VOLUME 8, NO2, JUN 1986
123
 
BEHAVIOR OF 3(N-PARA-TOLYLCARBAMIDO)-6-BROMOCOUMARINS TOWARDS GRIGNARD-REAGENTS AND MICHAEL REACTION

N El JADY ,R M SALEH ,G H SAYED ,H M MOSA ,

4-Alkyl(aryl )-3-(N-p-tolylcarbamido)-6-bromo-3,4-dihydrocoumarins (2) have been prepared by action of Grignard reagents on 3 (N-p-tolyl-carba-mido)-6-bromocoumarin (1). 4, a-substituted acetic acid derivatives (3, 4 and 5) have been prepa red by Mi chae 1 condensa t i on of (1) wi th d i ethy1 malonate and ketones in presence of sodium ethoxide. But Michael condensation of (1) with diethyl malonate, ethyl acetoacetate or with ketones in presence of amines at 170-180° gave benzopyrano (3,4-c)-pyridine tri(or di)-ones (7,8,9,10 and 11). (1) reacted wi th acetyl acetone in presence of amines at the boiling point of the mixture or at room temperature to give 3,4,5,6-tetrahydro-1,3 benzoxazocines (12). The structures assigned are supported by elemental analysis and spectral data.
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SOME REACTIONS OF PYRAZOLINYL BENZOXAZONES AND QUINAZOLONES

M A I SALEM ,E A SOLIMAN ,M A HASSAN ,I S SHERIF ,

2-(3-Aryl-2-pyrazoline-5-yl)-4H-benzoxazin-4-ones I react easily with amines in ethanol or glacial acetic acid to furnish the corresponding anilide or quinazolone derivatives. Acetylation, benzoylation and nitrosation of led to the formation of N-acetyl, N-benzoyl and N-nitroso derivatives. Other transformations of I were also investigated.
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PULSE-RADIOLYSIS OF DEAERATED HYDROQUINONE SOLUTIONS

G HUGHES ,A A AL SUHYBANI ,

The pulse radiolysis of deaerated hydroquinone, (H2Q), solutions has been investigated. It has been shown that OH adds to H2Q to form the trihy­droxycyc 1 ohexadi enyl radi ca 1 (H2Q-OH) to H2Q to form the tri hydroxycyc 1 0­hexadienyl radical (H2Q-OH) with k = 5.25 x 109 M-1 5-1. This radical decays by first order kinetics giving the semiquinone radical (HQ). This reaction is catalysed by H . The spectrum of HQ. and its extinction coefficient were  obtained. The decay of HQ is second order and k = 1.2 x 109 M-1 5-1. It is concluded that HQ disappears mainly through reaction with H2Q-H.
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1-(4-ANILINO) MORPHOLINES PIPERIDINE AND RELATED-COMPOUNDS AS CNS ACTIVE AGENTS

R PRAKASH ,C R PARSAD ,R S VERMA ,

"The reaction of 1-(4-anilino) morpholine/piperidine (I) with carbon disulfide, chloroacetic acid and hydrazine hydrate in ethanol yielded 4-(N-morpholino/piperidino)- phenylthiosemicarbazide (II) which on condensa­tion with carbonyl compounds such as benzaldehyde, isatin, N-methylisatin furnished (VI),(VII) and (VIII) respectively. Treatment of (II) with sodium nitrite and hydrochloric acid afforded 5- 4-(N-morpholino) -anilino- 1,2,3,4 thiatriazole (IX). (I Jon condensation with ethyl chloroacetate followed by reaction with hydrazine hydrate afforded (III) which when treated with isatin, and N-methyl isatin, yielded (IV) & (V) respectively. 2-Methyl-3­(4-N-morpholino/piperidino)phenyl-4-quinazolinones (X) and 2-styryl-3-[4-N­morpholiinolpiperledinolJ Phenyl-4- quinazolinones (XI) were also designed using 1."
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CONDUCTANCE OF "N-N'-DIPHENYL-S-ALKYLISOTHIOURONIUM BROMIDES IN METHANOL-WATER MIXTURES AT 25-DEGREES-C

F M A EL HALIM ,M A MAHMOUD ,A A HASNEIN ,N H EL HAMMY ,

The conductance of N-N -Di phenyl-S-A 1 kyl i sothi ouroni um bromi des is measured in methanol-water mixtures covering 32.63 < D <66.36 at 25°C. The data are ana lysed using the Fuoss-Onsager equation on a PDP 11/70 computer to get A , KA, and aO. A n shows dependence on the solvent composition.The ion-size parameter, aO, decreases with decrease in dielectric constant up to D = 57.14 and increase thereafter. Log KA vs. liD is not linear,indicating that solvent separated-ion pairs are found in systems characteri­zed by strong hydrogen bonding. 
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SYNTHESIS OF BIS(6-DEOXY-DEUTERIUM-GLUCITOL)6,6'-DISULFIDE AND BIS(6-DEOXY-DEUTERIUM-GLUCITOL)6,6'SULFIDE

A U REHMAN ,R L WHISTLER ,J R DANEIL ,

D-Glucitol is converted to 1,3:2,4-di-Q-ethylidene derivative and then into its 6-Q-tosyl es ter. Nuc 1 eophil i c di sp 1 acement with potass i urn thi oaceta te yi e 1 ds the 6-~-acetyl compound wh i ch may be saponifi ed to the thiol and oxidized to the blocked disulfide. Acid removal of the ethylidene group produces bis(6-deoxy-Q-glucitol) 6,6'-disulfide (11).Alternatively, reaction of 1,3:2,4-dio-Q-ethylidene-6-Q-tosyl-Q-glucitol, with 1,3:2,4-di-Q-ethylidene-6-~-acetyl-6-thio-Q-glucitol under basic condi­tions produces the monosulfide (12) which on deblocking by acid yields bis (6-deoxy-Q-glucitol )6,6'-sulfide (13). 
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ABINITIO MO STUDY OF HYDROGEN-BONDING IN METHYL-FLUORIDE CYCLIC TRIMER

A A HASNEIN ,

Ab inito SCF-MO calculations of the interaction energies; changes in electronic charges distributions and dipole moments using the 4-31G and 6-31G basis sets are given for methyl fluoride dimer and cyclic trimer. A considerable deviation from addivity in hydrogen bond energies has been found. The importance of this non-pair additivity has been discussed.
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SYNTHESIS OF 1-(2-FORMYL-3,5-DIMETHOXY-4-METHYLPHENYL)-4-METHYLPENTAN-2-ONE

E S TURNER ,N H RAMA ,

The title compound (8) which is an intermediate towards the iso­chroman system, possibly related to the fungal metabolites of rotiorin type has been synthesised. Reaction of 3,5-dibenzyloxy-4-methylphenylacetyl chloride (I) with isobutyl magnesium bromide furnished 1-{3,5-dibenzyloxy-4­methyl phenyl )-4-methylpentan-2-one (2) which was debenzylated to 1-{3,5­dihydroxy-4-methylphenyl)-4-methylpentan-2-one (3). Formylation of the ketone (3) gave benzopyrillium salt (6) which was decomposed to 1-{2-formyl-3,5­di hydroxy-4-methyl phenyl )-4-methylpentan-2-one (7) and on methylation gave 1-{2-formyl-3,5-dimethoxy-4-methylphenyl)-4-methylpentan-2-one (8). {~)-I­(3,5-Diacetoxy-4-methylphenyl)-4-methylpentan-2-ylacetate (5) was obtained from (~)-I-{3,5-dihydroxy-4-methylphenyl )-4-methylpentan-2-ol (4) which was synthesised from the ketone (3).
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X-RAY CRYSTALLOGRAPHIC STUDIES OF 2-ACYL TERT-BUTYL NITROXIDES

T C JENKINS ,T J KING ,M J PERKINS ,S A HUSSIAN ,

The X-ray structure of the stable aroyl nitroxide (la) is consistent with significant electron delocalisation through the -CO.N(O·)-unit; deloca­1 isation is less important in the aminocarbonyl nitroxide (2a).
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LIQUID-CHROMATOGRAPHY CHARACTERIZATION OF WOOD SUGARS

S C PURI ,S M ANAND ,

A method has been developed for ana lys is of wood sugars in samples from the pulp and paper industry. This high performance liquid chromatography (HPLC) method makes it possible to separate sugars using isocratic elution with water/methanol/ethyl formate. The separation of free glucose, mannose, galactose, arabinose and xylose present in quite unequal proportions in black liquor has been achieved. 
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