Showing papers on "Hydrazone published in 1976"
TL;DR: In this paper, the IR, UV, and polarographic data of a variety of 2-arylhydrazono-3-ketimino-nitriles were analyzed and it was shown that these derivatives exist mainly in the intramolecularly chelated hydrazone structure.
Abstract: Analysis of the IR., UV., and polarographic data of a variety of 2-arylhydrazono-3-ketimino-nitriles indicated that these derivatives exist mainly in the intramolecularly chelated hydrazone structure 1.
Compounds 1 reacted with hydrazine hydrate to yield the corresponding 5-amino-4-arylazopyrazoles (3).
Compounds 3a reacted with acetylacetone, ethyl acetoacetate, and diethyl malonate to yield the pyrazolo[1, 5-a]pyrimidine derivatives 4, 5, and 7 respectively. Compound 3a also reacted with benzoylisothiocyanate to yield the pyrazolyl thiourea derivative 8.
51 citations
26 citations
TL;DR: Aryl and benzoyl-hydrazones of 2,4-O benzylidene D -erythrose were prepared and acetylated as discussed by the authors to give the Nacyl-di-O-acyl derivatives, which, on boiling with acetic anhydride, afforded the 1-aryl-3-formylpyrazole N-acetylarylhydrazone.
24 citations
TL;DR: The coalescence temperature for the C -methyl peaks in the NMR spectra of hydrazones of acetone is above 200°, indicating an energy barrier for syn-anti isomerization greater than 28 kcal mole −1.
22 citations
TL;DR: In this article, a method was developed for the synthesis of 5-carbethoxy-4-formyl-1,2,3-thiadiazole (I), its isomer (II); 5-benzoyl-4,4,formyl -1, 2,3,thiadiadiazolamide (III); and its isomers (IV) with hydrazine.
19 citations
Patent•
27 Dec 1976TL;DR: In this paper, the 3-methyl-2-sulfonylbenzothiazolone-hydrazone was used for quantitative determination of substances, particularly in serum, which, by action of an oxidase thereon, combine with oxygen to form hydrogen peroxide.
Abstract: In a conventional method for the quantitative determination of substances, particularly in serum, which, by action of an oxidase thereon, combine with oxygen to form hydrogen peroxide and wherein the hydrogen peroxide formed is converted, in the presence of methanol and catalase, to formaldehyde, the formaldehyde is reacted with hydrazone in the presence of ferric chloride, and the dye thus formed is determined photometrically, the improvement comprising using as the hydrazone, 3-methyl-2-sulfonylbenzothiazolone-hydrazone; use of this hydrazone results in the formation of a very easily soluble dye and is suited for use in automatic analyzers.
15 citations
TL;DR: In this paper, the reaction of N4S4 with benzoyl-1-phenylhydrazine (1b), benzophenone- (2a) and fluorenone hydrazone (2b) was carried out in refluxing benzene or toluene.
Abstract: The reaction of N4S4 with benzoyl- (1a) and 1-methyl-1-phenylhydrazine (1b), benzophenone- (2a) and fluorenone hydrazone (2b) was carried out in refluxing benzene (1a and 1b) or toluene (2a and 2b) and N4S4 was found to behave as a N–N bond cleaving reagent for 1b, while both a N–N bond cleaving and an oxidizing reagent for 1a and 2. The reaction mechanism was briefly mentioned.
11 citations
TL;DR: The reaction of butadiene and phenylhydrazones in the presence of nickel and palladium complexes has been shown to yield a series of azo-compounds; in the case of the latter catalyst some alkylation of the hydrazone occurs as mentioned in this paper.
Abstract: The reaction of butadiene and phenylhydrazones in the presence of nickel and palladium complexes has been shown to yield a series of azo-compounds; in the presence of the latter catalyst some alkylation of the hydrazone occurs.
11 citations
TL;DR: In this paper, it was shown that steric effects are important for their structural dependence, and an oxime enehydroxylamin-tautomerie could not be proved.
Abstract: Hydrazone, Semicarbazone und Acylhyrazone von β-Ketoestern und β-Ketonitrilen konnen in Losung teilweise oder vollig zu den entsprechenden Enhydrazinen, Ensemicarbaziden und Enhydraziden tautomerisieren. Beide Tautomeren konnen als E-Z-Isomere auftreten. Die Gleichgewichtskonzentrationen der Isomeren wurden NMR-spektroskopische bestimmt. Es Wird gezeigt, das fur deren strukturelle Abhangigkeit sterische Effekte eine wichtige Rolle spielen. Eine Oxim Enhydroxylamin-Tautomerie konnte nicht nachgewiesen werden.
Vinylamines, XXI: Hydrazone Enehydrazine Tautomerism of Hydrazones of β-Keto Esters and β-Keto Nitriles
Hydrazone, semicarbazones, and acylhydrazones of β-keto esters and β-keto nitriles tautomerize in solution partially or completely to give the corresponding enehydrazines. enesemicarbazides, and enehydrazides. Both tautomers can exist. as E-Z-isomers. The equilibrium concentrations of the isomers were determined by means of n. m. r. spectroscopy. It is shown that steric effects are important for their structural dependence. An oxime enehydroxylamine tautomerism could not be proved.
9 citations
9 citations
TL;DR: In this article, the title compound (diphy) was prepared from 2,2'-pyridil and 2,pyridehydrazine and behaves as a quadridentate chelating agent with nicke1(11), copper(11, zinc(11) and cadmium(11).
Abstract: The title compound (diphy) has been prepared from 2,2'-pyridil and 2-pyridylhydrazine and behaves as a quadridentate chelating agent with nicke1(11), copper(11), zinc(11) and cadmium(11) salts. The mono-(2-pyridylhydrazone) of 2,2'-pyridil (pmpy) is also described, together with its nickel(11) complex perchlorate.
TL;DR: Although all of the hydrazones but one were inactive when evaluated alone, the concurrent injection of cupric ion increased survival times by an avoli alkaline phosphatase was found to be inhibited by two thiosemicarbazones in a manner similar to that previously reported by these agents against alkalineosphatase derived from Sarcoma 180-6-thiopurine resistant ascites cells.
Abstract: Six pyridine-2-carboxaldehyde, one pyridine N-oxide 2-carboxaldehyde, and five diketone thiophosphoric hydrazones, three thiophosphoric hydrazides, and two cupric chelates were synthesized The chelates and nine of the hydrazones were tested against Ehrlich ascites carcinoma Seven of these latter agents were administered concurrently with either cupric and/or ferrous salts to mice bearing this tumor The greatest activity was found with the chelate, cimethyl pyridine-2-carboxyaldehyde phosphorothioic hydrazone-copper (1:1) The hydrazone portion of this chelate also formed a ligand-copper (2:1) complex Although all of the hydrazones but one were inactive when evaluated alone, the concurrent injection of cupric ion increased survival times by an avoli alkaline phosphatase was found to be inhibited by two thiosemicarbazones in a manner similar to that previously reported by these agents against alkaline phosphatase derived from Sarcoma 180-6-thiopurine resistant ascites cells None of the 14 hydrazides or hydrazones tested against E coli enzyme displayed significant inhibition
TL;DR: In this paper, the reaction of hexafluoroacetone azine and diazomethane 1.1′-bicycloamines is described and the mass spectral data of the new compounds are discussed.
Patent•
21 Sep 1976
TL;DR: In this article, a process for the preparation of diazo compounds was described, in which a hydrazone is oxidized to a corresponding diazone compound in a two phase reaction medium in the presence of a phase transfer catalyst, and an oxidation catalyst which is either iodide or an iodonium salt.
Abstract: A process for the preparation of diazo compounds, particularly diazo alkanes, is described in which a hydrazone is oxidized to a corresponding diazo compound in a two phase reaction medium in the presence of a phase transfer catalyst, and an oxidation catalyst which is iodine, and iodide or an iodonium salt, preferably in the presence of a base.
TL;DR: In this paper, Zeise's salt has been used for the reaction of hydrazones derived from aldehydes, which in the free state are present as pure syn isomers, while L2 and L4 retain their configuration on coordination to the metal.
Abstract: By reaction of the hydrazones (Me2C:N·NMePh. L1; MeHC:N·NMe2, L2; MeHC:N·NMePh. L3; EtHC:N·NMe2. L4; EtHC:N·NMePh. L5: and Me2C:N·NHPh, L6) with Zeise's salt, complexes of formula trans-[Pt(C2H4)Cl2-(hydrazone)] have been prepared in which the imino-nitrogen acts as donor atom. Of the hydrazones derived from aldehydes, which in the free state are present as pure syn isomers, L2 and L4 retain their configuration on co-ordination to the metal, while L3 and L5 give two isomeric complexes, in one of which the ligand keeps the syn configuration, whereas in the other isomerization to the anti form occurs (with respect to the C:N double bond). Evidence of rotational isomerism about the N·N bond has been found in the case of L6. The coupling of the ligand protons with the 195Pt nucleus has been measured and correlated with their relative cis or trans position about the C:N double bond. A coupling of ca. 74 and 27 Hz has been found for the aldehydic proton, trans and cis to platinum respectively. For the methyl substituents at the carbonylic carbon, a higher coupling constant (11–13 Hz) is observed when the methyl group is cis to platinum and a lower one (6–8 Hz) when it is trans. This result is discussed in connection with other literature data.
TL;DR: In this article, aldehyde p-tolylsulphonylhydrazones with mercury(II) acetate gave NN-mercuriobis-(N′-arylmethylenetoluene-p-sulphonohydrazide)s.
Abstract: Oxidation of aromatic aldehyde p-tolylsulphonylhydrazones with mercury(II) acetate gave NN″-mercuriobis-(N′-arylmethylenetoluene-p-sulphonohydrazide)s. Treatment of aromatic aldehyde 4-nitrophenylhydrazones with mercury(II) acetate resulted in acetoxymercuriation at the 2-position of the 4-nitrophenyl ring. Treatment of both types of hydrazone with phenylmercury(II) hydroxide gave N-phenylmercurio-derivatives.
TL;DR: In this article, it was shown that there is no ring-opening in the 3-furyl carbene and the reactions observed (insertion and cycloaddition) are those of a normal arylcarbene, and the relevance of these observations to a possible mechanism for the thermal decomposition of 3-phenylprop-2ynal is discussed.
Abstract: 2,5-Diphenylfuran-3-carbaldehyde reacted with 1-amino-trans-2,3-diphenylaziridine to give the hydrazone (6), which on photolysis or pyrolysis gave products derived from the 3-furylcarbene (5). In contrast to reactions reported for 2-furylcarbenes there is no evidence of ring-opening in the 3-furylcarbene, and the reactions observed (insertion and cycloaddition) are those of a normal arylcarbene. A similar investigation of the corresponding hydrazone (8) from an isoxazole-4-carbaldehyde shows that ring cleavage does occur on pyrolysis. The relevance of these observations to a possible mechanism for the thermal decomposition of 3-phenylprop-2-ynal is discussed.
Patent•
27 Dec 1976TL;DR: In this paper, a novel process for the preparation of dihydrooxadiazinones by cyclizing a hydrazone under basic conditions is described, where the hydrazones are prepared by reaction of a carbazate with an acyl alcohol that is derived from the hydrolysis of an alpha bromo precursor.
Abstract: A novel process is described for the preparation of dihydrooxadiazinones by cyclizing a hydrazone under basic conditions. The hydrazones are prepared by reaction of a carbazate with an acyl alcohol that is derived from the hydrolysis of an alpha bromo precursor.
Patent•
19 Nov 1976TL;DR: In this article, a 1-substitutedphenyl-4(1H)-pyridinone hydrazone with substituted benzaldehydes was proposed for anticoccidial agents.
Abstract: Novel 1-Substitutedphenyl-4(1H)-pyridinone hydrazones are prepared by reacting 1-substitutedpheny-4(1H)-pyridinone hydrazone with substituted benzaldehydes. The novel hydrazones are useful as anticoccidial agents.
Patent•
07 Sep 1976
TL;DR: In this article, a process for the preparation of diazo compounds was described in which a hydrazone is oxidized with an oxidizing agent, such as an organic peracid, chloramine-T or N-chlorosuccinimide, in the presence of a base.
Abstract: A process for the preparation of diazo compounds, particularly diazoalkanes, is described in which a hydrazone is oxidized with an oxidizing agent, said oxidizing agent comprising an organic peracid, chloramine-T or N-chlorosuccinimide to a corresponding diazo compound, preferably in the presence of a base. The reaction may be catalyzed by an oxidation catalyst such as iodine.
01 Jan 1976
TL;DR: In this article, a 3-methyl-2-benzothiazolinone hydrazone chemical test is proposed which corrected some deficiencies of earlier procedures, and was correlated with organoleptic evaluation of rancid turkey samples.
Abstract: Quantitation of Aliphatic Aldehydes in Rancid Turkey Meat Using a Substituted Hydrazone by Stanley J. Andrews Utah State University, 1976 Major Professor: Dr. Von T. Mendenhall Department: Nutrition and Food Sciences Many objective chemical tests have attempted to correlate with organoleptic evaluation of oxidative rancidity. Major chemical tests used to detect oxidative rancidity of lipids measure nonvolatile high molecular weight carbonylic substances which make no considerable contribution to rancid flavors. High molecular weight carbonyls are present at much greater concentrations than volatile low molecular weight carbonyls. Peroxides and other unknown substances also react in these chemical tests to give at best an empirical evaluation. A 3-methyl-2-benzothiazolinone hydrazone chemical test is proposed which corrected some deficiencies of earlier procedures, and was correlated with organoleptic evaluation of rancid turkey samples. The proposed test measures oxidative rancidity in terms of milligrams of acetaldehyde per kilogram of sample. A comparison of the 3-methyl 2-benzothiazolinone hydrazone method with a widely used chemical test was conducted. The thiobarbituric acid test was selected because it is used most often as an indicator of rancidity. The thiobarbituric acid test values increased followed by a definite leveling off as formation of malonaldehyde reached a maximum even though rancid flavor continued to increase. The 3-methyl-2-benzothiazolinone hydrazone test measured a continuing increase of volatile aliphatic aldehydes as rancid flavor increased .
TL;DR: In this paper, the IR, UV, and polarographic data of a variety of 2-arylhydrazono-3-ketimino-nitriles were analyzed and it was shown that these derivatives exist mainly in the intramolecularly chelated hydrazone structure.
Abstract: Analysis of the IR., UV., and polarographic data of a variety of 2-arylhydrazono-3-ketimino-nitriles indicated that these derivatives exist mainly in the intramolecularly chelated hydrazone structure 1.
Compounds 1 reacted with hydrazine hydrate to yield the corresponding 5-amino-4-arylazopyrazoles (3).
Compounds 3a reacted with acetylacetone, ethyl acetoacetate, and diethyl malonate to yield the pyrazolo[1, 5-a]pyrimidine derivatives 4, 5, and 7 respectively. Compound 3a also reacted with benzoylisothiocyanate to yield the pyrazolyl thiourea derivative 8.
TL;DR: In this paper, the probable structure of adduct 3 is discussed on the basis of the chemical reactivity of the compound and the orientation of the cycloaddition and the dipolarophilic behaviour of the 6,7 double bond of the benzofurazan are interpreted on a basis of quinone hydrazone struture of 1.
TL;DR: Compound 3b is inactive even at high dose levels against TLX/5 lymphoma and 3b and 4b are both inactive in tests using the L1210 leukaemia system.
Abstract: Reaction of 6-hydrazinopurine and 2-hydrazinopyrimidine with 2, 2, 6, 6-tetramethylpiperidone-1-oxyl gives 2, 2, 6, 6-tetramethylpiperidone-1-oxyl-(6-purinyl) hydrazone (3b) and 2, 2, 6, 6-tetramethylpiperidone-1-oxyl-(2-pyrimidinyl) hydrazone (4b) respectively. Compound 3b is inactive even at high dose levels against TLX/5 lymphoma and 3b and 4b are both inactive in tests using the L1210 leukaemia system.
Patent•
30 Nov 1976
TL;DR: In this paper, the title compound (diphy) was prepared from 2,2'-pyridil and 2,pyridehydrazine and behaves as a quadridentate chelating agent with nicke1(11), copper(11, zinc(11) and cadmium(11).
Abstract: The title compound (diphy) has been prepared from 2,2'-pyridil and 2-pyridylhydrazine and behaves as a quadridentate chelating agent with nicke1(11), copper(11), zinc(11) and cadmium(11) salts. The mono-(2-pyridylhydrazone) of 2,2'-pyridil (pmpy) is also described, together with its nickel(11) complex perchlorate.