The bromination of 2-amino- and 2-acetylamino-4-(2-furyl)-thiazoles

The bromination of 2-amino-and 2-acetylamino-4-(2-furyl)thiazoles has been studied, and it has been shown that bromination takes place first in the furan ring and then, with an excess of bromine, also in the thiazole ring in position 5.     

2-乙酰氨基-3,4,6-三乙酰葡萄糖的合成

细菌内毒素(ＬＰＳ)是革兰氏阳性阴性菌细胞外膜层的主要成分,由其引起的革兰氏阴性杆菌脓度症和休克是导致战创伤病人死亡的主要原因之一。而从类脂Ａ(ＬｉｐｉｄＡ)的结构出发,以非肽类物质拮抗内毒素受体ＣＤ-14为治疗手段的研究在国外刚刚起步。2-乙酰氨基-3,4,6-三乙酰葡萄糖是合成ＬｉｐｉｄＡ结构类似物的重要中间体[1,2]。它的合成一般是通过氨基葡萄糖五乙酸酯的选择性水解[3-6]脱去一个乙酰基得到。氨基葡萄糖五乙酸酯是通过氨基葡萄糖的乙酰化反应得到的,由于氨基葡萄糖不稳定,一般是用氨基葡萄糖的盐酸盐作为起始原料。由于…     

Synthesis of substituted 4-acetylamino-4-phenylpiperidines from the corresponding 4-piperidols under Ritter reaction conditions

The reaction of substituted 4-phenyl-4-piperidols with acetonitrile under Ritter reaction conditions leads to formation of mixtures of the corresponding 4-acetylamino-4-phenylpiperidines and 1,2,5,6-tetrahydropyridines, from which we isolated the target amides by fractional crystallization.M. V. Lomonosov State Academy of Fine Chemical Technology, Moscow 117571. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 776–780, June, 1997.     

Synthesis,structure and reactivity of 4-acetylamino-9a-acetoxy- 1,9,10-anthracenetrione

The anthracenetrione 8 undergoes a [1,5]-acetoxy shift and reacts with nucleophiles to give 3-substituted 1-acetylamino-4-hydroxy-9,10-anthraquinones. Cycloaddition of cyclopentadiene to 8 affords compounds related to anthracyclinones.     

Alkylation of 2-acetylamino-5-(benzimidazol-2-yl)thiazole derivatives

Alkylation of 2-acetylamino-5-(benzimidazol-2-yl)thiazole derivatives has been studied. In the system DMSO-KOH powder methylation of the amide-group nitrogen atom takes place mainly, while in the acetone-concentrated aqueous KOH system, the pyrrole nitrogen atom in the imidazole ring is preferentially methylated.Kuban State Technological University, Krasnodar 350072, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 259–269, February, 1999.     

Thermal and electrical behaviour of nickel(II) and copper(II) complexes of 4-acetylamino-2-hydroxy-5-methylazobenzene

The thermal behaviour of the entitled nickel(II) and copper(II) complexes of ¯4-acetylamino-2-hydroxy-5-methyl azobenzene has been studied by means of differential thermal analysis (DTA), thermogravimetry (TG), X-ray powder diffraction, IR and electrical conductivity. A light has been thrown on the nature of interaction of the solvents of crystallization with the host complex. Some of the kinetic parameters are calculated and discussed.     

Preparation and root growth-modulatory activity of N-substituted 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides

N-Substituted 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides (8) were synthesized through the reaction of amines (13) with 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanoic acid (3b), which was prepared via condensation of 2-(bromomethyl)furan (10b) with diethyl acetamidomalonate, followed by partial hydrolysis of the resultant diethyl ester (3a) in the presence of barium hydroxide. However, bulky amines such as tert-butylamine or 2-trifluoromethylaniline did not afford the corresponding diamides (8). The biological activity of the prepared diamides (8) as root growth modulators was examined by germination assay using rape and leek seeds. N-(5-Bromo-2-thiazolyl)- and N-(4-chloro-2-benzothiazolyl)-2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides (8h, i) both potently inhibited the root growth of rape seedlings, but were less effective in the case of leek seeds. The herbicide 2,4-dichlorophenoxyacetic acid completely inhibited root growth in both cases.     

Electrophilic substitution reactions of 3-acetylamino-5-methoxybenzofuran

The formylation, aminomethylation, azo coupling, and bromination reactions of 3-acetylamino-5-methoxybenzofuran have been investigated.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 179–181, February, 1987.     

Thiuronium salts in the synthesis of thiazole derivatives. Synthesis of benzimidazolylthiazoles. Molecular and crystal structure of 2-acetylamino-5-(2-benzimidazolyl)-4-methylthiazole

5-(2-Benzimidazolyl)thiazoles were obtained by the reaction of benzimidazolylmethylthiuronium salts with carboxylic acid anhydrides. The three-dimensional structure of 2-acetylamino-5-(2-benzimidazolyl)-4-methylthiazole monohydrate was investigated by x-ray diffraction analysis (XDA).Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1063–1067, August, 1992.     

Synthesis of the key intermediate, diethyl 2-acetylamino-2-(2-(4-octanoylphenyl)ethyl)propane-1,3-dioate, of the immunomodulatory agent FTY720 (fingolimod)

The key intermediate, diethyl 2-acetylamino-2-(2-(4-octanoylphenyl)ethyl)propane-1,3-dioate (13), for the immunomodulatory agent FTY720 (2: fingolimod) was synthesized via Michael addition of diethyl(acetylamino)malonate (6) to 4-octanoylstyrene (12).     

碱性条件下顺(2-乙酰胺基-1-溴-2-(对-甲氧基苯基)乙基)膦酸二乙酯的1,2消除反应

碱性条件下顺(2-乙酰胺基-1-溴-2-(对-甲氧基苯基)乙基)膦酸二乙酯的1;2消除反应;消除反应; 胺基溴化反应; 膦酸酯; 二维核磁共振谱     

Electroreduction of the activated olefinic double bond in some 2-aryl-1(2-acetylamino-1,3,4-thiadiazol-5-yl)-propionitrile derivatives

The electrochemical reduction of a series of the title compounds has been investigated in alcoholic buffered media at the DME. A mechanism for the reduction process has been proposed and confirmed through spectrophotometric and potentiometricpKa determinations and identification of CPE products. A trial to calculate the kinetic parameterk _f,h ^o by different methods is included.

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Elektroreduktion der aktivierten olefinischen Doppelbindung in einigen 2-Aryl-1(2-acetylamino-1,3,4-thiadiazol-5-yl)-propionitril-Derivaten

Zusammenfassung Es wurde die elektrochemische Reduktion einer Serie der Titelverbindungen in alkoholischer, gepufferter Lösung an der tropfenden Quecksilberelektrode untersucht. Ein Mechanismus für den Reduktionsprozeß wird vorgeschlagen, der auf Befunde spektrophotometrischer und potentiometrischerpKa-Messungen und die Identifizierung von Produkten der kontrollierten Potentialelektrolyse (CPE) gestützt ist. Ein Versuch zur Ermittlung der kinetischen Parameterk _f,h ^o mit verschiedenen Methoden wurde unternommen.