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1.
Jean-Michel Vatèle 《Tetrahedron》2007,63(45):10921-10929
2-(Prenyloxymethyl)benzoates can be prepared from alcohols and readily available 2-(prenyloxymethyl)benzoic acid by standard acylation techniques or by Mitsunobu reaction with inversion of configuration. The POMB group can be cleaved first by oxidative removal of the prenyl group with DDQ followed by lactonization with expulsion of the alcohol catalyzed by Yb(OTf)3. These reaction conditions are compatible with the presence of a large number of common protecting groups. 相似文献
2.
Reactions of N-(perfluorophenyl)carbonimidoyl dichloride with benzoic acid, benzoyl chloride, ethyl benzoate, and also with phthalic acid, phthaloyl dichloride, and phthalic anhydride in the presence of AlCl3 at 170°C afford2-(perfluorophenyl)isoindoline-1,3-dione. With benzoic acid and benzoyl chloride form also 2-(perfluorophenyl)-3-[(perfluorophenyl)imino]isoindolin-1-one. In reactions with compounds of the benzene series arise also derivatives of arylimidoyl chlorides and amide type compounds containing a CONHC6F5 moiety.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 2, 2005, pp. 228–236.Original Russian Text Copyright © 2005 by Petrova, Platonov. 相似文献
3.
《Journal of Coordination Chemistry》2012,65(14):2334-2339
Five complexes [WO(NCS)4L–L] (where L–L = benzoic acid[1-(Furan-2-yl)methylene]hydrazide(BFMH), benzoic acid[(thiophen-2-yl)methylene]hydrazide(BTMH), benzoic acid[1-(thiophen-2-yl)ethylidene]hydrazide(BTEH), benzoic acid(phenylmethylene)hydrazide(BPMH) and benzoic acid[1-(anisol-3-yl) methylene]hydrazide(BAMH)) have been prepared by reaction of ammonium tetraisothiocyanatodioxotungstate(VI) with the corresponding ligand in aqueous medium in the presence of hydrochloric acid. The complexes have been characterized by elemental analysis, molar conductivity, magnetic moment measurements, IR, electronic spectra, thermogravimetric analysis TGA/DTA and 1H NMR. 相似文献
4.
Christine Cauvin Bertrand Le Bourdonnec Bernadette Norberg Jean-Pierre Hénichart François Durant 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(11):1330-1332
The crystal structures of three angiotensin-II receptor antagonists involving different spacer groups (CO, CONH and NHCO) between the aryl rings are presented, namely 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]benzoyl}benzoic acid, C26H28N2O5, (I), 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]benzamido}benzoic acid, C26H29N3O5, (II), and 2-{4-[(3-butyl-1,4-dioxo-2,3-diazaspiro[4.4]non-2-yl)methyl]anilinocarbonyl}benzoic acid monohydrate, C26H29N3O5·H2O, (III). The aryl rings of (II) are almost coplanar, in contrast with compounds (I) and (III). The conformation of (II) is induced by an intramolecular N—H⋯O hydrogen bond between the amide and carboxylic acid groups. 相似文献
5.
Toshiyuki Tamai Kazuhiko Mizuno Isao Hashida Yoshio Otsuji 《Photochemistry and photobiology》1991,54(1):23-29
The 9,10-dicyanoanthracene (DCA)-sensitized photooxygenation of biphenyl derivatives in the presence of Mg(CIO4)2 in acetonitrile produces benzoic acid and its derivatives in high yields. In the absence of Mg(CIO4)2, the rates for the consumption of biphenyl derivatives decrease by a factor of 0.5-0.8, compared with those in the presence of Mg(CIO4)2. In these cases, however, both biphenyls and DCA are oxygenated to give benzoic acids and anthraquinone, respectively, indicating that the addition of Mg(CIO4)2 retards the photooxygenation of DCA. With 4-methylbiphenyl, the photooxygenation proceeds efficiently without added Mg(CIO4)2, and benzene rings and methyl groups are competitively oxygenated to give benzoic acid, 4-methylbenzoic acid, 4-phenylbenzoic acid, and 4-phenylbenzaldehyde. The addition of Mg(CIO4)2 facilitates the oxidation of benzene rings, giving benzoic acid and 4-methylbenzoic acid as major products. These photooxygenations are initiated by a one-electron transfer from biphenyls to the excited singlet DCA and proceed via the radical cations of biphenyls and the radical anion of DCA. 相似文献
6.
Igor Yu. Ilyin Nikolay A. Pushkarevsky Natalia V. Kuratieva Dmitry Yu. Naumov Sergey N. Konchenko 《Acta Crystallographica. Section C, Structural Chemistry》2012,68(11):m323-m325
The title compounds, 4‐(diiodoarsanyl)benzoic acid, (I), and 3‐(diiodoarsanyl)benzoic acid, (II), both [As(C7H5O2)I2], which possess a –COOH coordinating group, form molecular crystal structures composed of hydrogen‐bonded dimers, the packing differences of which are caused by the relative position of the diiodoarsanyl groups. The para isomer, with Z′ = 1, crystallizes in a layered structure with shortened contacts of the As atoms to only the arene rings of adjacent molecules. In contrast, the meta isomer, with Z′ = 3, forms separate rectangular blocks of three ribbons, each composed of dimeric molecular units positioned almost directly above each other and with the As atoms possessing only two As...I contacts to the I atoms of neighbouring molecules. 相似文献
7.
Dayakar Gade Balaswamy Gubba Ravindar Vadde Lingaiah Puri 《Transition Metal Chemistry》1987,12(6):539-543
Summary Iron(II) complexes of the type [FeL2X2] (L=bidentate ligand, X=H2O, Cl, or SCN) and [FeL2] (L=tridentate ligand) with polydentate ligands derived from 2-(acetylamino)benzoic acid, 2-(benzoylamino)benzoic acid,2-[2-aminobenzoylamino]benzoic acid, 2-[amino-carbonyl]benzoic acid, 2-[(phenylamino)carbonyl]-benzoic acid, 2-[aminobenzoyl]benzoic acid and 2-aminobenzanilide have been synthesized and characterized by elemental analyses, conductivity, magnetic susceptibility and i.r., electronic, n.m.r., and Mossbauer spectral studies. The different modes of ligand chelation and the stereochemistry around the metal ion are discussed. The small range of isomer shift values for iron(II) complexes confirms the similar geometry for all the complexes. 相似文献
8.
Supramolecular liquid-crystalline polyester complexes based on intermolecular hydrogen bonds between the carboxylic group and the pyridyl moieties was prepared by using non-liquid-crystalline H-donors, [3-chloro-4-(butyloxy)benzoic acid (2a), 3-chloro-4-(octyloxy)benzoic acid (2b), 3-chloro-4-(dodecyloxy)benzoic acid (2c) and 3-chloro-4-(tetradecyloxy)benzoic acid (2d)] and H-acceptor-polyester containing pyridyl units. Intermolecular hydrogen bond formation was confirmed by Fourier transform infrared spectroscopy. The liquid-crystalline behavior of the complex formed was established by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). The polyester complexes containing 2c and 2d donor components exhibit liquid crystalline mesophase and behave as side-chain liquid-crystalline polymers. Compared with unsubstituted parent acid, the presence of chloro group as a lateral substituent has a little negative effect on the induction of liquid crystallinity on the polyester complexes systems. The results show that the more stability of the obtained H-bonded complexes in comparison with analogues without 3-Cl substituents is due to the increased acidity of benzoic acid moiety. 相似文献
9.
The penta-glutamyl derivative of N-[4-[N-[3-(2,4-diamino-1,6-dihydro-6-oxo-5-pyrimidinyl)propyl]amino]-benzoyl)-L-glutamic acid (1, 5-DACTHF, 543U76) was synthesized by a convergent route. L-γ-Glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-glutamic acid heptakis t-butyl ester ( 20 ) was prepared in ten steps from L-glutamic acid di-t-butyl ester and N-(benzyloxycarbonyl)-L-glutamic acid α-t-butyl ester. 4-[N-[3-(2,4-Diamino-1,6-dihydro-6-oxo-5-pyrimidinyl)propyl]trifluoroacetamido]benzoic acid ( 6 ), which was synthesized from pyrimidinylpropionaldehyde 3 in three steps, was condensed with 20 , followed by deprotection to provide N-[4-[N-[3-(2,4-diamino-1,6-dihydro-6-oxo-5-pyrimidinyl)propyl]amino]benzoyl]-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-γ-glutamyl-L-glutamic acid ( 2 ). Hexaglutamate 2 is a potent inhibitor of glycinamide ribonucleotide transformylase. 相似文献
10.
The reaction of 1-(carbomethoxyalkyl)aziridines with thiols and mercapto acids, which leads to the formation of the corresponding sulfides and esters of S-substituted N-(2-mercaptoethyl)amino acids, was studied. The acid hydrolysis of o-[(N-carbomethoxyethyl)-2-aminoethylthio]benzoic acid and o-[(N-cyanoethyl)-2-aminoethylthio]benzoic acid leads to o-[N-(carboxyethyl)-2-aminoethylthio]benzoic acid hydrochloride. The cyclization of 1-[(N-carbomethoxyethyl)-2-aminoethylthio]benzoic acid in the presence of PCl3 gives 5-oxo-4-(carbomethoxyethyl)-6,7-benzoperhydro-1,4-thiazepine.See [1] for communication 11.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 921–923, July, 1981. 相似文献
11.
L. M. Potikha R. M. Gutsul V. A. Kovtunenko A. A. Tolmachev 《Chemistry of Heterocyclic Compounds》2010,46(4):457-467
The reaction of 2-(cyanomethyl)benzoic acid with amines RNH2 (R = Ar, Het, CH2Ar, CH2Het) leads to the formation of the corresponding 3-NHR-isoquinolin-1(2H)-ones. When R = CH2Ar and CH2Het, there is a side reaction involving hydrolysis of the hydrolytically-unstable intermediates, derivatives of 2-(2-amino-2-iminoethyl)benzoic
acid, leading to 2-R-isoquinoline-1,3(2H,4H)-diones. 相似文献
12.
Alvaro B. Onofrio Eliezer Jger Tiago A. S. Brando Adailton J. Bortoluzzi Faruk Nome 《Acta Crystallographica. Section C, Structural Chemistry》2006,62(5):o237-o239
The title compound (with the systematic name 2‐{[(1S)‐1‐(methoxycarbonyl)‐3‐methylbutyl]aminocarbonyl}benzoic acid), C15H19NO5, crystallizes in the monoclinic space group P21, with two independent molecules per asymmetric unit. The most notable difference between the two molecules is in the dihedral angles between the planes of the carboxyl group and the benzene ring, which are 3.5 (3) and 25.7 (1)°. This difference may account for the fact that two competing reactions are observed in aqueous solution, namely cyclization to form the imide N‐phthaloylleucine and hydrolysis of N‐(2‐carboxybenzoyl)‐l ‐leucine methyl ester to phthalic acid and leucine. 相似文献
13.
Acylation and cyclization reactions of 4-amino-5-(1,4-benzodioxan-2-yl)-4H-1,2,4-triazole-3-thiol were studied. Acylation of the title compound with substituted benzoyl chlorides gave the corresponding amides, whereas its reactions with substituted benzoic acids in the presence of POCl3 were accompanied by cyclization with formation of triazolothiadiazoles containing a 1,4-benzodioxane substituent. 4-Amino-5-(1,4-benzodioxan-2-yl)-4H-1,2,4-triazole-3-thiol reacted with substituted benzaldehydes to afford the corresponding Schiff bases, and its alkylation with chloroacetic acid in ethanol in the presence of sodium acetate gave S-ethoxycarbonylmethyl derivative. 相似文献
14.
We describe a convergent, enantioselective synthesis of (-)-tetracycline (1) from benzoic acid (17 steps, 1.1% yield). Benzoic acid was transformed into the AB precursor 2 in 10 steps (11% yield), as previously described, and the latter compound was activated toward Diels-Alder cycloaddition by the introduction of an alpha-phenylthio group (two steps, 66% yield). Heating of the resulting alpha-(phenylthio)enone (3) with the triethylsilyloxybenzocyclobutene derivative 4 at 85 degrees C gave the endo-Diels Alder adduct 5 in 64% yield. Deprotection and oxidation of the latter intermediate gave the 2-(phenylthio)-1,3-diketone 7, which was oxidized with m-chloroperoxybenzoic acid in the presence of trifluoroacetic acid. The sulfoxide intermediate(s) formed eliminated upon warming to 35 degrees C to give the anyhydrotetracycline derivative 8. Intermediate 8 underwent spontaneous autoxidation at 23 degrees C to form the hydroperoxide keto-9 stereoselectively. Without isolation, hydrogenolysis of 9 in the presence of palladium black gave (-)-tetracycline (42% yield from 7), indistinguishable from an authentic sample. 相似文献
15.
S. H. Tarulli O. V. Quinzani J. Dristas E. J. Baran 《Journal of Thermal Analysis and Calorimetry》2000,60(2):505-515
Complexes of Cu(II) with substituted o-acetoxy benzoic acids (5-haloaspirines, X-asp) with and without pyridine (py), of composition
[Cu2(X-asp)4] and [Cu(X-asp)2(py)2 ] have been synthesized and characterized. Electronic and vibrational spectroscopic data of these complexes are reported.
Its thermal behaviour was investigated by thermogravimetry and differential thermal analysis. In all complexes, the haloaspirinate
ligands decompose in two or three steps, starting with the break up of the coordinated acetoxy groups. CuO is obtained as
the final pyrolysis residue in all cases.
This revised version was published online in August 2006 with corrections to the Cover Date. 相似文献
16.
Jrg Lincke Daniel Lssig Harald Krautscheid 《Acta Crystallographica. Section C, Structural Chemistry》2009,65(12):m488-m490
The isomorphous title complexes, dichlorido[4‐(3,5‐dimethyl‐4H‐1,2,4‐triazol‐4‐yl)benzoic acid‐κN1]zinc(II) dihydrate, [ZnCl2(C11H11N3O2)2]·2H2O, and dibromido[4‐(3,5‐dimethyl‐4H‐1,2,4‐triazol‐4‐yl)benzoic acid‐κN1]zinc(II) dihydrate, [ZnBr2(C11H11N3O2)2]·2H2O, were synthesized and crystallized by slow evaporation of the solvent from a solution of the ligand and either zinc chloride or zinc bromide, respectively, in water/ethanol. The ZnII ions occupy twofold axes in the noncentrosymmetric orthorhombic space group Fdd2. The metal ion is approximately tetrahedrally coordinated by two monodentate triazole groups of the ligands and additionally by two halide ions. The water molecules incorporate the complexes into a three‐dimensional framework made up by hydrogen bonds. Furthermore, each complex possesses two hydrogen‐bond‐donor sites represented by the carboxy groups and two acceptor sites at the noncoordinating N atoms of the triazoles. 相似文献
17.
Adama Moussa Sakho Dafeng Du Wenjie Li Shuangshuang Liu Dongsheng Zhu Lin Xu 《Heteroatom Chemistry》2010,21(5):304-313
Three new organotin(IV) carboxylates of composition [(R)2Sn(O2CC6H4C‐OC6H4CH3)2] 1 , [(R)2Sn(O2CC6H4COC6H4‐C2H5)2]2 2 , and R3SnO2 CC6H4COC6H4CH3 3 , were obtained by reactions of (R)2SnO [R = o‐tolyl] with 2‐(4‐methyl benzoyl) benzoic acid and 2‐(4‐ethyl benzoyl) benzoic acid, and reaction of Cy3SnOH [Cy = cyclohexyl] with 2‐(4‐methyl benzoyl) benzoic acid, respectively. The complexes 1 , 2 and 3 have been characterized by elemental analysis, infrared (IR), 1HNMR, and X‐ray crystallography diffraction analyses. The complex 1 has two folded symmetrical structure; the tin atom in 1 is found to adopt a distorted toward skew‐trapezoidal bipyramidal geometry. Molecular structure of the complex 2 is centrosymmetric, and the internal tin atom is five‐coordinated and is in distorted trigonal bipyramidal geometry. The crystal structure of the complex 3 is found to exhibit distorted tetrahedral geometry. Pilot studies have indicated that the complexes 1 and 2 have shown good antitumor activities. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:304–313, 2010; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20614 相似文献
18.
Daniel Decato Michael Jahnke Orion Berryman 《Acta Crystallographica. Section C, Structural Chemistry》2023,79(9):344-352
Three conformational polymorphs of 3-(azidomethyl)benzoic acid, C8H7N3O2, are reported. All three structures maintain similar carboxylic acid dimers and π–π stacking. Crystal structure analysis and computational evaluations highlight the azidomethyl group as a source of conformational polymorphism, thus having potential implications in the design of solid-state reactions. 相似文献
19.
Vergil Percec James H. Wang Shigeru Okita 《Journal of polymer science. Part A, Polymer chemistry》1991,29(12):1789-1800
This article describes the synthesis and the cation-radical polymerization (Scholl reaction) of 1,3-bis[4-(1-naphthoxy) benzoyl] benzene ( 6 ) and 1,4-bis[4-(1-naphthoxy) benzoyl]- benzene ( 7 ) initiated by FeCI3. This polymerization produced poly(ether ether ketone ketone)s (PEEKK) of number average molecular weight (M?n) up to 5400 g/mol. The synthesis of bis[4-(1-naphthoxy) phenyl] methane ( 8 ), 1,3-bis[4-(1-napthoxy) phenylmethyl] benzene ( 9 ), and 1,4-bis[4-(1-naphthoxy) phenylmethyl] benzene ( 10 ) are also described. Polyethers of M?n up to 15400 g/mol at a FeCl3/monomer molar ratio of 2/1 were obtained. An increased polymerizability of the monomers 9 and 10 containing two CH2 groups versus that of the corresponding monomers containing two carbonyl groups ( 6 and 7 ) was observed. This enhanced polymerizability was explained based on the increased nucleophilicity of monomers 9 and 10 . 相似文献
20.
L. Patron G. Marinescu D. Culita L. Diamandescu O. Carp 《Journal of Thermal Analysis and Calorimetry》2008,91(2):627-632
The thermal stability of two amino acid-(tyrosine and tryptophan) coated magnetite and their corresponding precursors, [Fe2IIIFeII(Tyr)8]·9H2O and [Fe2IIIFeII(Trp)2(OH)4](NO3)2·8H2O (where tyrosine=Tyr and tryptophan=Trp), was analyzed in comparison with free amino acids. The complexes present a lower
thermal stability relative to the free ligand, due to the catalytic effect introduced by the iron cation and the presence
of NO3− groups. The presence of NO3− group determines also a different degradation’s stoichiometry of the amino acid anion comparative with the one expressed
by the free ligand molecule. The amino acid bonded to magnetite decomposes in two steps, its presence inducing an increasing
of γ-Fe2O3→Fe2O3 conversion temperature. 相似文献