Phenyl glyoxylic acid

Glyoxaline, 22, 65 Glyoxylic acid, phenyl-, 24, 16 Grignard reaction, f>-bromophenylsele-nophenol, 24, 91 -butylselenol, 24,91 3,12-dihjrdroxy-Bcr-choIanyldi-phenylcarbinol, 24, 41 l-hydroxy-l-phenyl-l,2,3,4-tetrahy-dronaphthalene, 24, 85 selenocresols, 24, 91 selenophenol, 24, 89 thiophenols, 24, 91 Guanidoacetic acid, 22, 59... 

Isothiazole-4,5-dicarboxylic acid, 3-phenyl-dimethyl ester synthesis, S, 150 Isothiazole-5-glyoxylic acid ethyl ester reduction, 6, 156 Isothiazole-4-mercurioacetate reactions, 6, 164 Isothiazole-5-mercurioacetate reactions, 6, 164 Isothiazoles, 6, I3I-I75 acidity, 6, 141 alkylation, 6, 148 aromaticity, S, 32 6, 144-145 basicity, 6, I4I biological activity, 6, 175 boiling points, 6, I43-I44, 144 bond fixation, 6, 145 bond orders, 6, I32-I34 calculated, 6, 133 bromination, S, 58 6, 147 charge densities, 6, 132-134 cycloaddition reactions, 6, 152 desulfurization, S, 75 6, 152 deuteration, S, 70... 

Substitution in position 4 displays a more complex influence. Cyclization of the 4-methyl- and 4-ethyl-thiosemicarbazones of phenylpyruvic acid and of the 4-methylthiosemicarbazone of phenyl-glyoxylic acid (103) was readily achieved (104), whereas it was not possible to cyclize the analogous 4-methyl derivatives of pyruvic and glyoxylic acids. It thus appears that cyclization is hindered by substitution in position 4 and that this unfavorable effect can be partly relieved by the known favorable effect of an aryl or aralkyl group in the a-position. 

Imines derived from aniline and glyoxylic acid esters can be regarded as electron-poor 2-azadienes, in which an aromatic carbon—carbon double bond takes part of the diene system. In this context, Prato and Scorrano et al. were able to achieve the [4 + 2] cycloaddition of ethyl N-phenyl glyoxylate imines with dihydrofuran and indene leading to hexahydrof-uro[3,2-c]- and tetrahydro-7//-indeno[2,l-c]quinolines, respectively, in moderate to good yields (88JHC1831). Similarly, tetrahydroquinoline derivatives were formed by [4 + 2] cycloaddition of 1,2-bis(trimethylsily-... 

Derivatives of Formaldehyde and Acetaldehyde.—According to Tafel and Pfeffermann,1 the phenylhydrazones of aldehydes are readily converted into amines by reduction in sulphuric-acid solution at a lead cathode. Thus ethylidene phenyl-hydrazine yields about 60% of the theoretical percentage of pure ethylamine salt. The decomposition of glyoxime is more complicated. Besides ammonia and glyoxal and a small quantity of an acid (glyoxylic acid ) there is formed as the principal product the crystalline sulphate of a base, C2H802N2, the nature of which could not be determined with certainty. Ethylenediamine is not formed. Nor was a diamine obtained from methylglyoxime. 

Phenyl-1,3,4-thiadiazole (3, R = Ph) was first prepared by Ohta et al. by thioformylation of benzhydrazide with sodium dithio-formate, followed by dehydrating cyclization in sulfuric acid. In the same way the 2-benzyl and some aromatic analogs were obtained. Holmberg prepared 3 (R = Ph) by oxidation of l-methylene-2-thiobenzoylhydrazine (9) and of glyoxylic acid thiobenzhydrazone (10) with ferric chloride, and finally by reaction between thiobenz-hydrazide (11) and formic acid. 

Ethyl benzene distributes to the adipose tissues. It is metabolized to mandelic acid (64%) and phenyl-glyoxylic acid (25%). The percentage of metabolites may vary according to the route of exposure with mandelic acid formation being favored with inhalation. The primary route of excretion is via the urine. Experimental evidence indicates that the percutaneous absorption rate of ethyl benzene is 37 pgcm... 

AI3-07037 Benzeneacetic acid, a-oxo-, methyl ester EINECS 239-263-3 Glyoxylic xid, phenyl-, methyl ester Methyl... 

Carbonyl compounds include isobut3raldehyde, phenyl isopropyl ketone, glyoxylic acid and pyruvic acid. Diaryl ketones do not react. Modifications of the method consist in the use of a borohydride exchange-resin, of sodium triacetoxyborohydride NaBH(OAc)3 or in treating a mixture of a ketone and an amine with an equivalent of titanium(IV) chloride and Hiinig s base (ethyldiisopropylamine) in dichloromethane, followed by a methanolic solution of sodium cyanoborohydride. The borane-pridine complex and hydrogen telluride are excellent replacanents for sodium cyanoborohydride. 

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