Showing papers on "Hydrazone published in 1981"

15N NMR study of azo‐hydrazone tautomerism of 15N‐labelled azo dyestuffs

Abstract: 15N chemical shifts of 3-methyl-1-phenylpyrazole-4,5-dione 4-phenylhydrazone (1), 4-hydroxyazobenzene (2), 2-hydroxy-5-tert-butylazobenzene (3) and 1-phenylazo-2-naphthol (4), monolabelled with 15N at α-(compounds prepared from 15N-aniline) and β-positions (compounds prepared from Na15NO2), have been measured and the temperature dependence of these chemical shifts followed between 240 and 360 K. For 4, representing a mixture of the azo and hydrazone forms, the hydrazone content has been calculated from the 15N chemical shifts of both nitrogen atoms at various temperatures. The two calculations gave identical results.

A versatile new synthesis of quinolines and related fused pyridines. Part 9. Synthetic application of the 2-chloroquinoline-3-carbaldehydes

Abstract: The 2-chloro-groups of the title compounds have been replaced by H, I, OH, SR, Li, CO2H, CHO, Ph, piperidine, and N3(giving a tetrazole). The aldehyde group has also been converted into oxime, hydrazone, and acrylic acid derivatives. From these and related derivatives a variety of fused quinolines have been made including thieno-, pyridazino-, tropono-, pyrano-, thiopyrano-, and furo-quinolines.

Iminodimagnesium Reagents. Condensation Reaction with Ketones. Direct Preparation of Anils and a Hydrazone of Xanthone

Abstract: The condensation reaction of ketones with iminodimagnesium reagents (RN(MgBr)2) derived from various primary amines as well as 1,1-disubstituted hydrazines was investigated. N-Arylimines and 1-methyl-1-phenylhydrazones of diaryl ketones were prepared, their yields being affected by the electronic and positional effects of substituents of reagent and substrate. Direct preparation of some anils of xanthone and its 1-methyl-1-phenylhydrazone was achieved by use of the corresponding iminodimagnesium reagents.

Corrosion inhibited solvent compositions

Abstract: 2-Alkylidene-1,3-dioxolanes and 2-(1-alkylalkylidene)-1,3-dioxolanes are employed as acid acceptors in methylchloroform, trichloroethylene or mixtures thereof. The preferred acid acceptor is 2-methylene-1,3-dioxolane. In another aspect of the invention, aliphatic aldehyde hydrazone is employed to stabilize 2-alkylidene-1,3-dioxolane and 2-(1-alkylalkylidene)-1,3-dioxolane. The preferred aliphatic aldehyde hydrazone is acetaldehyde dimethylhydrazone.

Five coordinated complexes of divalent nickel and copper with ligands derived from acid hydrazides and acetylacetone

Abstract: Picolinic acid hydrazide (PH) and isonicotinic acid hydrazide (INH) react with acetylacetone to form complexes, containing open chain tetradentate ligands, through anin situ process in the presence of nickel and copper salts. The complexes were isolated and characterised as five-coordinate with the aid of analyses, magnetic, e.s.r., electronic and i.r. spectral studies. Attempts to obtain the free ligand were unsuccessful, but its solid complexes can be isolated. Acetylacetonebispicolinoyl hydrazone Ac(PH)2 coordinates through azomethine and pyridine nitrogen atoms while acetylacetonebisisonicotinoyl hydrazone Ac(INH)2 does so through azomethine nitrogens and amido oxygen atoms, giving rise to complexes of the MAc(PH)2X or MAc(INH)2X type where X=Cl, Br, NO3 or NCS and M=nickel(II) and copper(II). Magnetic, e.s.r. and electronic spectra are consistent with five coordinate geometries incorporating one anion on the axial positions. Various ligand field parameters have been calculated and the amount of distortion assessed in terms of DT/DQ. The metal-ligand vibrations in the far i.r. are discussed.

Metal chelates of heterocyclic containing ketones, part 2. Copper(II) complexes of hydrazones derivatives of 2-picolylphenyl; 2-lutidyl and quinaldyl phenyl ketones

Abstract: The reaction at room temperature of hydrazone derivatives of 2-picolyl, 2-lutidyl and 2-quinaldyl phenyl ketones with CuX2, where X=Cl, Br, NO3 and OAc was investigated by e.s.r., magnetic and spectral methods. A square planar was tentatively assigned for Cu(L)X chelates. The hydrazone derivatives of 2-lutidyl and 2-quinaldyl phenyl ketones reacted with copper(II) halides forming the neutral Cu(L) and Cu(L)2 chelates whereas Cu(OAc)2 gave the [Cu(L)]2 dimer. The adducts formed from the reaction of the copper complexes with pyridine were also investigated.

Photooxidation von Arylazonaphtholen mit Singulett‐Sauerstoff

Abstract: Photooxidation of Arylazo-Naphtholes with Singlet Oxygen The reaction of p-substituted 4-arylazo-1-naphtholes 1 and 1-arylazo-2-naptholes 5 with singlet oxygen (produced by methylene blue-sensitized photolysis) has been studied spectroscopically in methanol as a solvent. The rate constants of dye bleaching are the same, irrespective whether the extinctions of the azo or the hydrazone forms of the tautomeric systems are measured. Both reaction series 1 and 5 afford linear Hammett plots, which is discussed in the light of the azohydrazone equilibrium of the dyes and an „ene” mechanism of the reaction with singlet oxygen. It could be shown by short-time spectroscopy that the azo-hydrazone isomerization proceeds much faster than the attack of singlet oxygen on the hydrazone form, which explains all observed facts.

Detection of a metallo-intermediate and geometrical isomerizations in an oxidative cyclisation of a heterocyclic hydrazone with mercury (II) acetate

Abstract: Oxidative cyclisation of the E-isomer of 2-pyridylcarbaldehyde 2-pyridylhydrazone with mercury (II) acetate involved an amino-N-mercurio intermediate with a Z-structure and an E→Z→E series of isomerizations.

Electrophotographic sensitive printing plate material

Abstract: PURPOSE: To enhance sensitivity, by using (a) a hydrazone compound, (b) a barbituric and thiobarbituric acid derivative, or other charge generating agents. CONSTITUTION: A photosentitive layer on a conductive substrate contains (a) a hydrazone compound, and (b) at least one compound selected from barbituric and thiobarbituric acid derivatives, and other charge generating agents such as cationic dyes, perylene derivative pigments,indigoid dyes, or quinacridone pigments. Said barbituric derivatives are represented by the general formula in which Z is O or S; R 1 is alkoxy, aralkyloxy, or the like; R 2 , R 3 are each H, halogen, alkyl, or the like; R 4 is H, alkyl, phenyl, A is a 5- or 6-membered single or condensed heterocyclic ring; R 19 , R 20 are alkyl, aralkyl, or phenyl. COPYRIGHT: (C)1982,JPO&Japio

Some substituted pyruvic acid (phthalazin-1-yl) hydrazones and [1, 2, 4] triazinophthalazines as possible antimicrobial and antineoplastic agents.

Abstract: In search for novel antimicrobial and antineoplastic agents, the synthesis of some substituted arylidenepyruvic acid (phthalazin-l-yl)hydrazones 3 and their cyclodehydration to 3-substituted 4H-[1,2,4]triazino[3,4-α] phthalazin-4-ones 4 is reported. Compounds 4a, 4b and 7 were screened for in vitro antibacterial and antifungal activities and were inactive. Einige substituierte Brenztraubensaure-(phthalazin-1-yl)hydrazone und [1,2,4]Triazinophthalazine als potentielle antimikrobiell-antineoplastische Agenzien Auf der Suche nach neuen antimikrobiell-antineoplastischen Agenzien wird uber die Synthese einiger substituierter Arylidenbrenztraubensaure-(phthalazin-l-yl)hydrazone 3 und deren Cyclodehydrierung zu 3-substituierten 4H-[1,2,4]Triazino[3,4-a]phthalazin-4-onen 4 berichtet. Die Verbindungen 4a, 4b und 7 wurden auf antibakterielle und antifungale Aktivitat in vitro untersucht und als inaktiv befunden.

Kinetics and mechanism of the reaction of substituted phenylhydrazones with thallium(III) acetate. Reactions of mercury(II) acetate with nitrogen compounds. Part 8

Abstract: The reaction of substituted phenylhydrazones with thallium(III) acetate in acetic acid involved an electrophilic attack at the hydrazone amino-NH moiety giving an intermediate which is attacked by solvent at the methine carbon. The Hammett ρ values for substituents in the methine and the N-phenyl rings were –1.05 and –3.6, respectively. Activation thermodynamic parameters ΔEa 17.9, ΔHa 17.2 kcal mol–1, and ΔSa–14.65 cal K–1 mol–1 were measured for p-chlorobenzaldehyde p-nitrophenylhydrazone. The main products from aromatic aldehyde arylhydrazones were N′-acetyl-N-aroyl-N′-arylhydrazines (5). The main products from ketone arylhydrazones were α-acetoxy-α-phenylazo-derivatives of the ketone (4). The unexpected divergence of reactivity of phenylhydrazones with the acetates of HgII, TIIII, and PbIV is discussed.

Hydrazone derivatives containing a quaternary ammonium group useful as UV absorbers

Abstract: Hydrazone derivatives of the formula ##STR1## in which A1 is an aromatic radical, B1 is hydrogen, alkyl, cycloalkyl, aralkyl or aryl, R1, R2 and R3 independently of one another are alkyl, cycloalkyl, aralkyl or polyoxyalkylene, Z1 is arylene, X.sup.⊖ is an anion and m is 0, 1, 2 or 3. The hydrazone derivatives are suitable as UV absorbers, especially in polymer coatings.

Synthesis of hydrazone compound

Abstract: PURPOSE: To prepare the titled compound useful as a charge transfer material for organic photosensitive material of electrophotography, rapidly, in high yield, by reducing a nitroso compound in an organic acid, and carrying out the condensation reaction of the resultant hydrazine compound with a carbonyl compound simultaneously or successively in the same organic acid. CONSTITUTION: A nitroso compound (e.g. the compound of formulaI) is reduced with a reducing agent (e.g. powder of metal such as Mg, Ca, Al, etc.) in an organic acid (e.g. acetic acid, formic acid, propionic acid, etc.) to obtain a hydrazine compound. The compound is condensed with a carbonyl compound (e.g. the compound of formula II) simultaneously or successively to the above reduction to obtain the objective hydrazone compound. The process is advantageous since the reduction of the nitroso compound and the condensation of the reaction product can be carried out simultaneously in the same organic acid, and the separation of the nitroso compound is not necessary. The nitroso compound is preferably prepared by nitrosating an amine compound such as the compound of formula III in an organic acid. COPYRIGHT: (C)1983,JPO&Japio

Synthesis of Hydrazone Derivatives of 3a, 4-Dihydroadrenochrome-3a-sulfides and Determination of Their Hemostatic Activities

Abstract: The addition reaction between thiols and adrenochrome at 25°C yielded trans-3a, 4-dihydroadrenochrome-3a-sulfides (3-5), which were treated with hydrazides to give hydrazones (6-10). On the other hand, the reaction of adrenochrome with β-mercaptopropionic acid at 5°C, followed by treatment with benzoylhydrazine, gave cis-3a-(β-carboxyethylthio)-3a, 4-dihydroadrenochrome monobenzoylhydrazone (11) as the main product. These hydrazones were tested for hemostatic effect. The hydrazone with the most potent hemostatic activity was 7.

Process for the preparation of 2,3-dihydro-2-ethyl-benzofuran-5-acetic acid

Abstract: of EP00087521. A process for preparing 2,3-dihydro-2-ethylbenzofurane-5-ylacetic acid by reacting essentially equimolar quantities of chloroglyoxylic acid ethylester and 2,3-dihydro-2-ethylbenzofurane in the presence of a Friedel-Crafts catalyst in a solvent at low temperature as well as in the further course making use of a reaction with hydrazine hydrate as reactant, characterized in that one uses for the reaction of the chloroglyoxylic acid ethylester with the 2,3-dihydro-2-ethylbenzofurane as Friedel-Crafts catalyst titanium tetrachloride and/or tin tetrachloride an as a solvent 1 or more lower aliphatic chlorinated hydrocarbons and one applies as temperature form -30 to +50 degrees C as well as one makes to react the obtained 2,3-dihydro-2-ethylbenzofurane-5-ylglyoxylic acid ethylester isolated from the reaction mixture immediately with 80 to 100 % hydrazine hydrate in the presence of 1 or more alcohols having from 1 to 6 carbon atoms and/or glycoles having from 2 to 4 carbon atoms as solvent(s) to yield 2,3-dihydro-2-ethylbenzofurane-5-ylgyoxylic acid hydrazine hydrazone and one heats the latter immediately in the presence of a solution of 1 or more strong inorganic bases to a temperature of 100 to 200 degrees C.

Metal complexes of 1,10-phenanthroline derivatives. XII. Complexes of 2-Hydrazino-1,10-phenanthroline and related molecules

Abstract: 2-Hydrazino- and 2-(N1-methylhydrazino)-1,10-phenanthroline have been prepared from 2-chloro-1,10-phenanthroline and the appropriate hydrazine. These tridentate chelating agents yield bis-(ligand) complexes with nickel(II) and iron(II). Spectral data for the nicke(II) complexes indicate that the field strength of the ligands is near the crossover region for iron(II). Magnetic and Mossbauereffect data indicate that a 5T2 ↔ 1A1 spin transition occurs in salts of the complex of the methylhydrazine derivative, though a marked anion-dependence for this transition is observed. Benzaldehyde hydrazone derivatives of both hydrazines also yielded six-coordinate nickel (II) and iron (II) complexes, but these were of significantly lower field strength than the parent hydrazines.

Identification of hydrazone of norethindrone, a metabolic product resulting from the interaction between isoniazid and norethindrone.

Abstract: Co-administration of isonicotinic acid hydrazide (isoniazid, INH) and 17 alpha-ethinyl-17 beta-hydroxyestr-4-en-3-one (norethindrone, NE) resulted in the formation of the isonicotinyl hydrazone of norethindrone (INH-NE) in rat stomach. Rat liver metabolized the latter compound in vitro. The metabolic product was characterized, following its derivatization with p-methoxy-benzaldehyde (PMBA), by comparison of chromatographic and mass spectral properties with synthetic reference compound. Results showed that INH-NE was cleaved at the amide bond resulting in the formation of the hydrazone of norethindrone. The physicochemical characteristics of synthetic PMBA hydrazone of norethindrone are described.

Ring-chain tautomerism of substituted hydrazones. 16. Arylidene derivatives of vicinal hydrazino thiols

Abstract: Products of condensation of vicinal hydrazino thiols with aromatic carbonyl compounds, which were found to be mixtures of one acyclic tautomer (a hydrazone) and two stereoisomers with a cyclic form (perhydro-1,3,4-thiadiazine), were obtained. The tautomeric and stereoisomeric equilibria constants were determined by PMR spectroscopy.

Synthesis of macroheterocyclic compounds on the basis of 3-chloro-2-hydrazinoquinoxaline

Abstract: 2-Amino-1-[(3-chloro-2-quinoxalinyl)azo]naphthalene was obtained by oxidative coupling of 3-chloro-2-hydrazinoquinoxaline with 2-aminonaphthalenesulfonic acid; cross self-cyclization of the product was used to synthesize macrocyclic compounds, viz., [1,2,5,8,9,12]hexaazacyclotetradecene derivatives. 4-[(3-Chloro-2-quinoxalinyl)azo]-5-chloro-3-methyl-1-phenylpyrazole was obtained by the reaction of the 4-(3-chloro-2-quinoxalinyl)hydrazone of 2,4-dihydro-5-methyl-2-phenyl-3H-pyrazole-3,4-dione with POCl3. Reaction of this product with 2,2′-diaminoazobenzene under standard conditions gave [1,2,5,8,9,12]-hexaazacyclotetradecene derivatives.