The Reaction of β-Cyanoethylhydrazine with Diethyl Phenylthiocarbamoylmalonate

1976 ◽  
Vol 31 (7) ◽  
pp. 989-992 ◽  
Author(s):  
Mohamed Mohamed Mohamed Sallam ◽  
Mohamed Helmy Elnagdi ◽  
Daizy Hanna Fleita ◽  
Eric Hartmann

Diethyl phenylthiocarbamoylmalonate (2) reacts with β-cyanoethylhydrazin (1) to yield ethyl 3-anilino-2-pyrazolin-5-one (3) via decyanoethylation of the reaction intermediates.Whereas 2 reacts with hydrazine hydrate in refluxing ethanol to yield a mixture of 3-anilino-2-pyrazolin-5-one (4) and the hydrazide (5), the diethyl ester (6) is formed on treatment of 2 with the same reagent in a cooled ethanolic solution. On the other hand, 2 reacts with hydrazine hydrate in the absence of a solvent to yield the carboxylic acid (7).Benzoylacetonitrile reacts with phenylisothiocyanate to yield the thioanilide (8). The latter compound neither reacts with hydrazine hydrate not β-cyanoethylhydrazine.

1980 ◽  
Vol 35 (10) ◽  
pp. 1310-1312 ◽  
Author(s):  
El-Sayed Afsah ◽  
Fathy A. Amer ◽  
Mohamed A. Metwally ◽  
Mohamed T. El-Zimaity

Abstract Treatment of diethyl 1,4-cyclohexanedione-2,5-dicarboxylate (1) with hydrazine hydrate in glacial acetic acid afforded the diazobicycloocatdienedicarboxylate (2) and the azine (3). On the other hand, condensation of 1 with benzenesulphonylhydrazide in ethanolic solution gave the indazole derivative (4). Interaction of 1 with urea or hydroxyl-amine afforded the tetrahydropyrimidoquinazolinone (5) and the tetrahydrobenzodi-isoxazolone (6), respectively. Treatment of 1 with aniline gave the mono-anil (7) which, when subjected to Japp-Klingemann reaction with p-anisidine gave the dihydrazonoanil (8) and their condensation with benzidine in acetic acid gave the hydrazonoketoester (9). On the other hand condensation of 7 with hydrazine hydrate in ethanolic solution afforded the azobis (5-anilinoterephthalate) (10) and the hexahydrobenzodipyrazolone (11).


1979 ◽  
Vol 34 (3) ◽  
pp. 507-510 ◽  
Author(s):  
Nazmi A. Kassab ◽  
Sanaa O. Abd Allah ◽  
Said A. Elbahaii

Abstract The 5-arylhydrazono derivatives of rhodanine and isorhodanine were subjected to the action of hydrazine hydrate to afford the arylhydrazonomercaptomethyl-triazolinones (3) and -triazolinthiones (3) respectively. Treatment of 1 with benzylamine afforded thioxalic acid dibenzylamide (5). On the other hand treatment of 2 with the same reagent afforded the corresponding benzylimino derivatives (6).Alkylation of 1 and 2 with ethyl bromoacetate and chloroacetamide yielded the corresponding S-alkyl derivatives (7) and (8), respectively.


2016 ◽  
Vol 8 (1) ◽  
pp. 1464-1471 ◽  
Author(s):  
Rafid H. Al-Asadi ◽  
Tarik A. Fahad ◽  
Bahjat A. Saeed ◽  
Wasfi A. Al-Masoudi

New tellurated schiff bases were synthesized by the reaction of the corresponding mercurated Schiff  bases compounds A1-A3 with tellurium tetrabromide in 1:1 mole ratio and  that  gave organyltellurium tribromides  A4-A6.  On the other hand, when mercurated schiff bases and tellurium tetrabromide brought  together in 2:1 mole ratio gave diorganyltellurium dibromides compounds A10-A12 followed by reduction with hydrazine hydrate gave new diorganyl tellurides A13-A15.  Reduction of compounds A4-A6 by  hydrazine hydrate gave new ditellurides A7-A9.  All compounds were characterized by elemental analysis, IR, 1H , 13C NMR, HSQC-NMR and mass spectra.  Invitro anti-tumor bioactivity of some compounds were tested. 


2021 ◽  
Vol 3 (1) ◽  
pp. 32-35
Author(s):  
Yehezkiel Steven Kurniawan ◽  
Edi Setiyono ◽  
Marcelinus Alfasisurya Setya Adhiwibawa ◽  
Krisfian Tata Aneka Priyangga ◽  
Leny Yuliati

In the present work, we investigated the extract of honey pineapple peels in distilled water, ethanol, and acetone solvents. The spectroscopy study of each extract was performed using a Fourier transform infrared (FTIR) spectrometer, an ultraviolet-visible (UV-Vis) spectrophotometer, and a spectrofluorometer. The FTIR spectrum of the distilled water extract indicated that the distilled water extract may contain alcohol or carboxylic acid compounds. Meanwhile, the ethanolic extract may contain alcohol or carboxylic acid, or ether compounds. On the other hand, the acetone extract may contain alcohol or ether or aromatic or aliphatic compounds. The UV-Vis spectrum of the honey pineapple peels extracted in the distilled water, ethanol, and acetone showed a broad absorption signal at UV region (< 300 nm), four absorption signals at UV region (232-368 nm), and four absorption signals at UV region (231-368 nm) with a weak absorption signal at the visible region at 559 nm, respectively. The distilled water and acetone extracts gave fluorescence signals, however, the ethanolic extract showed no fluorescence intensity. From the FTIR, UV-Vis, and fluorescence spectra characterization, the extracted natural pigments from the honey pineapple peels in distilled water, ethanol, and acetone solvents were identified. The distilled water extract may contain polar flavonoid or steroid compounds while the ethanolic extract may contain polar carotenoid pigments. On the other hand, the acetone extract may contain carotenoid and chlorophyll pigments as shown by an emission signal at 670 nm.


1979 ◽  
Vol 42 (05) ◽  
pp. 1398-1410
Author(s):  
A J Osbahr

SummaryFibrinogen is polymerized by a number of group specific reagents including diazomethane, thionyl chloride and di-methyl sulfate at pH 7.4. The relationship between the number of methyl groups incorporated into fibrinogen and the extent of polymerization was evaluated. With diazomethane and thionyl chloride as modifying agents, polymerization ensued in approximately IV2 hr with extensive modification of fibrinogen. On the other hand, m�thylation via di-methyl sulfate-induced polymer formation occurs in approximately 35 min with primarily carboxylic acid group esterification. The polymerized fibrinogen formed under these conditions exhibited properties that were closely similar with the physiological fibrin clot.Amino group determinations revealed the m�thylation of amino acid residues other than the expected esterification of carboxylic acid groups. Diazomethane induced both N- methylation of lysine, as well as O-methylation of tyrosine, as estimated from spectrophotometric analysis. On the other hand, thionyl chloride modified only a small number of amino groups, and di-methyl sulfate modification resulted in no significant amounts of amino group methylation during the process of modification induced polymerization of fibrinogen.The profile of the number of methoxyl groups incorporated into fibrinogen with time for diazomethane modification may reflect a conformational change in the protein due to a more nonspecific m�thylation. Both the reagent and the conditions of modification were found to be important in achieving a selective modification of fibrinogen.A possible interpretation of these results is the esterification of carboxylic acid groups in the fibrinogen with reduction in the prevailing carboxylate ion negative repulsion, thereby achieving an increased protein-protein interaction with a resulting polymerization.


1988 ◽  
Vol 43 (3) ◽  
pp. 343-346 ◽  
Author(s):  
O. H. Hishmat ◽  
S. S. Mabrouk ◽  
A. M. M. Nasef ◽  
N. M. A. Shayeb ◽  
S. A. Ismail

Nitration of khellinone leads to the formation of a small amount of 3-nitrokhellinone and 5-acetyl-6-hydroxybenzofuran-4.7-dione (khellinonequinone) as a main product. The latter compound reacts with primary amines to give the corresponding imino compounds. Reaction of khellinone with o-phenylenediamine involves condensation followed by cyclisation. While on the other hand treating with phenyl hydrazines gives the phenyl hydrazone. The pyrazolobenzofuran derivative was obtained by the action of hydrazine hydrate on khellinonequinone. Finally the reaction with malononitrile leads to the formation of the ylidene derivative. Two quinone derivatives showed a weak effect on mycelial growth and aflatoxin formation.


1987 ◽  
Vol 65 (8) ◽  
pp. 1980-1986 ◽  
Author(s):  
François Terrier ◽  
Jacques Lelièvre ◽  
Alain-Pierre Chatrousse ◽  
Robert Schaal ◽  
Patrick G. Farrell

Rates of deprotonation of 2,2′,4,4′-tetranitrodiphenylmethane (1) by a variety of bases B− and of protonation of the resulting carbanion (2) by the conjugated acids BH in methanol have been measured at 20 °C. The Brønsted αBH coefficients for protonation of 2 by phenol and carboxylic acid buffers are equal to 0.58 and 0.43, respectively, as compared with αBH values of 0.59 and 0.52 respectively, for the same reactions in 50% H2O – 50% DMSO. On the other hand, a comparison of the intrinsic rate constants [Formula: see text] (in the Marcus sense) in the two solvents reveals that the effect of going from 50% H2O – 50% DMSO to methanol is to lower [Formula: see text] for the phenol reactions by a factor of 2 but to increase [Formula: see text]for carboxylic acid reactions by a factor of 5. It is shown that the solvent effects on αBH and [Formula: see text] can all be understood in the context of the Principle of Imperfect Synchronisation (PIS) recently proposed by Bernasconi. In addition, a fast equilibrium protonation of the carbanion 2 is found to precede its conversion to 1 at low pH, i.e., pH < 5. The resulting protonated species is suggested to be the nitronic acid 2,H arising from fast protonation of a para NO2 group of 2. The [Formula: see text] value associated with the ionization of 2,H is ∼4.25.


1972 ◽  
Vol 27 (5) ◽  
pp. 528-530 ◽  
Author(s):  
Helga Wittmann ◽  
Helmut Rathmayr

Benzylmalonyl Chloride reacts in the presence of sodium acetate in boiling benzene to give tribenzyl-phloroglucinol-triacetate, however with sodium chloroacetate to 3,5-dibenzyl-6-phenethylpyran-2,4-dion. In both cases trimerisation of benzylketene or benzylketene carboxylic acid chloride occurs. On the other hand, benzylmalonylchloride reacts with sodium benzoate and sodium phenylacetate via a dimeric benzylketene carboxylic acid chloride under the loss of phosgene to yield cyclopentadienyl derivatives.


2005 ◽  
Vol 2005 (10) ◽  
pp. 654-656 ◽  
Author(s):  
Abdel Moneim El-Ghanam

2-Phenyl-6-styryl-4-pyrone derivatives have been synthesised from the reaction of ethyl phenylpropiolate with benzylideneacetone derivatives in the presence of sodium ethoxide. Treatment of styrylpyrone with phosphorus pentasulfide gave the corresponding styrylpyran-4-thione which on treatment with hydroxylamine hydrochloride and aqueous methylamine afforded the corresponding oxime and 1-methyl-2-phenyl-6-styrylpyridine-4(1H)-thione, respectively. On the other hand, styrylpyran-4-thione reacted with malononitrile to give pyrolylidenemalononitrile which on treatment with bidentate reagents, hydrazine hydrate, hydroxylamine hydrochloride, thiourea, and thiosemicarbazide afforded the corresponding styrylspiropyran derivatives of pyrazole, 1,2-oxazole or 1,3-thiazine, respectively.


2009 ◽  
Vol 64 (8) ◽  
pp. 973-979 ◽  
Author(s):  
Ramadan Ahmed Mekheimer ◽  
Afaf Mohamed Abdel Hameed ◽  
Saeed Mohamed Refaey ◽  
Mohamed Ashry Ibrahim ◽  
Kamal Usef Sadek ◽  
...  

4-Alkylamino-2-chloroquinoline-3-carbonitriles 4a - c react with NaN3 to give the corresponding tetrazolo[1,5-a]quinoline-4-carbonitriles 5a - c which are converted into 2-amino-quinoline-3-carbonitriles 8a - c by reaction with PPh3 via an iminophosphorane and subsequent hydrolysis. On the other hand, the new 3,4-diamino-1H-pyrazolo[4,3-c]quinoline (11) was prepared by fusion of the aminoquinolines 8a - c with hydrazine hydrate. Diazotization of 11 followed by reaction with NaN3 yielded the novel tetracyclic ring system 3-azido-1H-1,2,4,5,6,6a-hexaazabenzo[a]indacene (13)


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