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1.
Christine Ivancsics Prof. Dr. Erich Zbiral 《Monatshefte für Chemie / Chemical Monthly》1975,106(2):417-428
β-Acetylvinyl-triphenylphosphonium bromide1 reacts with CMP to form the 3,N4-etheno-derivative {[6-(5′-phosphoribofuranosyl)-2-methyl-5-oxo-imidazo [1.2-c]pyrimidin-3-yl]-methyl}triphenyl-phosphonium bromide (2). Guanine affords mainly the lin. condensation product [(6-methyl-9-oxo-imidazo[1.2-a]-purin-7-yl)-methyl]triphenylphosphonium bromide (3) and the angular tricyclic product [(6-methyl-9-oxo-imidazo[2.1-b]purin-5-yl)-methyl]-triphenylphosphonium bromide (4). For comparison we synthesized the angular condensed heterocycle5, (6.8-dimethyl-9-oxo-imidazo[2.1-b]purin-5-yl)-methyl]triphenylphosphonium bromide, by reaction of 1-methylguanine with1, and the corresponding linear derivative6 [(4.6-dimethyl-9-oxo-imidazo[1.2-a]purin-7-yl)-methyl]-triphenylphosphoniumbromide from 3-methylguanine and1. AHofmann-type degradation of3 with the anion of diethyl malonate led to7, diethyl (6-methyl-9-oxo-imidazo[1.2-a]purin-7-yl)-methylmalonate, a compound whose structure resembles some Y-bases in t-RNA.Wittig reaction of the silylated nucleoside derivative8 a {[2-methyl-5-oxo-6-(2′.3′.5′-tris-trimethylsilyl)-ribofuranosyl-imidazo[1.2-c]pyrimidin-3-yl]methyl}-triphenylphosphonium bromide, with C6H5CHO resulted in the 2-methyl-3(ω-styryl)-6[2′.3′.5′-tris-(trimethylsilyl)]ribofuranosyl-imidazo[1.2-c] pyrimidin-5-one (9). 相似文献
2.
Structure effect on photochromic mechanism of 1,3-dimethyl-3,2′-(1,3-propyl-ene)spiro-[indoline-2,3′-[3H]naphtho[2,1-b][1,4]oxazine] (SP1) and 1,2′-(1,3-propylene)-3,3-dimethylspiro[indoline-2,3′[3H]naphtho[2,1-b]-[1,4]oxazine] (SP2) has been studied by AM1 calculation. The colored forms of SP1 and SP2 were fully optimized by AM1 method, and the results support the keto structures. The calculation results on stability of colored forms are agreeable with published experimental results. 相似文献
3.
Derivatives of 5H-thiazolo[3.2?a]thieno[2.3?d]pyrimidine(A), 5H-[1]benzothieno[2.3?d]thiazolo[3.2?a]pyrimidine (B), 4H-thiazolo[3.2?a]thieno[3.2?e]pyrimidine (C) and 5H-[1]benzo-thieno[3.2?e]thiazolo[3.2?a]pyrimidine (D) were synthesized by various methods. Similar reactions are leading to derivatives of thieno[2′.3′∶4.5]pyrimido[2.1?b][1.3]thiazine (E) and [1]benzothieno[2′.3′∶4.5]pyrimido[2.1?b][1.3]thiazine (F).C, D, E, andF are new heterocyclic ring systems. Detailed papers will appear soon. 相似文献
4.
Klaus Schweiger Winfried Wendelin Christoph Kratky 《Monatshefte für Chemie / Chemical Monthly》1983,114(12):1359-1370
5,6-Dihydro-4-hydroxy-6,6-dimethyl-2H-thiopyrane-2-thione (1 I) and its tautomer 2-mercapto-4H-thiopyrane-4-one (1 II) react with aliphatic aldehydes under different reaction conditions to yield mainly 5R-7,8-dihydro-2H,5H,6H-thiopyrano[2,3—b:6,5—b′]-bisthiopyran-4,6(3H)-diones2 and 2′R,4′R-5,6,6′,7′-tetrahydro-2-thioxo-spiro(4H-thiopyran-3(2H), 3′(4′H)-2′H,5′H-thiopyrano-[2,3—b]-thiopyran)-4,5′-diones3. The mechanisms of formation of the condensates2 and3 and their stereochemistry are discussed. The reaction yielding2 is analogous to the condensation of dimedone with subsequent anhydride formation.3 might be generated byDiels-Adler reaction of intermediately formed 2-thioxo-3-alkylidenethiopyranones4. An X-ray crystal structure analysis was carried out on3 b to establish its configuration and conformation. 相似文献
5.
H. K. Gakhar Anju Jain J. K. Gill Shashi Bhushan Gupta 《Monatshefte für Chemie / Chemical Monthly》1983,114(3):339-342
3-Methyl-6H-[1,2,4]triazolo[4′,3′: 4,5] [1,3,4]thiadiazolo[2,3-b]quinazolin-6-one (6) has been synthesized by the condensation of isatoic anhydride (1) with 4-amino-5-mercapto-3-methyl-[1,2,4]triazole (2) and final cyclisation of the intermediate3 with POCl3 and PCl3. Alternatively6 could also be synthesized by the condensation of 3-amino-2-mercapto-3H-quinazolin-4-one (7) withN-carbethoxy hydrazine in presence of hydrochloric acid and final cyclisation of the intermediate8 with acetic acid. The structures have been confirmed on the basis of IR, PMR and analytical results. 相似文献
6.
Maryam Malekdar Avat Arman Taherpour Issa Yavari Kambiz Larijani 《Structural chemistry》2014,25(5):1483-1493
The reactions on benzotriazoles continue to happen to reach interesting varieties of their derivatives. This study reports a fast one-pot microwave-assisted solvent-free synthesis of N-alkenyl-1,2,3-benzotriazole (3, 5, and 7) and 1-(2-Alkyloxycarbonyl-vinyl)-1H-[1–3] triazole-4-carboxylic acid methyl ester (8 and 9) derivatives by nucleophilic addition reactions of 1,2,3-benzotriazole (C6H5N3) (1) and 1H-[1–3] triazole-4-carboxylic acid methyl ester (C4H4N3O2) (1′) with R-propiolates (R = Me, Et; 2 & 4) and phenylacetylene 6 in good yields. The values of activation energy for rotation around C–N bond in the synthesized N-alkenyl-1,2,3-triazole compounds were studied by DFT-B3LYP/6-31G* method. 相似文献
7.
Cyclization of N-(3-carbamoyl-2-thienyl)-pseudosaccharinic amides gave derivatives of 4H-thieno[2′.3′∶4.5]pyrimido-[1.2-b][1.2]benzisothiazole (A) and 13H[1]benzothieno[2′.3′∶4.5]-pyrimido[1.2-b][1.2]benzisothiazole (B), two new heterocyclic ring systems. 相似文献
8.
Prof. Dr. Fritz Sauter Peter Stanetty Eike Schrom Gerhard Sengstschmid 《Monatshefte für Chemie / Chemical Monthly》1978,109(1):53-61
Derivatives of the following six ring systems were synthesized:
- 3,10-Dihydro-[1]benzothieno[2,3-d]imidazo[1,5-a]-pyrimidine (I)
- 6H-[1]Benzothieno[2,3-d]pyrazino[1,2-a]pyrimidine (II)
- 1,5-Dihydro-[1]benzothieno[2,3-d]imidazo[1,2-a]-pyrimidine (III)
- 6H-[1]Benzothieno[2,3-d]pyrimido[1,2-a]pyrimidine (IV)
- 1,5-Dihydro-imidazo[1,2-a]thieno[2,3-d]pyrimidine (V)
- 4H-Pyrimido[1,2-a]thieno[2,3-d]pyrimidine (VI)
9.
Renata Gašparová Pavol Koiš Margita Lácová Silvia Kováčová Andrej Boháč 《Central European Journal of Chemistry》2013,11(4):502-513
The key 3-(2-oxo-2H-chromen-3-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetates 3 were synthesized in high yields by cyclocondensation of 4-oxo-4H-chromen-3-carbaldehydes 1 with coumarin-3-acetic acids 2 under mild conditions. The reaction pathway involves aldol condensation and subsequent intramolecular lactonization to afford 2-oxo-2H,5H-pyrano[3,2-c]chromene skeleton 3. Further treatment of acetates 3 with alcohols, water or nitrogen containing compounds led to 5-alkoxy-, 5-hydroxy- or 5-acylamino-2H,5H-pyrano[3,2-c]chromen-2-ones 4-6 via nucleophilic substitution of acetyloxy group at C-5. Acetates and hydroxyl derivatives 3 and 5 undergo facile rearrangement in an acid medium yielding 5-hydroxypyrano[2,3-b]chromen-2(10aH)-ones 7. Twelve prepared compounds were evaluated on their antineoplastic activities on 60 human tumour cell line panels in NCI USA. The obtained biological results confirmed that 3-(2-oxo-2H-chromen-3-yl)-2H,5H-pyrano[3,2-c]chromen-2-one represents a new leading skeleton suitable for further antitumour activity study. 相似文献
10.
Winfried Wendelin Ilse Zmölnig Hans-Wolfgang Schramm 《Monatshefte für Chemie / Chemical Monthly》1980,111(5):1189-1202
Guanidine reacts with cyclohexanone, cycloheptanone, acetone and 3-pentanone, resp., in a molar ratio 2∶1 to give the 1,3,5-triazaspiro[5.5]undeca-and [5.6]dodeca-1,3-dien-2,4-diamines3 a and3 b resp. and the 6,6-dimethylresp. diethyl-1,6-dihydro-1,3,5-triazin-2,4-diamines3 d and3 e resp. On the contrary, action of guanidine on cyclopentanone yields not3 c, but the 1′,5′,7′-tetrahydrospiro[cyclopentane-1,4′-cyclopentapyrimidine]-2′(3′H)-imines2 c, 5 c and6 c resp., which are 1∶2- and 1∶3-condensates. Phenylacetone is transformed by guanidine (1∶2) to give 6-phenyl-2,4-pyrimidindiamine (8 f). The structure of the compounds cited is proved by NMR-, IR-, and (partially) mass spectra. The different courses of the formation of3 a, b, d, e, 2 c, 5 c and6 c resp. and8 f are also discussed. The structural formulae of some additional bases, which were synthesized from guanidine and cyclopentanone, 3-pentanone and phenylacetone resp. could not be established. 相似文献
11.
Dihydro-6-methyl-4-phenyl-2(1H)-pyrimidinthione (1 a) reacts with formaldehyde and amines to 6-(2′-dialkylaminoethyliden)-tetrahydro-resp. 6-(2′-dialkylaminoethyliden)-tetrahydro-5-dialkylaminomethyl-2(1H)-pyrimidinthiones (2) as well as 6-alkyloctahydro-8a-ethoxy- resp. hydroxypyrido-[4,3-d]-pyrimidine-2(1H)-thiones (5). 相似文献
12.
Two zinc(II) complexes [Zn(6,6′-dimethyl-2,2′-bipy)Cl2] n (1) and [Zn(6,6′-dimethyl-2,2′-bipy)I2] n (2) are synthesized from the reaction of the 6,6′-dimethyl-2,2′-bipy ligand with ZnCl2 and ZnI2. Zinc(II) oxide nanoparticles are synthesized by the thermolysis of [Zn(6,6′-dimethyl-2,2′-bipy)Cl2] n (1) and [Zn(6,6′-dimethyl-2,2′-bipy)I2] n (2) at two different temperatures. The ZnO nanoparticles are characterized by X-ray diffraction and scanning electron microscopy (SEM). SEM images show the average size of the ZnO nanoparticles produced of 50 nm and 60 nm in compounds 1 and 2 respectively. 相似文献
13.
V. V. Davydov V. I. Sokol N. V. Rychagina R. V. Linko M. A. Ryabov P. V. Strashnov V. S. Sergienko 《Russian Journal of Inorganic Chemistry》2014,59(9):927-934
The [Cu2(L-H)2Cl2] compound (I) has been obtained by the reaction of 9(E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazone with copper(II) chloride. The crystal and molecular structure of I has been determined by X-ray crystallography. The L-H anion acts as a tridentate chelating ligand and is coordinated to the Cu atom through the O(1) atoms of the phenanthrenequinone moiety, the N(1) atom of the dihydroisoquinoline moiety, and the N(3) atom of the azo group to form two five-membered chelate rings. Complex I is a dimer with a double chloride bridge. The coordination polyhedron of the Cu atom is completed to a distorted pyramid by two chlorine atoms. The molecular and electronic structures of the L molecule and the model [Cu(L-H)Cl] complex have been determined by the density functional theory method. Spectroscopic characteristics of I have been determined. 相似文献
14.
V. P. Zelenov A. A. Voronin A. M. Churakov Yu. A. Strelenko M. I. Struchkova V. A. Tartakovsky 《Russian Chemical Bulletin》2013,62(1):117-122
3-Amino-4-(tert-butyl-NNO-azoxy)furoxan (1a) and 4-amino-3-(tert-butyl-NNO-azoxy)-furoxan (1b) and their acetyl derivatives 6a,b were obtained. The equilibria 1a ai 1b and 6a ? 6b were studied. Furoxan 6b can undergo thermal rearrangement into 3-[(tert-butyl-NNO-azoxy)(nitro)methyl]-5-methyl-1,2,4-oxadiazole (7), prolonged heating of which gives N-(2-tert-butyl-5-nitro-1-oxido-2H-1,2,3-triazol-4-yl)acetamide (8). With the transformation 7 → 8 as an example, the possibility of participation of the azoxy group in the Boulton-Katritzky rearrangements was demonstrated for the first time. 相似文献
15.
V. A. Kopotkov S. V. Simonov O. V. Koplak A. I. Dmitriev E. B. Yagubskii 《Russian Chemical Bulletin》2013,62(8):1777-1785
The first MnIII complexes with Schiff bases and tricyanomethanide-anion were synthesized: [Mn(salen)C(CN)3(H2O)] (1), [Mn(5-Brsalen)C(CN)3(H2O)] (2), [Mn(salpn)C(CN)3(H2O)] (3), [Mn(3-MeOsalen)C(CN)3(H2O)] (4), [Mn(5-Brsalen)(MeOH)(H2O)][C(CN)3] (5), and [Mn(3-MeOsalpn)(H2O)2][C(CN)3] (6), where SalenH2 is N,N′-bis(salicylidene)ethylenediamine, 5-BrsalenH2 is N,N′-bis(5-bromosalicylidene)ethylenediamine, SalpnH2 is N,N′-bis-(salicylidene)-1,3-diaminopropane, 3-MeOsalenH2 is N,N′-bis(3-methoxysalicylidene)-ethylenediamine, 3-MeOsalpnH2 — N,N′-bis(3-methoxysalicylidene)-1,3-diaminopropane. The tricyanomethanide anion in complexes 1–4 acts as a the terminal ligand, whereas in complexes 5 and 6 tricyanomethanide is not coordinated by MnIII and acts as an out-of-sphere counterion. The structures of complexes 1–4 are characterized by the formation of dimers due to hydrogen bonds between the water molecules and oxygen atoms of the Schiff bases. The Mn...Mn distances inside the dimers are 4.69–5.41 Å. Complex 6 has a zigzag chain structure consisting of the [Mn(3-MeOsalpn)(H2O)2]+ cations bound by double bridging aqua ligands. The study of the magnetic properties of complexes 1, 3, 4, and 6 showed the existence of antiferromagnetic interactions between the MnIII ions through the system of hydrogen bonds. 相似文献
16.
Reactions of thioquinanthrene (1) with primary and secondary sodium alcoholates yielded sodium 4-[1-alkyl-4(1 H)-quinolon-3-ylthio]-3-quinoline-thiolates (2), which were characterized by theirS-methyl derivatives (total yields 70–90%). 相似文献
17.
I. L. Fedushkin M. V. Moskalev A. A. Skatova G. K. Fukin G. A. Abakumov 《Russian Chemical Bulletin》2013,62(3):731-744
The gallium and aluminum complexes containing the redox-active ligand (dpp-bian)Ga-Ga(dpp-bian) (1), (dpp-bian)Al-Al(dpp-bian) (2), or (dpp-bian)AlI(Et2O) (3) (dpp-bian is 1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene) react with alkyl butynoates Me-C≡C-CO2R (R = Me, Et) to form C-C bonds between the dpp-bian ligand and alkyne. The reaction of complex 1 with methyl 2-butynoate and 4-chloroaniline in a molar ratio of 1: 2: 2 affords 7-(2,6-diisopropylphenyl)-10-methylacenaphtho[1,2-b]pyridin-8(7H)-one (4) containing no gallium. In the reaction of complex 2 with methyl 2-butynoate, alkyne is inserted into the skeleton of the dpp-bian ligand to form 4-(dpp-AIE)-9-(2,6-diisopropylphenyl)-8-(1,3-dpp-2MBIDP)-3,7-dimethoxy-1,5-dialuma-9-aza-2,6-dioxabicyclo[3.3.1]nonadiene-3,7 (5) (dpp-AIE is 1-[2-(2,6-diisopropylphenylimino)acenaphthen-1(2H)-ylidene]ethyl; 1,3-dpp-2MBIDP is 1,3-bis(2,6-diisopropylphenylimino)-2-methyl-2,3-dihydro-1H-phenalen-2-yl). The reactions of complex 3 with methyl and ethyl 2-butynoates afford dimeric derivatives [-OC(OR)=C(2,3-dpp-1MBIDP)Al(I)-]2 (2,3-dpp-1MBIDP is 2,3-bis(2,6-diisopropylphenylimino)-1-methyl-2,3-dihydro-1H-phenalen-2-yl; R = Me (6), Et (7)). The reaction of complex 3 with methyl 2-butynoate gives the product isomeric to compound 6: [-OC(OCH3)=C(1,3-dpp-2MBIDP)Al(I)-]2 (8), which cleaves THF resulting in complex [-OC(OCH3)=C(1,3-dpp-2MBIDP)Al(OC4H8I)-]2 (9). Complex (dpp-bian)Al(acac) (10), obtained by the reduction of dpp-bian with aluminum in the presence of Al(acac)3 in diethyl ether at ambient temperature, is inert towards acetylene, phenylacetylene, and alkyl butynoates. Compounds 4–7 and 10 were characterized using IR spectroscopy, and compounds 4, 7, and 10 were additionally characterized by 1H NMR spectroscopy. The structures of compounds 4–7, 9, and 10 were determined by X-ray diffraction analysis. 相似文献
18.
Gustav Zigeuner Klaus Schweiger Hans-Wolfgang Schramm 《Monatshefte für Chemie / Chemical Monthly》1983,114(8-9):923-935
Hydrolysis of the 4-alkyliminothiopyrano[2,3-b]pyridinedioles (5) and 4-alkylaminothiopyrano[2,3-b]pyridones (6) resp. with 10% NaOH gives 5,7-dihydroxy-2H-thiopyrano[2,3-b]pyridine-4(3H)-one (7).7 can be obtained in better yield by reaction of 4-dimethylamino-2(1H)-pyridinethione (8) with bistrichlorphenylethylamlonate (2). Aminolysis of7 affords the two isomeric products5 and6. On treatment with hydrazines,7 reacts only to 4-hydrazonoderivatives5. By heating in bromobenzene5d is cyclisized to 1H-5,1,2,6-thiatriaza-acenaphthylen-7-ol (11). On methylation with methyljodide5,6 and7 furnish the 7-methoxyproducts13,14 and12. By heating in 20% NaOH7 is transformed into the 2-thioxo-3-pyridylmethylketone16 A and its tautomer, 2-mercapto-3-pyridylmethylketone16 B. The structures of5,6 and7 are discussed. 相似文献
19.
V. B. Sokolov A. Yu. Aksinenko T. A. Epishina T. V. Goreva 《Russian Chemical Bulletin》2012,61(11):2137-2139
The behavior of methyl 3,3,3-trifluoro-2-(thiazol-2-ylimino)propionate (1) in cycloaddition and cyclocondensation reactions was studied. Cycloaddition of dimethylcyanamide to imine 1 gave a thiazolo[3,2-a][1,3,5]triazine derivative. Cyclocondensations of imine 1 with 2-aminothiazoline, N-cyclohexylbenzamidine, methyl (Z)-3-aminobut-2-enoate, and 6-amino-1-benzyluracil yielded dihydroimidazo[2,1-b]thiazol-5(6H)-one, 4,5-dihydroimidazol-5-one, 4,5-dihydro-1H-pyrrol-5-one, and dihydro-1H-pyrrolo[2,3-d]pyrimidine-2,4,6-trione derivatives, respectively. 相似文献
20.
Ryoukou Kumabe 《Tetrahedron letters》2004,45(4):703-706
The autoxidation of a mixture of 1,1-diarylsubstituted alkenes 4 and 4-hydroxy-1H-quinolin-2-ones 5 in the presence of a catalytic amount of manganese(III) acetate dihydrate in air gave 3,3-bis(2-hydroperoxyethyl)-1H-quinoline-2,4-diones 6 in 31-91% yields together with [4.4.3]propellane-type cyclic peroxides 7 (10-34%). A similar aerobic oxidation of 3-substituted quinolinones 8 yielded cyclic peroxide derivatives 9 and/or 3-hydroperoxyethylated quinolinediones 10 depending on the substituent. The structures of the bis(hydroperoxide) 6 (R1=Me, Ar=4-ClC6H4) and the [4.4.3]propellane 7 (R1=Me, Ar=Ph) have been corroborated by X-ray crystallography. 相似文献