- Synthesis method of 1-phenyl-3-(3-trifluoromethylphenyl)-2-acetone
-
The invention belongs to the technical field of chemical intermediates, and particularly relates to a synthesis method of 1-phenyl-3-(3-trifluoromethylphenyl)-2-acetone. A compound A is used as a basic raw material, and 1-phenyl-3-(3-trifluoromethylphenyl)-2-acetone is obtained through Blanc chloromethylation, substitution reaction, Claisen ester condensation and hydrolysis reaction in sequence. The synthesis method of 1-phenyl-3-(3-trifluoromethylphenyl)-2-acetone is high in purity, high in yield and simple to operate.
- -
-
-
- Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides
-
α-(Hetero)aryl nitriles are important structural motifs for pharmaceutical design. The known methods for direct synthesis of these compounds via coupling with (hetero)aryl halides suffer from narrow reaction scope. Herein, we report that the combination of copper salts and oxalic diamides enables the coupling of a variety of (hetero)aryl halides (Cl, Br) and ethyl cyanoacetate under mild conditions, affording α-(hetero)arylacetonitriles via one-pot decarboxylation. Additionally, the CuBr/oxalic diamide catalyzed coupling of (hetero)aryl bromides with α-alkyl-substituted ethyl cyanoacetates proceeds smoothly at 60 °C, leading to the formation of α-alkyl (hetero)arylacetonitriles after decarboxylation. The method features a general substrate scope and is compatible with various functionalities and heteroaryls.
- Chen, Ying,Xu, Lanting,Jiang, Yongwen,Ma, Dawei
-
supporting information
p. 7082 - 7086
(2021/02/26)
-
- Preparation method of 3-trifluoromethylphenylacetonitrile
-
The invention discloses a preparation method of 3-trifluoromethylphenylacetonitrile; 3-trifluoromethylbenzyl chloride is synthesized from trifluoromethyl benzene, tripolyformaldehyde, sulfuric acid and thionyl chloride under the action of the catalyst and is cyanided with sodium cyanide under the action of a phase transfer catalyst to obtain 3-trifluoromethylphenylacetonitrile; the preparation method is simple and is high in yield, produced wastewater is recyclable, environmental pollution is greatly reduced, reaction with the catalysts is faster, reaction temperature is lower, equipment corrosion due to side reaction where products are decomposed into HF is reduced, and the method is easy to industrialize.
- -
-
Paragraph 0007; 0024; 0037
(2017/08/27)
-
- Aryl sulfonamide and sulfonyl compounds as modulators of PPAR and methods of treating metabolic disorders
-
Aryl sulfonamide and sulfonyl compounds as modulators of peroxisome proliferator activated receptors, pharmaceutical compositions comprising the same, and methods of treating disease using the same are disclosed.
- -
-
Page/Page column 97
(2010/02/14)
-
- Synthesis and electronic spectra of substituted oligo(phenylenevinylene)s
-
A series of substituted oligo(p-phenylenevinylene)s (OPVs) with five benzene rings was prepared via PO-activated olefinations and Knoevenagel condensations. The central ring is substituted with two octyloxy groups to ensure good solubility of the OPVs and the lateral styrene units carry further substituents, with either electron-accepting or donating character and also combinations thereof. The spectral features of these OPVs are dominated by the basic chromophore; further auxochrome groups on the lateral rings (meta and para positions) shift the absorption and emission spectra only slightly to longer wavelengths. Significant bathochromic shifts (absorption ca 20 nm, emission ca 40 nm) are observed for OPVs with cyano groups on the terminal vinylene segments. The absorption spectra are independent from the concentration and solvatochromism is very small. The OPVs are photochemically stable to near-UV irradiation (366 nm) in neutral solution, whereas mid-UV irradiation (254 nm) causes decomposition of the chromophore. The presence of traces of acids or amines leads to different photochemical pathways. Copyright
- Detert, Heiner,Sugiono, Erli
-
p. 587 - 590
(2007/10/03)
-
- Carboanion Reactivity: Kinetics of the Reactions of Benzyl Cyanide Anions with Aromatic Nitro-compounds
-
Rate and equilibrium measurements are reported for the reactions in methanol of carbanions derived from 12 ring-substituted benzyl cyanides with 1,3,5-trinitrobenzene to give ?-adducts.Some data for reaction of the carbanions with 4-nitrobenzofuroxan were also measured.With increasing carbanion reactivity, rate constants approach a limit of just below 109 dm3 mol-1 s-1.Intrinsic reactivities of carbanions in ?-adduct forming reactions and in proton transfer reactions are compared.
- Atherton, John H.,Crampton, Michael R.,Duffield, Gaynor L.,Stevens, J. Andrew
-
p. 443 - 448
(2007/10/02)
-
- 2-guanidino-4-arylthiazoles for treatment of peptic ulcers
-
2-Guanidino-4-arylthiazole compounds of the formula STR1 a pharmaceutically acceptable cationic or acid addition salt thereof wherein R1 is hydrogen, (C1 -C10)alkyl, optionally substituted phenyl or certain optionally substituted aralkyl groups; R2 is hydrogen or (C1 -C4)alkyl, and Ar is certain optionally substituted pyrrolyl or indolyl groups; method for their use in treatment of gastric ulcers, by inhibition of parietal cell H+ /K+ ATPase, and antiinflammatory conditions in combination with piroxicam, for use in mammals, and pharmaceutical compositions containing said compounds.
- -
-
-
- 2-(N-SUBSTITUTED GUANIDINO)-4-HETERO-ARYLTHIAZOLE ANTIULCER AGENTS
-
2,4-Disubstituted thiazole compounds of the formula STR1 or a pharmaceutically acceptable acid addition salt thereof wherein X is NH and Y is CH or N, orX is S and Y is CH;R 1 is certain straight or branched chain alkyl groups, (R 3) 2 C 6 H 3, or (R 3) 2 Ar(CH 2) n where n is an integer from 1 to 4, R 3 is H or certain substituent groups and Ar is phenylene, naphthalene or the residue of certain heteroaromatic groups; R 2 is H or (C 1-C 4)alkyl; or R 1 and R 2 taken together with the nitrogen atom to which they are attached form certain heterocyclic groups; and R 4 is H, (C 1-C 5)alkyl, NH 2 or CH 2 OH; a method for their use in treatment of gastric ulcers in mammals and pharmaceutical compositions containing said compounds.
- -
-
-
- Preparation of aromatic/aliphatic nitriles
-
Aromatic/aliphatic nitriles having the formula: wherein Ar is phenyl or substituted phenyl and A is a direct chemical bond or a hydrocarbon having from 1 to 6 carbon atoms, are conveniently prepared by heating to a temperature ranging from about 450° C. to about 550° C. a formamide or formanilide having the formula: or an amide having the formula in the presence of a fluorinated siliceous catalyst, said catalyst having been prepared by (i) impregnating a particulate silica containing from about 0.05 to about 2% by weight of fluorine, expressed as F- bonded to the silica, with a dilute aqueous solution of hydrofluoric acid, said hydrofluoric acid solution having a concentration in HF of less than about 5% by weight, and the ratio by weight of the hydrofluoric acid contained in said aqueous solution thereof to the silica being less than about 5%, followed by (ii) drying the catalyst thus impregnated.
- -
-
-
- Preparation of aromatic/aliphatic nitriles
-
Aromatic/aliphatic nitriles having the formula: wherein Ar is phenyl or substituted phenyl and A is a direct chemical bond or a hydrocarbon having from 1 to 6 carbon atoms, are conveniently prepared by heating to a temperature ranging from about 450° C. to about 550° C. a formamide or formanilide having the formula: or an amide having the formula: in the presence of a fluorinated siliceous catalyst, said catalyst having been prepared by (i) impregnating a particulate silica prepared by the precipitation of sodium silicate with sulfuric acid, with a dilute aqueous solution of hydrofluoric acid, said hydrofluoric acid solution having a concentration in HF of less than about 5% by weight, and the ratio by weight of the hydrofluoric acid contained in said aqueous solution thereof to the silica being less than about 5%, followed by (ii) drying the catalyst thus impregnated.
- -
-
-
- A SIMPLE ONE-POT CONVERSION OF ARYL HALIDES INTO ARYLACETONITRILES
-
When heated in hexamethylphosphoric triamide in the presence of copper(I) iodide, aryl iodides and bromides react with cyanoacetate anion to form arylcyanoacetates, which lose the ester group on hydrolysis, giving the corresponding arylacetonitriles in good to moderate yields.
- Suzuki, Hitomi,Kobayashi, Tsutomu,Yoshida, Yoshiki,Osuka, Atsuhiro
-
p. 193 - 194
(2007/10/02)
-
- Trifluoromethyl-substituted phenyl acetonitriles
-
Basically substituted phenylacetonitriles having also a trifluoromethyl substituent. The compounds are useful as coronary dilators.
- -
-
-