophenone derivative is finally obtained by means of a reduction reaction, a halogenation reaction and an amino substitution reaction. The raw material thereof is cheap and easily available, the process is simple, the conditions are mild, and the method has the prospect of large-scale production and has good economic effects.

Synthesis method of 3',5'-dichloro-2,2,2-trifluoroacetophenone derivative

The invention relates to the technical field of chemical pharmacy, in particular to a synthesis method of a 3',5'-dichloro-2,2,2-trifluoroacetophenone derivative, which specifically comprises the following steps: S1, preparing a Grignard reagent from a 1-bromo-3,5-dichloro-4-substituted compound through a Grignard reagent; and S2, subjecting a Grignard reagent and a trifluoroacetyl compound to a reaction, and then conducting acid treatment, so as to obtain the 3',5'-dichloro-2,2,2-trifluoroacetophenone derivative. According to the technical scheme, reaction conditions are mild, raw materials are easy to obtain, the yield is high, the production cost of enterprises can be saved, and the 3',5'-dichloro-2,2,2-trifluoroacetophenone derivative is suitable for large-scale production.

Preparation method of trifluoroacetophenone derivative

The invention relates to the field of organic synthesis, in particular to a preparation method of a trifluoroacetophenone derivative. Substituted aniline is used as a raw material, and preparation of the trifluoroacetophenone derivative is completed through three steps including diazotization reaction, coupling reaction and hydrolysis reaction. The preparation method has the advantages of simple process, high yield and less three wastes generated by the whole reaction, and is suitable for large-scale industrial production.

Preparation method of ortho-amino trifluoroacetophenone and derivatives thereof

The invention relates to the field of organic synthesis, in particular to a preparation method of ortho-amino trifluoroacetophenone and derivatives thereof. The preparation of ortho-amino trifluoroacetophenone comprises three steps of amino protection, trifluoroacetylation and deprotection, the overall reaction condition is mild, the yield is high, and the method is suitable for large-scale production. In addition, on the basis of the preparation, substitution is carried out after amino diazotization, the ortho-amino trifluoroacetophenone derivative is further prepared, and the industrial application prospect is good.

Preparation method of halogenated trifluoroacetyl benzene

The invention relates to the field of organic synthesis, in particular to a preparation method of halogenated trifluoroacetyl benzene. The invention provides a preparation method of 3,4,5-trichlorotrifluoroacetyl benzene on the first aspect, which comprises the following steps: 1) carrying out diazotization and chlorination reaction on 2,6-dichloro-4-bromoaniline to provide 3,4,5-trichlorobromobenzene; (2) carrying out Grignard reaction on the 3,4,5-trichlorobromobenzene so as to provide 3,4,5-trichlorophenyl magnesium bromide; and 3) carrying out a trifluoroacetylation reaction on the 3,4,5-trichlorophenyl magnesium bromide and a trifluoroacetylation reagent, so as to provide the 3,4,5-trichlorotrifluoroacetyl benzene. According to the preparation method of 3,4,5-trichlorotrifluoroacetyl benzene, provided by the invention, 2,6-dichloro-4-bromoaniline is adopted as a raw material, a target product is prepared through a diazotization reaction, a Grignard reaction and a trifluoroacetylation reaction, the whole preparation route is simple in reaction step operation, the product is easy to purify, the yield is high, and the preparation method is very suitable for large-scale production; and the method has a good industrialization prospect.

Preparation method and intermediate of 1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethyl ketone

The invention discloses a preparation method and an intermediate of 1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethyl ketone, and relates to the technical field of synthetic chemical application. The method comprises the following steps: (1) by taking a compound I as a raw material, carrying out hydrogenation reduction under the action of a solvent and a catalyst to obtain a compound II; and (2) carrying out diazo reaction on the compound II and a diazo reagent under the action of an acid, and then carrying out chlorination reaction under the action of hydrochloric acid and a catalyst to obtain a compound III, so as to achieve simple and efficient preparation of the compound 1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethyl ketone with high purity and good yield.

Access to Aryl and Heteroaryl Trifluoromethyl Ketones from Aryl Bromides and Fluorosulfates with Stoichiometric CO

We report a sequential one-pot preparation of aromatic trifluoromethyl ketones starting from readily accessible aryl bromides and fluorosulfates, the latter easily prepared from the corresponding phenols. The methodology utilizes low pressure carbon monoxide generated ex situ from COgen to generate Weinreb amides as reactive intermediates that undergo monotrifluoromethylation affording the corresponding aromatic trifluoromethyl ketones (TFMKs) in good yields. The stoichiometric use of CO enables the possibility for accessing 13C-isotopically labeled TFMK by switching to the use of 13COgen.

SYNTHETIC PROCESS AND NOVEL INTERMEDIATES

The present disclosure describes a synthetic process and novel intermediates related to spirocyclic azetidenyl-isobenzofuran derivatives having an isothiazoline moiety, which are useful as antiparasitics.

PROCESS FOR THE PREPARATION OF HALO-SUBSTITUTED BENZENES

The present invention relates to a process for the preparation of a compound of formula (I), wherein R1 is hydrogen, fluoro or chloro; which process comprises a) reacting a compound of formula (II), wherein R1 is hydrogen, fluoro or chloro; with a nitration agent to the compound of formula (III), wherein R1 is hydrogen, fluoro or chloro; b) reacting the compound of formula III with a chlorinating agent to the compound of formula (IV), wherein R1 is hydrogen, fluoro or chloro; and c) reacting the compound of formula (III) with chlorine gas at a temperature from 180°C to 250°C to the compound of formula (I).

PROCESS FOR THE PREPARATION OF 1-(3,5-DICHLORO-4-FLUORO-PHENYL)-2,2,2-TRIFLUORO-ETHANONE

The invention relates to a a process for the preparation of a compound of formula I comprising a) reacting a compound of formula II in the presence of magnesium or an organometallic reagent of formula III R1M2X (III), wherein R1 is CI-C4alkyl; M2 is Li or Mg and X is halogen or absent; with a compound of formula IV CF3-C(O)-R2 (IV), wherein R2 is halogen, hydroxyl, CI-C4alkoxy, (di-CI-C4alkyl)amino, OC(O)CF3, phenoxy or OM1; wherein M1 is Lithium, Magnesium, Sodium or Potassium; to a compound of formula V, and b) reacting the compound of formula V with alkali metal fluoride in the presence of catalytic amounts of a phase transfer catalyst in the presence of a polar solvent to the compound of formula I.