Showing papers on "Pyrazoline published in 1977"
8 citations
TL;DR: In this article, the mass, ir, and 1Hmr spectra of spiro compounds were characterized by mass and ir spectra and the products obtained by reducing the spiro compound with sodium borohydride and with lithium aluminum hydride are described.
Abstract: 1′,2′-Dihydro-3-methyl-1-phenylspiro[[2]pyrazoline-4,3′(4′H)-quinoline]-5-one (8q), the structurally related 1,3-diphenylspiro[pyrazolone-quinoline] 8r and numerous 2′-substituted derivatives of 8q and 8r are readily accessible from catalytic reduction of 3-methyl-1-phenyl- or 1,3-diphenyl-4-(2-nitrobenzyl)-2-pyrazolin-5-one (1a, 1b, respectively) in alcohols (with the incorporation of the alkylidene moiety) or by interaction of the corresponding 2-aminobenzyl precursors (3a, 3b) with appropriate aldehydes and ketones. All spiro compounds were characterized by mass, ir, and 1Hmr spectra. The products obtained by reducing the spiro compounds with sodium borohydride and with lithium aluminum hydride are described. Reduction of 1a and 1b with zinc and acetic acid gave 3-methyl-1-phenyl- and 1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline (2a, 2b, respectively).
7 citations
TL;DR: In this article, the 13C n.m.r. spectra of the major human urinary metabolite of prostaglandin PGE2 and PGE1 are discussed together with some unsaturated precursors.
Abstract: The 13C n.m.r. spectra of the major human urinary metabolite of prostaglandin PGE2 and PGE1 are discussed together with some unsaturated precursors. Δ-2-Pyrazolines, formed by addition of diazomethane to the 11-oxo dienediones in this series, were identified by 13C and 1H n.m.r. and by other physical methods.
4 citations
TL;DR: The reactivity of heterocyclic α,β-unsaturated ketones towards the title compounds has been studied in this paper, where a pyrimidine, pyrazoline, isoxazoline and a fused pyrrolidine rings have been built up.
Abstract: The reactivity of heterocyclic α,β-unsaturated ketones towards the title compounds has been studied. A pyrimidine, pyrazoline, isoxazoline and a fused pyrrolidine rings have been built up. Mannich reaction was tried with the pyrazoline derivative (4 d). Bromination of the 2-cinnamoyl compounds (1 a-c), and cyclization of the products were also undertaken.
4 citations
TL;DR: The relatively rapid formation of pyrazoline adducts is a serious side reaction in the esterification of 15-oxo-PGF2alpha with ethereal diazomethane under conditions used routinely in the chemical derivatization of prostaglandins.
Abstract: The relatively rapid formation of pyrazoline adducts is a serious side reaction in the esterification of 15-oxo-PGF2alpha with ethereal diazomethane under conditions used routinely in the chemical derivatization of prostaglandins.
3 citations
TL;DR: In this paper, the cycloaddition of ethyl diazoacetate to 16-dehydropregnenolone acetate under high pressure makes it possible to obtain, along with the known pyrazoline, the primary reaction product, namely the Δ 1-pyrazoline.
Abstract: The cycloaddition of ethyl diazoacetate to 16-dehydropregnenolone acetate under high pressure makes it possible to obtain, along with the known pyrazoline, the primary reaction product, namely the Δ1-pyrazoline
3 citations
TL;DR: The 3-formyl-2-pyrazolines (pyrazoline-3-carboxaldehyde) obtained by 1-3 dipolar additions of diazoesters to acrolein are unstable and smoothly polymerize through the aldehyde group to a polyacetal polymer as discussed by the authors.
Abstract: The 3-formyl-2-pyrazolines (pyrazoline-3-carboxaldehyde) obtained by 1–3 dipolar additions of diazoesters to acrolein are unstable and smoothly polymerize through the aldehyde group to a polyacetal polymer. On the basis of spectroscopic data, this paper describes the structure of the isolated polymers, along with their properties and a polymerization mechanism. It is proposed that a nucleophilic attack of an heterocyclic amino nitrogen on another monomer formyl group leads to an internal ion pair, and that this latter promotes a polycondensation of other aldehydic units according to an anionic type of propagation. The results are polyacetal polymers of low molecular weight with conservation of the heterocyclic framework. However, numerous side reactions are possible and account for the relatively low molecular weights observed.
2 citations
Patent•
01 Jan 1977
TL;DR: In this paper, a process for the preparation of pyrazoline compounds of the formula I in which A1 denotes an optionally substituted alkylene radical was described, and the process consists in the corresponding "alkylation" of the metal salt of the corresponding 1-sulphinophenylpyrazoline compound.
Abstract: There is described a process for the preparation of pyrazoline compounds of the formula I in which A1 denotes an optionally substituted alkylene radical. The process consists in the corresponding "alkylation" of the metal salt of the corresponding 1-sulphinophenylpyrazoline compound. Corresponding quaternary compounds can be obtained by further N-alkylation of the terminal amino group. The final substances obtained are used as optical brighteners of non-textile materials.
2 citations
1 citations
1 citations
TL;DR: A number of trans-stilbene derivatives containing 2-pyrazolinyl and 1,3-oxazolyl groupings were synthesized by PO olefination from 1-(4-formylphenyl)-3-aryl-5-phenyl-2-prazolines as discussed by the authors.
Abstract: A number of trans-stilbene derivatives containing 2-pyrazolinyl and 1,3-oxazolyl groupings were synthesized by PO olefination from 1-(4-formylphenyl)-3-aryl-5-phenyl-2-pyrazolines and 2-(4-bromomethylphenyl)-5-phenyl-1,3-oxazole. The products fluoresce intensely in the green or yellow-green region (quantum yields 0.4–0.57). The intense long-wave absorption band of the investigated compounds is due to an electron transition that is localized primarily in the stilbene fragment of their molecules that includes, as a substituent, the amine nitrogen atom of the pyrazoline ring; the less intense shortwave band corresponds to localization of the electronic excitation in the hydrazone grouping.
Patent•
26 Jan 1977
TL;DR: In this paper, the results of an examination of the reaction of diazomethane with aconitic acid and its trimethyl ester were presented, and it was shown that a pyrazoline derivative is formed in the presence of excess DMD and this compound decomposes on chromatographic columns at moderately low temperatures.
TL;DR: In this paper, the IR, UV, and PMR spectra were analyzed for 3-bromo-1-pyrazoline 1,2-dioxides.
Abstract: Cyclization with the formation of an N-N bond and simultaneous bromination, which lead to 3-bromo-1-pyrazoline 1,2-dioxides, apparently through a step involving the dinitroso derivative, occur in the reaction of sodium hypobromite with 1,3-hydroxylamino oximes. Dehydrobromination of the bromopyrazoline leads to the corresponding 3H-pyrazole. The same treatment of acetylacetone dioxime gives 4H-dibromo-3,5-dimethyl-4H-pyrazole 1,2-dioxide. which is readily hydrolyzed to the corresponding 4-oxo derivative. Data from the IR, UV, and PMR spectra are presented.
Patent•
17 Feb 1977
TL;DR: The cpds. are of formula (I): (where R1-5 and H or 1-4C alkyl; R2, R3 and R5-7 are H, Cl, Br, F, Me, Et, MeO or EtO; and R4 is H, alkyls, benzyl, phenylethyl or Ph, opt. by Cl, B, Me.
Abstract: The cpds. are of formula (I): (where R1-5 and H or 1-4C alkyl; R2, R3 and R5-7 are H, Cl, Br, F, Me, Et, MeO or EtO; and R4 is H, alkyl, benzyl, phenylethyl or Ph, opt. substd. by Cl, Br, Me, Et, MeO, EtO, CN, dialkylamino or -SO3H). (I) are used as optical brighteners and optical brightener intermediates. Substrates which can be brightened with (I) are actyl onitrile polymers, wool, cellulose esters or polyamides. "In bulk" brightening is possible. (I) have good light-, heat- and wet-fastness.
Patent•
14 Mar 1977
TL;DR: The compound 1,2-Diphenyl-3,5-ditrifluoroacetyloxy-4-butyl-5-hydroxy-3-pyrazoline is disclosed as an intermediate useful in the preparation of selected pro-phenylbutazone derivatives as discussed by the authors.
Abstract: The compound 1,2-Diphenyl-3,5-ditrifluoroacetyloxy-4-butyl-5-hydroxy-3-pyrazoline is disclosed as an intermediate useful in the preparation of selected pro-phenylbutazone derivatives. Such selected pro-phenylbutazone derivatives are novel, transient, pro-drug forms of phenylbutazone and oxyphenbutazone having the following formulae wherein R, R2, R4, R5, X and Y are as defined herein: ##STR1## The above-identified compounds exhibit anti-inflammatory activity in warm-blooded animals. Upon administration to warm-blooded animals, these compounds pass through the gastrointenstinal tract and cleave in the bloodstream, thus releasing phenylbutazone or oxyphenbutazone in an anti-inflammatory effective amount at their therapeutic site or sites of activity.
TL;DR: In this article, the reaction of 2-acetyl-5, 5-diphenyl-2, 4-pentadienoic acid and its methyl ester with diazomethane gave rise to pyrazoline derivatives (IIc, IId).
Abstract: Reaction of 2-acetyl-5, 5-diphenyl-2, 4-pentadienoic acid (Ia) and its methyl ester (Ib) with diazomethane gave rise to 3-acetyl-3-methoxycarbonyl-4-(β-phenylstyryl)-1-pyrazoline (IIb), which by elimination of nitrogen afforded methyl 2-acetyl-6, 6-diphenyl-3, 5-hexadienoate (IIIb). Similar reaction of 3-(γ-phenylcinnamylidene)-2, 4-pentanedione (Ic) and dimethyl γ-phenylcinnamylidenemalonate (Id) with diazomethane gave the adduct corresponding to 1-pyrazoline derivatives (IIc, IId), respectively. Heating of these compounds afforded denitrogenated products. Similarly, methyl 2-acetyl-5-phenyl-2, 4-pentadienoate (Ie) and 3-cinnamylidene-2, 4-pentanedione (If) reacted with diazomethane, followed by elimination of nitrogen, to afford methyl 2-acetyl-6-phenyl-3, 5-hexadienoate (IIIe) and 3-(4-phenyl-1, 3-butadienyl)-2, 4-pentadione (IIIf), respectively. The reaction of the pyrazoline (II) to give compound (III) involves the novel ring-cleavage of the cyclopropane intermediate, such as methyl 1-acetyl-2-(β-phenylstyryl)-cyclopropane-1-carboxylate (IX, where R1=phenyl, R2=methyl, R3=methoxy).
TL;DR: In this paper, a trifluoressigsaure in methanolischer Losung isomerisieren l-Pyrazoline in 2-pyrazoline.
Abstract: Beim Behandeln mit Trifluoressigsaure in methanolischer Losung isomerisieren l-Pyrazoline in 2-Pyrazoline, so das trans-1-Pyrazolin" (I) in das .trans-2-Pyrazolin (II), das entsprechende cis-1-Pyrazolin in (III) und die betreffenden 1-Pyrazoline in die 2-Pyrazoline (IV)-(VII).