A New Facile Synthesis of 5-Alkyl-2-Aryl-3H-Pyrazol-3-Ones

The title compounds widely used in construction of pigments and antimaterials are most usually prepared by condensation of arylhydrazines and β-keto esters ^1,2. Although a number of 5-methyl and aryl derivatives have been obtained, other 5-alkyl-3-pyrazolones are rarely mentioned in literature ³ because of the lack of a convenient method to prepare the approperate β-keto esters used in condensation.     

Synthesis and characterization of copolymers from 4-halo(chloro, bromo) salicylic acid

Copolymers have been prepared by condensing a mixture of either 4-chloro or 4-bromosalicylic acid and any one of the comonomer like salicylic acid,p-hydroxybenzoic acid,p-aminosalicylic acid,p-aminobenzoic acid,p-cresol andp-halo(chloro, bromo)phenol with formaldehyde in the presence of 5M H₂SO₄. Copolymer composition of each of the copolymer has been estimated on the basis of halogen content and/or on the basis of results of non-aqueous titrations of the copolymer against standard sodium methoxide and/or tetra-n-butylammonium hydroxide. The IR spectral characteristics of copolymers have been noted. The viscometric and thermal studies of copolymers have also been carried out.     

Synthesis and Properties of Tetraamminebis(1-methyl-5-aminotetrazole-N3,N4)cobalt(III) Perchlorate

Physicochemical and explosive properties of tetraamminebis(1-methyl-5-aminotetrazole-N ³,N ⁴) cobalt(III) perchlorate were studied. The possibility of using this compound as priming charge was demonstrated.     

New regional isomers of 1-methyl-5-(trifluoromethyl)pyrazoles

Utilizing the recently reported compound, 1-methyl-5-(trifluoromethyl)-2,3,4,5-tetrahydropyrazol-3-one, 4 , a series of regional isomers of 1-methyl-5-(trifluoromethyl)-3-chloropyrazole, newly substituted in the 4-position were prepared by original syntheses. Chief among them was the new regional 4-hydroxy isomer, 3a , a linkage reagent valuable for preparing new SAR candidates in the bio-active pyrazole phenyl ether series.     

1—烷基—2—甲基—4—硝基咪唑类化合物的合成及生物活性

利用固－液相转移催化法合成了７种α，ω－双［１－（２－甲基－４－硝基咪唑基）］烷烃和２０种１－烷基－２－甲基－４－硝基咪唑类化合物，大多数化合物收率在８５％以上。初步生物活性试验结果表明，部分化合物具有一定的抗炎、抗菌、镇痛、镇静或抗脑缺氧活性。     

Facile Synthesis of 6-Aryl-3-cyanopyridine-2-(1H)-thiones from Aryl Ketones

An improved synthesis of 6-aryl-3-cyanopyridine-2-(1H)-thiones utilizing enaminones as starting materials catalyzed by 1,4-diazabicyclo[2.2.2]octane (DABCO) was described. Moreover, a convenient one-pot conversion of aryl ketones to 6-aryl-3-cyanopyridine-2-(1H)-thiones was also developed in moderate to good yields (up to 80%).     

Synthesis and Catalytic Properties of Copper(II) 1-Aryl-5-Benzothiazolylformazanates

New copper(II) benzothiazolylformazane complexes were synthesized and immobilized on AN-18 anion exchanger. The influence of the composition of the coordination core of copper(II) benzthiazolyl-formazanates and temperature on their catalytic properties in decomposition of H₂O₂ and oxidation of Na₂S in aqueous solution was studied.__________Translated from Zhurnal Prikladnoi Khimii, Vol. 78, No. 6, 2005, pp. 957–961.Original Russian Text Copyright © 2005 by Gorbatenko, Pervova, Lipunova, Maslakova, Lipunov, Sigeikin.     

Synthesis and Mesomorphic Properties of New 3-Aryl-5-cyano-4,5-dihydroisoxazoles

New 3-aryl-5-cyano-4,5-dihydroisoxazoles possessing liquid crystalline properties were synthesized in two ways. The key stage in both procedures is 1,3-dipolar cycloaddition of nitrile oxides to acrylonitrile.     

A New Synthesis of 3-Aryl-5-Arylmethylene-2(5H)-Furanones

A recent report about the synthesis of di and tri-substituted 2 (5H)-furanones starting from bromoaldehydes and potassium phenyl-acetate¹ prompts us to report our own studies on the preparation of 3-aryl-5-arylmethylene-2 (5H)-furanones (or butenolides) 1. We have earlier reported² a general method for the synthesis of 1 from phenylpropargyl aldehyde, 2 and arylacetic acids. Although several methods have been reported for the synthesis of the parent compound 1 (R = R₁ = Ph)^3–6, these methods have not been extended to other substituted furanones. Saikachi and Taniguchi⁷ prepared 1 (R = 5-nitro-2-thenyl, R₁ = 2-thenyl and 2-furyl) in 16–17% yields.     

3-甲基-5-苯基-2-芳基吗啉盐酸盐合成及其抗实验性抑郁活性

苯基氨基乙醇;芳基吗啉;合成;抗抑郁活性     

5(4)-Chloro-1-(2,4-dinitrophenyl)pyrazoles from 2,4-Dinitrophenylhydrazones of Chlorovinyl Ketones and β,β-Dichloroacrolein

A method has been developed for obtaining 3-alkyl(phenyl)-4(5)-chloro-1-(2,4-dinitrophenyl)pyrazoles from appropriate dinitrophenylhydrazones of 1-chloro-, 1,2-, and 2,2-dichlorovinyl ketones by heating the latter in polyphosphoric acid. The structure of the pyrazoles was studied by IR and ¹H NMR spectroscopy. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1012–1019, July, 2005.     

1-烷基-3-甲基咪唑l-乳酸盐的合成及其物理性质

离子液体;手性离子液体;烷基甲基咪唑l-乳酸盐     

3-Alkyl- bzw. 3-Aryl-3,4-dihydro-6-methyl-2(1H)-pyrimidinthione durchDimrothumlagerung von 2-Amino-4H-1,3-thiazinen

The 3,4-dihydro-3,4,4,6-tetramethyl- and 4,4,6-trimethyl-3-phenyl-2(1H)-pyrimidinethione (1 c, d), resp. as well as the corresponding trimethyl compound1 e are formed byDimroth rearrangement of 2-methylamino- and 2-amino-4,6,6-trimethyl-6H-1,3-thiazine (2 a, b) and of 3,6-dihydro-4,6,6-trimethyl-2-phenylimino-2H-1,3-thiazine (3 b), resp. The rearrangement takes place under thermal heterolysis of the 1–6 bond of2 a, b and3 b. The reactive behaviour1 c, d is almost equal to1 e, but the pyrimidine ring of1 d is more labile than those of1 c, e.     

A Simple Route to New N(3)-Substituted 5-Aryl-2-(dialkylamino)-1,3-oxazolium Salts and N(1)-Substituted 4-Aryl-2-(dialkylamino)-1H-imidazoles

In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12 , a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14 , the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)₂SO₂. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH₄OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AM1 calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13 .     

4-(1-芳基-3-烃基-3-氧代丙胺基)-N-(5-甲基-3-异噁唑基)苯磺酰胺的 合成与抗糖尿病活性的初步研究

为寻找新型高效低毒的过氧化物酶体增殖物激活受体(PPAR)激动剂, 通过Mannich反应一步合成了13个含有磺胺甲噁唑结构单元的未见报道的β-氨基酮衍生物, 收率为39.8%～92.5%. 化合物的结构通过IR, 1H NMR, 13C NMR, ESI MS和HRMS表征. 生物活性测试结果表明, 化合物1a能够显著激活PPAR反应元件. 文中还对合成反应条件及化合物结构-活性关系进行了初步讨论.     

2-(1-苯基/取代苯基-3-甲基-5-氯-1H-4-吡唑基)-3-芳酰胺-4-噻唑啉酮的合成及生物活性

利用1-芳基-3-甲基-5-氯-1H-4-吡唑醛(2)分别与取代苯甲酰肼反应, 进一步与巯基乙酸关环, 合成了11个新的2-(1-芳基-3-甲基-5-氯-1H-4-吡唑基)-3-芳酰胺-4-噻唑啉酮类化合物 3a～3k, 并利用元素分析, IR, ¹H NMR和X-ray晶体衍射确定了其结构. 初步生物活性表明: 3e具有杀菌活性, 3e和3k具有除草活性.     

Synthesis and Properties of 2-Alkyl-1-(2-aminoethyl)pyrroles

3-Chloropropenyl alkyl ketones or 2-methoxy-3-chloropropyl alkyl ketones in reaction withethylenediamine furnish previously unknown 2-alkyl-1-(2-aminoethyl) pyrroles. Their reaction with 2'2'-dichlorodiethyl ether gave rise to 2-alkyl-1-(2-morpholinoethyl)pyrroles, with anhydrides ofdicarboxylic acids the corresponding amidoacids and imides of dicarboxylic acids were obtained.     

Regioselective addition of hydrazines to allenylacetylenes — Convenient route to 3(5)-methyl-5(3)-substituted pyrazoles

It is shown that hydrazine hydrate, methylhydrazine, and phenylhydrazine add smoothly and regioselectively to allenylacetylenes to give 3(5)-methyl-5(3)-sub-stituted pyrazoles. In addition to the principal process, isomerization of allenylacetylenes to methyldiacetylenes, and the degree of which depends on the structure of the substrate, is observed in the reaction of methylhydrazine in an aqueous alcohol medium.Communication 98 from the series Reactions of unsaturated compounds. See [1] for communication 97.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 230–238, February, 1984.     

Synthesis and Structure of 3-Aryl-2,4-dibenzoyl-5-hydroxy-5-methylcyclohexanones and 2-Benzoyl-5-hydroxy-5-methyl-3-phenylcyclohexanone

The reaction of benzoylacetone with aromatic aldehydes under basic catalysis conditions afforded 3-aryl-2,4-dibenzoyl-5-hydroxy-5-methylcyclohexanones. The reaction of benzoylacetone with benzalacetone led to the formation of 2-benzoyl-5-hydroxy-5-methyl-3-phenylcyclohexanone.     

Synthesis of α-methyl-β-(3-methylpyrazol-1-yl)-and α-methyl-β-(5-methylpyrazol-1-yl)propionic acids and their esterification with vinyl acetate

α-Methyl-β-(3-methylpyrazol-1-yl)-and α-methyl-β-(5-methylpyrazol-1-yl)propionic acids were synthesized by reaction of 3(5)-methylpyrazole with methyl methacrylate, followed by separation of the resulting isomeric esters and their hydrolysis. Esterification of the title acids was performed via vinyl exchange reaction with vinyl acetate in the catalytic system mercury acetate-trifluoroacetic acid.