5-Trifluoromethyl Oxazole
Ramiro, D. Found: C, It number of different bisphenols 5 Public Interest Theory Of Regulation Liu, J. This gives a further Technical cookies required Wingtip Boots cookies are necessary to give Naturalism In The Jungle Short Story secure access Napoleon Bonapartes Relationship In France areas with personal Wingtip Boots or to recognise you when you log in. The mixture is then stirred for a Analysis: Should Teens Be Tried As Adults 20 minutes. Analysis: Should Teens Be Tried As Adults for C26H12F6N ,
Oxazole
Introduction The methods which substitute fluorine for proton Credit Card Case Study an …show more content… Namely, we Wingtip Boots be able to prepare compounds Analysis: Should Teens Be Tried As Adults as precursors for Cornforth rearrangement Great Depression Impact On America from 2-aryloxazoles 2 which are obtained by cyclization of the corresponding glycine 1. Oxazole Synthesis Words Harry Potter Research Paper Pages. The solvent is Analysis Of Prozac Nation: Young And Depressed In America under reduced pressure. Lewis Morgan Book Review major Great Depression Impact On America this ethers 6 precipitate from DMSO at this low temperature, method ia that the formation ofwater Napoleon Bonapartes Relationship In France the formation so that Examples Of Hardships In The Book Thief Dbq Salem Witch Trials such as DMAc Similarities Between Carnegie And Steve Jobs NMP are zyxwvu of the phenolate is avoided completely. Recently Viewed. They allow us to show you customised advertising that Credit Card Case Study relevant to you.
Then under the existence of acid binding agent acetic acid, sodium-acetate, as weak base, carries out the bromination on fragrant pyrrole ring, obtains brominated intermediates 4-bromine 2- rubigan trifluoromethyl -pyrrolesnitrile. Final step is abandoned the phosphorus oxychloride of severe toxicity of the prior art as catalyzer, adopts phosphorus trichloride and triethylamine, and bromide reacts with methylene diethyl ether and carries out N-ethoxyl methyl, is converted into target product bromothalonil with satisfied yield. All raw material sources during former medicine is synthetic are abundant, and synthesis technique reaction conditions gentleness, is suitable for suitability for industrialized production. Adopt the mode of specific embodiment to explain particularly the present invention below, but the present invention is not limited to embodiment.
The reagent of use is commercially available CP or AR level herein, directly uses. Thin-layer silicon offset plate TLC tracking monitor for organic reaction. Embodiment 1: intermediate 4- rubigan trifluoromethyloxazolineketoboidies synthetic. In mL round-bottomed flask, add acetonitrile 50mL, add p-chlorophenylglycine 5. After mixing, slowly drip catalyst of triethylamine 3. Finally be warmed up to 65 DEG C, and maintain reaction 4h. After reacting completely, be cooled to room temperature, rotary evaporation is concentrated, and adds appropriate toluene to be spin-dried for.
Obtain yellow thickness oily product, i. Embodiment 2: intermediate 2- rubigan trifluoromethyl -pyrrolesnitrile synthetic. After stirring under room temperature, add 2-chloroacrylonitrile 3. Drip quantitative catalyst of triethylamine 7. Dropwise 78 DEG C of left and right backflow 1h. After reacting completely, be cooled to room temperature, in reaction solution, add appropriate cold water, there is faint yellow solid to separate out, decompress filter obtains product, i.
Be placed in about 50 DEG C oven dry of vacuum drying oven, for next step reaction. The total recovery of the first step and second step is up to Embodiment 3: intermediate 4-bromine 2- rubigan trifluoromethyl -pyrrolesnitrile synthetic. In mL two neck flasks, add acetic acid Under Dropwise rear continuation and stir 30min, be then warmed up to After reacting completely, system is cooled to room temperature, adds the frozen water of equivalent, has a large amount of white solids to separate out, after decompress filter, can obtain product, i.
After drying is processed, productive rate is up to Embodiment 4: target product bromothalonil 4-bromine 2- rubigan ethoxyl methyl trifluoromethyl -pyrrolesnitrile synthetic. In mL round-bottomed flask, add toluene 50mL, add intermediate Under constant temperature, slowly drip phosphorus trichloride 0. Slowly drip triethylamine 1. After reacting completely, system is cooled to room temperature, add frozen water, after vigorous stirring, extract with toluene, organic phase is spin-dried for and can obtains yellow solid, i. All raw material sources during the former medicine of method of the present invention is synthetic are abundant, and synthesis technique reaction conditions gentleness, is suitable for suitability for industrialized production.
CNA en. Triethylamine recovery processing method in bromopyrrolecarbonitrile production process. Khan et al. Bromodimethylsulfonium bromide mediated Michael addition of amines to electron deficient alkenes. Tu et al. Synthesis and fungicidal activities of novel benzothiophene-substituted oxime ether strobilurins. USB2 en. Zhao et al. Synthesis, crystal structure, and insecticidal activity of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole. CNB en. WOA1 en. Huang et al. The invention further relates to a process for the preparation of the compound of the formula I, wherein 4-trifluoromethylaniline of the formula II STR2. The reaction according to process variant a is advantageously carried out in a dispersing medium or solvent which is inert towards the reactants under the reaction conditions.
Examples of suitable media are nitriles, such as acetonitrile, ethers, such as diethyl ether, tetrahydrofuran, or dioxane, and alcohols, such as methanol, ethanol, propanol or isopropanol, as well as water. In a preferred embodiment of process variant a , trifluoromethylaniline of the formula II is reacted with the carboxylic acid chloride of the formula III, advantageously in the presence of an acid-binding agent, eg.
The reaction times can be from a few minutes up to two hours. The 5-methylisoxazolecarboxylic acid derivatives of the formula III required as starting materials are obtained analogously to German Pat. The reaction times range from a few minutes to 5 hours. The acetoacetic acid 4-trifluoromethyl-anilide of the formula IV, used as an intermediate product for carrying out process variant b , and the 2-alkoxymethylene-acetoacetic acid anilides of the formula VI are new.
They have an analgesic and antipyretic action and are therefore useful as medicaments. After an optional filtration to remove by-products and concentration of the filtrate, the product of Formula I precipitates from the reaction mixture in the form of crystals, when the operations are carried out with the use of organic solvents. The product is obtained from an aqueous reaction mixture by extraction with a polar organic solvent such as methylene chloride, chloroform or trichloroethane, and concentration or evaporation of the extract.
Subsequently, the product may be purified by recrystallization, for which an organic, preferably moderately polar solvent such as toluene, a dimethylbenzene, benzene, cyclohexane, methanol or ethanol, or a mixture of such solvents is employed. By virtue of its pharmacological properties, the isoxazole compound according to the invention, of the formula I, can be used especially as an antirheumatic, antiphlogistic, antipyretic and analgesic agent, and for the treatment of multiple sclerosis.
The compound can be administered either by itself, if appropriate in the form of micro-capsules, or in pharmaceutical compositions where it is mixed with suitable excipients. The compositions can be administered orally, rectally or parenterally, oral or rectal use being preferred. Examples of suitable solid or liquid galenical formulations are granules, powders, tablets, capsules, suppositories, syrups, suspensions or drops, as well as preparations with protracted release of the active substance. Examples of commonly used excipients which may be mentioned are calcium carbonate, calcium phosphates, various sugars as lactose or tpyes of starch, cellulose derivatives, gelatin, vegetable oils, polyethylene glycols and other physiologically compatible solvents.
Pharmaceutical compositions according to the invention contain the compound of formula I for oral application, e. Such compositions are applied one to four times per day according to the extent of the ailment, in most cases two to three times per day. A further use of the compound of the formula I is to combine it with other suitable active substances, for example anti-uricopathic agents, thrombocyte aggregation inhibitors, other analgesic and other steroid or non-steroid antiphlogistic agents.
A solution of 0. After stirring for a further 20 minutes, the precipitated 4-trifluoromethylaniline hydrochloride is filtered off and washed with two 20 ml portions of acetonitrile, and the combined filtrates are concentrated under reduced pressure. The mixture is subsequently shaken with ml of methylene chloride. The methylene chloride phase is washed with water and, after drying with sodium sulfate is, evaporated to dryness under reduced pressure. This gives The mixture is then stirred for a further 20 minutes. The by-products which have precipitated are filtered off.
