3-Benzoyl pyridine

Pyridine, 2-benzoyl-dipole moment, 2, 163 <73JCS(P2)1461> Pyridine, 3-benzoyl-dipole moment, 2, 162 (73JCS(P2)1461> Pyridine, 4-benzoyl-dipole moment, 2, 162 (73JCS(P2)1461) Pyridine, 2-benzyl-... 

A related reaction which leads to the direct introduction of an acyl group into the pyridine nucleus involves the reaction of benzoate esters or dimethyl amides with pyridine in the presence of magnesium or aluminum and mercury and mercuric chloride.308 When aluminum is used in the reaction of ethyl benzoate with pyridine, 2-benzoyl-(23.9%) and 4-benzoylpyridine (6.4%) are obtained. Under these... 

CAS 91-02-1 EINECS/ELINCS 202-034-3 Synonyms Ketone, phenyl 2-pyridyl Phenyl-2-pyridinylmethanone Pyridine, 2-benzoyl-... 

Pyridine 1°. See Pyridine Pyridine, 2-benzoyl-. See 2-Benzoylpyridine Pyridine, 2-benzyl-. See 2-Benzylpyridine Pyridine-3-carbinol. See Pyridine-3-methanol Pyridine-3-carbonic acid. See Nicotinic acid 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy) methyl]-. See Pyridoxal 5-phosphate... 

BzCl or BZ2O, Pyr, 0°. Benzoyl chloride is the most common reagent for the introduction of the benzoate group. Reaction conditions vaiy depending on the nature of the alcohol to be protected. Cosolvents such as CH2CI2 are often used with pyridine. Benzoylation in a polyhydroxylated system is much more selective than acetylation. A primary alcohol is selectively... 

Werden prochirale Ketone (Acetyl-pyridine, Benzoyl-Verbindungen) in Gegenwart optisch aktivier Ephedrinium-Salze elektrolysiert, so bilden sich die jeweils anderen Enan-tiomere des sekundaren Alkohols im (JberschuB6. 

The product ratio obtained with iV-benzoylimidazole has been compared with those obtained through the reaction with triethylamine/benzoyl chloride and also pyridine/ benzoyl chloride. With triethylamine/benzoyl chloride the yields and selectivities are in most cases higher, but those with pyridine/benzoyl chloride are usually lower than with jV-benzoylimidazole ... 

Pentabenzoyl-D-galactononitrile was obtained in 98% yield from the oxime and pyridine-benzoyl chloride 5-benzoyl-D-lyxose in 22% yield was obtained by degradation with ethanolic ammonia. 

Hydrocyanic acid reacts with benzoyl chloride in presence of pyridine, benzoyl cyanide being formed ... 

Caution. T etrahydrofuran is extremely flammable and forms explosive peroxides only fresh peroxide-free material should be used. Pyridine, benzoyl chloride, and dichloromethane are harmful if inhaled. Benzoyl chloride causes severe skin and eye burns. All manipulations should be carried out in a well-ventilated fume hood protective gloves ami goggles should be worn. 

An ethereal soln. of peroxybenzoic acid added to a stirred ethereal soln. of p-nitrophenyl isocyanate containing a little pyridine benzoyl N-(p-nitro-phenyl)carbamoyl peroxide. Y 55%. F. e. s. R. Okazaki and O. Simamura, Chem. Commun. 1969, 1308. 

Benzoyl chloride added with shaking to an aq. soln. of NaNg containing a little pyridine benzoyl azide. Y J... 

Highly nucleophilic aromatic compounds are capable of arylating acyl-pyridinium salts. The first example of this striking reaction was described by Koenigs and Ruppelt s ho observed the formation of 4-(/>-dimethyl-aminophenyl) pyridine from pyridine, benzoyl chloride and dimethyl-aniline in the presence of copper. Benzaldehyde is also formed s, 736 and the copper is not necessaryThe dihydropyridine (105) is probably an intermediate. Other examples of the reaction are known s, 493 but attempts to isolate the intermediates have failed , though that from dimethyl-m-toluidine may have been obtained. In contrast, the dihydropyridines (106) were isolated when indole was the nucleophile. Skatole reacted similarly, at the 2-position of the indole nucleus, giving the fully aromatic 3-methyl-2-(4 -pyridyl)indole. These reactions failed with 2- and 4-picoline . Similar reactions occur between acylpyridinium salts and pyrroles (p. 71). 

Pungent odour. Formic acid, acetic acid, acetyl chloride, acetic anhydride, benzoyl chloride, benzyl chloride, pyridine. Benzoquinone (when warmed with water). 

Benzoates. Alcohols react with benzoyl chloride in the presence of pyridine or of sodium hydroxide solution to produce esters of benzoic acid ... 

The experimental technique is similar to that given under Aromatic Amines, Section IV,100,2. The following alternative method may also be used. Mix together 0 -5-0 - 8 ml. of the polyhydroxy compound, 5 ml. of pyridine and 2 -5 ml. of redistilled benzoyl chloride in a 50 ml. flask. 

Method 2. Add gradually 2 -5 ml. of benzoyl chloride to a solution of 0-5 g. of glycerol in 5 ml. of pure pyridine, cooled in ice then reflux for 1 hour. Treat the cold mixture with dilute sulphuric acid this dissolves the pyridine salt and precipitates the glycerol tribenzoate. Wash it with sodium bicarbonate solution, followed by water, and recrystaUise as in Method 1. 

Benzoyl chloride and derivatives acylate 2-amino-4-aryithiazoles in dioxane in yields of 80 to 90% (249, 250). The location of the acyl group on the exocyclic N has been demonstrated by the fact that the benzoyla-tion product is identical to the benzamidothiazole synthesized from benzamide and 2-bromothiazole (251). 3-Indolyl acetic acid chloride (89) acylates 2-aminothiazole in pyridine (Scheme 62) (81). 

Iminoselenazolidin-4-one is benzoylated on the imino" nitrogen with benzoyl chloride in pyridine solution (77),... 

These results show that in the phenylation of thiazole with benzoyl peroxide two secondary reactions enter in competition the attack of thiazole by benzoyloxy radicals, leading to a mixture of thiazolyl benzoates, and the formation of dithiazolyle through attack of thiazole by the thiazolyl radicals resulting from hydrogen abstraction on the substrate and from the dimerization of these radicals. This last reaction is less important than in the case of thiophene but more important than in the case of pyridine (398). 

Benzoates. The selective debenzoylation of sucrose octabenzoate [2425-84-5] using isopropylamine in the absence of solvents caused deacylation in the furanose ring to give 2,3,4,6,1/3/6 -hepta- and 2,3,4,6,1/6 -hexa-O-benzoyl-sucroses in 24.1 and 25.4% after 21 and 80 hours, respectively (54). The unambiguous assignment of partially benzoylated sucrose derivatives was accompHshed by specific isotopic labeling techniques (54). Identification of any benzoylated sucrose derivative can thus be achieved by comparison of its C-nmr carbonyl carbon resonances with those of the assigned octabenzoate derivative after benzoylation with 10 atom % benzoyl—carbonyl chloride in pyridine. 

Reaction of 4,6 l/2-di-0-isopropyhdenesucrose in pyridine—chloroform with 3.3 molar equivalents of benzoyl chloride at 0°C eventually produced 3/6 -di-O-benzoylsucrose (36%) as the major and 3/4/6 - and 3,3/6 -tribenzoates as the minor products. The relative reactivities of the hydroxyl groups toward benzoylation was HO-3 HO-6 > HO-4 > HO-3 (55). 

Benzoyl chloride and sodium isopropyl xanthate gave a mixed anhydride that was stable to pyridine catalyst, but a 2-year-old sample had turned to isopropyl ben2oate (16). 

Production of cellulose esters from aromatic acids has not been commercialized because of unfavorable economics. These esters are usually prepared from highly reactive regenerated cellulose, and their physical properties do not differ markedly from cellulose esters prepared from the more readily available aHphatic acids. Benzoate esters have been prepared from regenerated cellulose with benzoyl chloride in pyridine—nitrobenzene (27) or benzene (28). These benzoate esters are soluble in common organic solvents such as acetone or chloroform. Benzoate esters, as well as the nitrochloro-, and methoxy-substituted benzoates, have been prepared from cellulose with the appropriate aromatic acid and chloroacetic anhydride as the impelling agent and magnesium perchlorate as the catalyst (29). 

Imidazo[4,5-6]pyridine, 7-amino-4-(tri-0-benzoyl-jS-D-ribofuranosyl)-synthesis, 5, 615... 

The benzoylformate ester can be prepared from the 3 -hydroxy group in a deoxy-ribonucleotide by reaction with benzoyl chloroformate (anh. Pyr, 20°, 12 h, 86% yield) it is cleaved by aqueous pyridine (20°, 12 h, 31% yield), conditions that do not cleave an acetate ester. ... 

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