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Carboxylic acids chloride

A final method for the preparation of pyrido[2,3-[Pg.229]

The most common O- and N-acylation procedures use acylating agents that are more reactive than caiboxylic acids or their esters. Carboxylic acid chlorides and anhydrides react rapidly with most unhindered hydroxy and amino groups to give esters and amides, respectively ... [Pg.484]

During electrochemical fluorination retention of important functional groups or atoms in molecules is essential. Acyl fluorides and chlorides, but not carboxylic acids and anhydrides (which decarboxylate), survive perfluorination to the perfluorinated acid fluorides, albeit with some cyclization in longer chain (>C4) species [73]. Electrochemical fluorination of acetyl fluoride produces perfluoro-acetyl fluoride in 36-45% yields [85]. Electrochemical fluorination of octanoyl chloride results in perfluorinated cyclic ethers as well as perfluorinated octanoyl fluonde. Cyclization decreases as initial substrate concentration increases and has been linked to hydrogen-bonded onium polycations [73]. Cyclization is a common phenomenon involving longer (>C4) and branched chains. a-Alkyl-substituted carboxylic acid chlorides, fluorides, and methyl esters produce both the perfluorinated cyclic five- and six-membered ring ethers as well as the perfluorinated acid... [Pg.113]

A. Reaction with Carboxylic Acid Chlorides, Anhydrides, and Ketenes 135... [Pg.115]

Because of the high polarity of the C=N double bonds, cyanuric chloride (120, R= Cl) is comparable with a carboxylic acid chloride. This explains its smooth reaction with diazomethane to yield dichloro-(diazomcthyl)-l,3,5-triazine (121, R = The analogous com-... [Pg.286]

Phenothiazine-10-carboxylic acid chloride Dimethylaminoethoxy ethanol Hydrogen chloride... [Pg.505]

To a suspension of 12.0 grams of 3-methylflavone-8-carboxylic acid in 200 ml of anhydrous benzene Is added 10.0 grams of thionyl chloride. The mixture is refluxed for 2 hours during which the suspended solid goes into solution. The solvent is completely removed by distillation, the residue extracted with benzene and the extract evaporated to dryness. The product, 3-methylflavone-8-carboxylic acid chloride, is recrystallized from ligroin to give crystals melting at 155° to 156°C. [Pg.643]

To 11.0 grams of 3-methylf avone-8-carboxylic acid chloride dissolved in 150 ml of anhydrous benzene is added at room temperature 4,8 grams of piperidinoethanol and the mixture refluxed for 2 to 3 hours. The separated solid is filtered, washed with benzene and dried. The product, piperidinoethyl 3-methylflavone-8-carboxylate hydrochloride is obtained as a colorless crystalline solid, MP 232° to 234°C, (from U.S. Patent 2,921,070),... [Pg.643]

Methyl-isoxazole-(3)-carboxylic acid chloride 4-(/3-Aminoethyl)benzene sulfonamide hydrochloride Chloroformic acid methyl ester N-Amlno-hexamethylene imine... [Pg.732]

There is obtained from 4-[)3-[5-methyl-isoxazolyl-(3)-carboxamido]-ethyl]-benzene-sulfonamide (prepared from 5-methyl-isoxazole-(3)-carboxylic acid chloride and 4-()3-aminoethyl)-benzene-sulfonamide hydrochloride, MP 213° to 214°C in pyridine) and chloroformic acid methyl ester, in a yield of 69%, the compound N-[ [-4-[)3-[5-methyl-isoxazolyl-(3)-carbox-amido] -ethyl] ] -benzene-sulfonyl] ] -methyl-urethane in the form of colorless crystals of MP 173°C. [Pg.732]

Azaphenothiazine carboxylic acid chloride Piperidinoethoxy ethanol... [Pg.1240]

B.5 parts of 1 -azaphenothiazine carboxylic acid chloride and 14 parts of piperidino-ethoxy-ethanol were introduced into 100 parts of chlorobenzene and the mixture boiled under reflux for 5 minutes. After cooling off the precipitated hydrochloride salt of piperidino-ethoxy-ethanol was filtered off on a suction filter. Water was added to the filtrate and the pH thereof adjusted to 5 to 6 with dilute HCI. The aqueous phase was then removed, a caustic soda solution added thereto and then extracted with ether. The ethyl extract waswashed with water, then dried with potash and the ether distilled off. 9.4 parts of the piperidino-ethoxy-ethyi ester of 1 -azaphenothiazine carboxylic acid were obtained. This product was dissolved in 20 parts of isopropanol and the solution neutralized with isopropanolic HCI. The monohydrochloride which precipitated out after recrystallization from isopropanol had a melting point of 160°Cto 161°C. [Pg.1240]

Amino-5-chlorobenzophenone Cyclopropane carboxylic acid chloride Phthalimidoacetyl chloride... [Pg.1278]

Preparation of 2-Cyclopropylcarbony/amido-5-Chlorobenzophenone To 400.5 g (1.73 mols) of 2-amino-5-chlorobenzophenone dissolved in 220 g (2.18 mols) of triethylamine and 3.5 liters of tetrahydrofuran is added cautiously 181 g (1.73 mols) of cyclopropane-carboxylic acid chloride. The reaction is refluxed 2 /2 hours and allowed to cool to room temperature. The solvent is then removed under vacuum to obtain 2-cyclopropylcarbonyl-amido-5-chlorobenzophenone as a residue which is dissolved in 1 liter of methylene chloride, washed twice with 5% hydrochloric acid, and then twice with 10% potassium hydroxide. The methylene chloride solution is then dried over anhydrous magnesium sulfate, filtered and the solvent removed under vacuum. The residue is recrystallized from 1,500 ml of methanol, charcoal-treating the hot solution to give 356 g of 2-cyclopropylcarbonylamido-5-chlorobenzophenone, MP 105° to 105.5°C (69% yield). [Pg.1278]

Amino-1 [Pg.1612]

Just as an aromatic ring is alkylated by reaction with an alkyl chloride, it is acylated by reaction with a carboxylic acid chloride, RCOC1, in the presence of AICI3. That is, an acyl group (-COR pronounced a-sil) is substituted onto the aromatic ring. For example, reaction of benzene with acetyl chloride yields the ketone, acetophenone. [Pg.557]

Problem 16.6 Identify the carboxylic acid chloride that might be used in a Friedel-Crafts acylation reaction to prepare each of the following acylbenzenes ... [Pg.560]

Alcohols react with carboxylic acids to give esters, a reaction that is common in both the laboratory and living organisms. In the laboratory, the reaction can be carried out in a single step if a strong acid is used as catalyst. More frequently, though, the reactivity of the carboxylic acid is enhanced by first converting it into a carboxylic acid chloride, which then reacts with the alcohol. We ll look in detail at the mechanisms of these reactions in Chapter 21. [Pg.623]

In living organisms, a similar process occurs, although a tliioester or acyl adenosyl phosphate is the substrate rather than a carboxylic acid chloride. [Pg.623]

Other substituted systems, however, might be planar due to conjugation effects with acceptor substituents, as has been found in an X-ray structural analysis of 1,4-dioxocin-6-carboxylic acid chloride the eight-membered ring is practically planar with a coplanar arrangement of the substituent.9... [Pg.562]

Nickel tetranitrophthalocyanine can be reduced to nickel tetraaminophthalocyanine with tin(II) chloride342 or sodium sulfide.319 343 To achieve better solubility, long alkanoyl side chains can be attached by the reaction of the amino groups with carboxylic acid chlorides.342 Copper(ll) tetranitrophthalocyanine 1 is reduced to the tetraamino compound 2 with sodium suinae." "... [Pg.822]

SECONDARY AND TERTIARY ALKYL KETONES FROM CARBOXYLIC ACID CHLORIDES AND LITHIUM PHENYLTHIO(ALKYL)CUPRATE REAGENTS tert-BUTYL PHENYL KETONE... [Pg.122]

The procedure described here illustrates the preparation of mixed lithium arylhetero(alkyl)cuprate reagents and their reactions with carboxylic acid chlorides,4 These mixed cuprate reagents also react with a,a -dibromoketones,12 primary alkyl halides,4 and a,/3-unsaturated ketones,4 with selective transfer of only the alkyl group. [Pg.126]

The reaction of tert-alkyl Grignard reagents with carboxylic acid chlorides in the presence of a copper catalyst provides ieri-alkyl ketones in substantially lower yields than those reported here.4,14 The simplicity and mildness of experimental conditions and isolation procedure, the diversity of substrate structural type, and the functional group selectivity of these mixed organocuprate reagents render them very useful for conversion of carboxylic acid chlorides to the corresponding secondary and tertiary alkyl ketones.15... [Pg.126]

For use of other organocopper reagents in converting carboxylic acid chlorides to ketones, see G. H. Posner and C. E. Whitten, Tetrahedron Lett., 1815 (1973) G. H. Posner, C. E. Whitten, and P. E. McFarland, J. Amer. Chem. Soc., 94, 5106 (1972). For a recent report on direct and convenient preparation of lithium phenylthio (alkyl)-cuprate reagents, see G H Posner, D J Brunelle, and L. Sinoway, Synthesis, 662 (1974). [Pg.127]


See other pages where Carboxylic acids chloride is mentioned: [Pg.378]    [Pg.113]    [Pg.123]    [Pg.70]    [Pg.323]    [Pg.277]    [Pg.229]    [Pg.229]    [Pg.505]    [Pg.1051]    [Pg.1484]    [Pg.1484]    [Pg.1615]    [Pg.1625]    [Pg.77]    [Pg.143]    [Pg.623]    [Pg.43]    [Pg.191]    [Pg.77]    [Pg.126]   
See also in sourсe #XX -- [ Pg.41 , Pg.457 ]

See also in sourсe #XX -- [ Pg.18 ]

See also in sourсe #XX -- [ Pg.17 , Pg.237 ]

See also in sourсe #XX -- [ Pg.297 ]

See also in sourсe #XX -- [ Pg.16 ]




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0-Diketones carboxylic acid chloride

1-Azaphenothiazine carboxylic acid chloride

2-Carboxylic chromone acid chloride

2-Chloropyridine-3-carboxylic acid chloride

2-Pyrones carboxylic acid chloride

5-Methylisoxazole-3-carboxylic acid chloride

ACID CHLORIDES OF ALIPHATIC CARBOXYLIC ACIDS

Acetylene derivatives carboxylic acid chloride

Acid Chlorides. Chlorination of Carboxylic Acids

Acid chloride formation from carboxylic

Acid chloride, alcohols from carboxylic acids

Acid chloride, alcohols from reaction with carboxylate ions

Acid chlorides preparation from carboxylic acids

Acid chlorides via carboxylic acids

Acyl chloride, from carboxylic acids

Acyl chlorides with carboxylic acids

Acyl chlorides ynthesis from carboxylic acids

Acyl chlorides, from carboxylic acids, with

Acyl peroxides carboxylic acid chloride

Acylisocyanates carboxylic acid chloride

Acylureas carboxylic acid chloride

Adamantane-l-carboxylic acid chloride

Additions carboxylic acids, palladium chloride

Alcohols carboxylic acid chlorides

Alkynes carboxylic acids, palladium®) chloride

Anthracene 9-carboxylic acid chloride

Azomethines carboxylic acid chloride

Benzyl ketones carboxylic acid chloride

CARBOXYLIC ACID CHLORIDES, ketones

Carboxylates chloride

Carboxylic Acids, Esters, Chlorides, Anhydrides, Amides, and Nitriles

Carboxylic acid amide chlorides

Carboxylic acid anhydrides oxalyl chloride

Carboxylic acid chloride synthesis, oxalyl

Carboxylic acid chlorides and anhydrides

Carboxylic acid chlorides arylation

Carboxylic acid chlorides diazomethane reactions

Carboxylic acid chlorides organocadmium reagents

Carboxylic acid chlorides organocuprate reagents

Carboxylic acid chlorides oxalyl chloride

Carboxylic acid chlorides oxalyl chloride-dimethylformamide

Carboxylic acid chlorides palladium complexes

Carboxylic acid chlorides reaction with

Carboxylic acid chlorides reactivity with nucleophiles

Carboxylic acid chlorides synthesis

Carboxylic acid chlorides, a-alkoxyreactions with ketones

Carboxylic acid chlorides, a-alkoxyreactions with ketones samarium diiodide

Carboxylic acid chlorides, acylation reactions

Carboxylic acid chlorides, cellulose

Carboxylic acid chlorides, cellulose acylation

Carboxylic acid derivatives Acyl chlorides Amides

Carboxylic acid derivatives acyl chlorides, synthesis

Carboxylic acid derivatives chlorides Amides Anhydrides

Carboxylic acid fluorides chlorides

Carboxylic acids acid chloride formation

Carboxylic acids acid chloride synthesis

Carboxylic acids acid chlorides

Carboxylic acids acid chlorides

Carboxylic acids acyl chloride carbonylation

Carboxylic acids acyl chlorides

Carboxylic acids and acid chlorides

Carboxylic acids conversion to acyl chlorides

Carboxylic acids reaction with oxalyl chloride

Carboxylic acids reaction with thionyl chloride

Carboxylic acids with thionyl chloride

Cyclobutane carboxylic acid chloride

Cyclopropane carboxylic acid chloride

Degradation carboxylic acid chlorides

Diazomethane reaction with carboxylic acid chlorides

Fluorene-9-carboxylic acid chloride

Formation of Carboxylic Acid Chlorides

From Tellurolates and Carboxylic Acid Chlorides

Ketene aminals carboxylic acid chlorides

Ketones, preparation from carboxylic acid Lithium chloride

Lactones carboxylic acid chlorides

N-Acylethylenimines carboxylic acid chloride

Olefins and Functional Derivatives in the Presence of Carboxylic Acids, Thiols, Amines or Hydrogen Chloride

Oxidative alkenes, carboxylic acids, palladium chloride

Phenanthrene-2-carboxylic acid chloride

Phenothiazine-10-carboxylic acid chloride

Phosphorus Chloride carboxylic acid chlorides from acids

Phosphorus chloride reaction with carboxylic acids

Reactions carboxylic acid chloride

Reduction, acid chlorides carboxylic acids

Sodium carboxylic acid chloride

Thionyl Chloride carboxylic acid chlorides from acids

Thionyl chloride carboxylic acids

Thionyl chloride, reaction with carboxylic acid derivs

Thiophene-2-carboxylic acid chloride

Trimethylsilyl chloride via carboxylic acids

Urethans carboxylic acid chloride

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