N-甲基-4-羟基-5-苯基-2-吡啶酮的合成

以丙二酸和二氯亚砜为起始原料,经氯代、环合、催化氢化及烷基化反应合成了新化合物——N-甲基-5-苯基-4-羟基-2-吡啶酮,总收率38.7％,其结构经1H NMR,IR和EI-MS表征.     

Synthesis and transformations of 4-hydroxy-5-methyl-2-trifluoromethylpyridine

4-Hydroxy-5-methyl-2-trifluoromethylpyridine was synthesized from 3-hydroxy-3-methyl-6-trifluoromethyl-2,3-dihydro-4H-pyran-4-one. Its methylation leads to the formation of a mixture of N- and O-alkylation products, which were isolated chromatographically in the pure state. Convenient methods of their preparation are proposed.Belorussian State University, Minsk 220050. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 780–784, June, 1998.     

An Efficient Solid-state Synthesis of 2-Thio-4-imidazolidinone Derivatives

In recent years increasingly intense interest has been directed towards the generation of small organic molecules by solid-state reactions, which has many advantages over conventional solution phase synthesis such as high efficiency and selectivity, easy separation and purification and environmental acceptability.     

3-羟基-4-甲基-5-乙基-2(5H)-呋喃酮的合成

报道了以草酸二乙酯为原料,制备具有焦糖香味的香料化合物3-羟基-4-甲基-5-乙基-2(5H)-呋喃酮的方法:首先乙基溴化镁与草酸二乙酯通过格氏反应,以约50%产率生成2-氧代丁酸乙酯,然后其在碳酸钾的作用下发生缩合反应,以约94%产率得到3-羟基-4-甲基-5-乙基-5-乙氧羰基-2(5H)-呋喃酮,再通过水解、脱羧反应,得到3-羟基-4-甲基-5-乙基-2(5H)-呋喃酮.路线总收率约36%.     

Synthesis of 4-norpyridoxine (3-hydroxy-5-hydroxymethyl-2-methylpyridine)

3-Hydroxy-5-hydroxymethyl-2-methylpyridine (4-norpyridoxine) has been synthesized by the heterodiene condensation of 4-methyl-5-propoxyoxazole and 5-ethoxy-2,5-dihydrofuran-2-one through the stage of 3-hydroxy-2-methylpyridine-5-carbaldehyde with reduction of the latter by NaBH₄. One of the isomeric adducts has been isolated, and its stereochemistry has been established by PMR spectroscopy.     

Synthesis of methyl -substituted 4-amino methyl-4-butanolides and 5 -hydroxy-2-piperidones

Esters of 5-amino-4-hydroxy-3-methylvaleric acids, which exist as pairs of diastereomers and are readily converted to the corresponding methyl-substituted 4-aminomethyl-4-butanolides or 5-hydroxy-2-piperidones, are obtained by reaction of esters of 3-methyl-4, 5-epoxy-2-pentenoic acid with amines and subsequent hydrogenation of the resulting esters of 5-amino-4-hydroxy-3-methyl-2-pentenoic acids.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 594–598, May, 1975.     

Synthesis of 2-Amino-5-hydroxy-5-phosphonovaleric Acid

Russian Journal of General Chemistry - The synthesis of a new analog of 2-amino-5-phosphonovaleric acid (AP5), namely 2-amino-5-hydroxy-5-phosphonovaleric acid, by successive Michael addition of...     

2-羟基-5-甲基-5-(4-甲基戊烯-3-)基四氢呋喃的合成

本文研究了一类羰基化合物-酮类为原始料(选用了来源丰富, 价格低廉的6-甲基-5-庚烯酮-2), 经格氏反应水解, 环化及醚化即合成了2-羟基-5-(4-甲基戊烯-3-)基四氢呋喃。     

Synthesis of novel 5-hydroxy-3-alkoxy- and 5-hydroxy-3-alkylthioindole-2-carboxamides

The preparation of several novel 5-hydroxyindole-2-carboxamides is described. A 5-benzyloxyindole ester was elaborated to the 3-bromo, 3-hydroxy, and 3-alkoxy ester intermediates followed by conversion to the amide and debenzylation. A related 5-acetyloxy indole ester was converted to 3-sulfinyl and 3-alkylthio intermediates before simultaneous amidation and removal of the 5-hydroxy protecting group.     

Synthesis of 6-arylazo-substituted 5-hydroxy-2-hydroxymethyl-4-pyridones and related compounds

5-Hydroxy-2-hydroxymethyl-4-pyridone ( 1 ) and 5-hydroxy-2-hydroxymethyl-1-methyl-4-pyridone ( 2 ) reacted with arenediazonium salts to give 6-arylazo-substituted compounds 3a-d and 4a-d , respectively. Compounds 3a-d were methylated with diazomethane to afford 6-arylazo-2-hydroxymethyl-4,5-dimethoxypyridines 5a-d .     

1-(5-氯甲基-2-羟基-4-烷氧基)苯乙酮的合成

以2,4-二羟基苯乙酮为起始原料,经羟基烷基化和氯甲基化反应合成了3个新型查尔酮类衍生物的关键中间体——1-(5-氯甲基-2-羟基-4-烷氧基)苯乙酮,其结构经1H NMR和ESI-MS确证。     

Synthesis of 2-amino-4-hydroxy-1,3,5-triazanaphthalenes

The synthesis of 2-amino-4-hydroxy-6-amyl-1,3,5-triazanaphthalene (8) is described as a model sequence pertinent to preparation of 8-deazafolic acid and its analogs. Condensation of 2-acet-amido-4-hydroxy-6-pyrimidinealdehyde (3) with dimethyl 2-oxoheptylphosphonate afforded 1-(2′-acetamido-4′-hydroxy-6′-pyrimidinyl)-1-octene-3-one (4) as a key intermediate. Conversion of 4 to 1-(2′-amino-4′-hydroxy-5′ -phenylazo-6′ pyrimidinyl)-3-octanone (7) followed by reductive cyclization yielded 8 or its tetrahydro derivative (9) .     

Synthesis of 4-hydroxy-2-methylisocarbostyril-3-carboxanilides

A procedure for preparing the title compounds is reported. These compounds represent the first 2-substituted-4-hydroxyisocarbostyrils, a structural type which could not be obtained by N-alkylation of the previously known 2H-4-hydroxyisocarbostyril. Although 3-carboxanilides in this series could not be made by aminolysis of the corresponding 3-ester, they were successfully prepared from 4-hydroxy-2-methylisocarbostyril using aryl isocyanates and sodium hydride in hexamethylphosphoramide as solvent. Evidence is presented for an enolic (“4-hydroxy”) form of the title compounds and preference for O-alkylation was observed. Contrary to previous reports, data was obtained to support the enolic structure of the previously known 4-hydroxyisocarbostyril.     

2-二乙氨基-4-羟基-6-甲基嘧啶的合成

二乙基胍硝酸盐;硝酸盐;BTEA;2-二乙氨基-4-羟基-6-甲基嘧啶的合成     

Synthesis of 5-Aryl-4-aroyl-3-hydroxy-1-carboxymethyl-3-pyrroline-2-ones

Russian Journal of General Chemistry - The reaction of methyl aroylpyruvate with a mixture of aromatic aldehyde and glycocol in a dioxane–water mixture (1 : 1) leads to the formation of a new...     

Synthesis of 1-Aminocarbonylmethyl-5-aryl-4-aroyl-3-hydroxy-3-pyrroline-2-ones

Russian Journal of General Chemistry - A series of new 1-aminocarbonylmethyl-5-aryl-4-aroyl-3-hydroxy-3-pyrrolin-2-ones has been synthesized through a three-component reaction of aroylpyruvic acid...     

Synthesis of 5-Aryl-4-aroyl-3-hydroxy-1-cyanomethyl-3-pyrrolin-2-ones

5-Aryl-4-aroyl-3-hydroxy-1-cyanomethyl-3-pyrrolin-2-ones were synthesized by a three-component reaction of methyl aroylpyruvate with a mixture of aromatic aldehyde and 2-aminoacetonitrile sulfate in glacial acetic acid in the presence of anhydrous sodium acetate.