One-Pot Synthesis of Thiazoles from Pyridazin-3-hydrazidic Acid Derivatives

Several new thiazole derivatives have been synthesized; the reactivity of these compounds toward amines, aldehydes, and hydroxyl amine are reported. New syntheses of pyrimidino[5,4:3,4]pyrazolo[4,3:5,6]pyridazine derivatives also have been achieved.     

Addition Reaction Between Trimethyl Phosphite and Dibenzoylacetylene in the Presence of SH- or NH-Acids

The reactive 1:1 intermediate produced in the addition reaction between trimethyl-phosphite and dibenzoylacetylene was trapped by SH- or NH-acids such as 4-nitroimidazole, 4-methyl-5-nitroimidazole, succinimide, or mercaptoacetic acid to produce 2-substituted 1,4-diphenylbutane-1,4-diones.     

Quinazoline Antifolate Thymidylate Synthase Inhibitors: Replacement of Glutamic Acid by Aminophosphonic Acids

The synthesis of six analogues of the potent thymidylate synthase (TS) inhibitor N -[4-[ N -[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinoyl)-methyl]- N -prop-2-ynylamino]benzoyl]- L -glutamic acid 2 is described in which the glutamic acid residue has been replaced by DL -aminophosphonic acids. New antifolates were tested as inhibitors of TS isolated from mouse L1210 leukemic cells as well as inhibitors of growth mouse leukemic L5178Y cells. In general these modifications result in compounds that are considerably less potent than 2 as TS inhibitors with K i 's 0.17-1.10 w M. Very poor solubility in water limited their proper assay of growth cells inhibition.     

NEW CARBON-PHOSPHORUS BOND CONTAINING COMPOUND IN THE REACTION OF 2-ACETYLTHIOPHENE WITH PHOSPHORUS PENTACHLORIDE

Abstract

The treatment of 2-acetylthiophene with phosphorus pentachloride led, besides other products reported in previous studies, to 2-(2-thienyl)-2-chloroethenephosphonic acid in 16% yield. This compound was transformed, in the course of purification attempts, into 2-(2-thienyl)-2-oxoethanephosphonic acid. Full spectroscopic data for both compounds are provided.     

Cyclic Acetal-Photosensitized Polymerization. 9. Photopolymerization of Triallylidene Sorbitol

Abstract

The photopolymerization of triallylidene sorbitol (TAS) was carried out in benzene at 40°C without the usual initiator. The polymerization of TAS was found to be initiated with the ester radical generated via the acetal radical from TAS by means of photoirradiation. The rate of polymerization and the molecular weight of polymer were small due to the degradative chain transfer, It was kinetically investigated from the standpoints of the degradative chain transfer by the allylidene group and the cyclization by three double bonds. The following results were obtained: (1) The relation between the rate of polymerization, R_p, the monomer concentration, [M], could be expressed by [M] /R_p = (A[M] + B)/(3[M] + C), where A, B, and C were constant; (2) the ratio of the rate constant of unimolecular cyclization to the total rate constant of bimolecular propagation and the chain transfer of uncyclized radical was estimated to be 3.0 mol/dm³. A small amount of cyclopolymerization took place.     

SYNTHESIS AND CHARACTERIZATION OF POLY(ASPARTIC ACID) AND ITS DERIVATIVES AS BIODEGRADABLE MATERIALS

ABSTRACT

Three types of modified poly(aspartic acid)s, such as poly(aspartic acid-co-aminocarboxylic acid) (4), alkylamine modified poly(aspartic acid) (5) and crosslinked poly(aspartic acid) (6), were synthesized and calcium-ion chelating ability, hygroscopicity and water absorption were evaluated. The calcium-ion chelating ability of 4 depended on the kind of aminocarboxylic acids and the content of aminocarboxylic acid in the copolymer. The highest value was 3 times higher than that of poly(acrylic acid) with a M_w of 14000. The highly modified PASP, e.g., 50 mol% lauryl amine modified poly(aspartic acid), showed the highest by grogroscopicity among homopoly(aspartic acid)s and modified poly(aspartic acid)s. The maximum swelling of poly(aspartic acid) hydrogel prepared by the γ-irradiation of homopoly(as-partic acid) was 3400 g-deionized water/g-dry hydrogel.     

SYNTHESIS OF A NOVEL POLYSACCHARIDE HYDROGEL

ABSTRACT

A modified hyaluronic acid (HA) biopolymer was synthesized that can be photocrosslinked to form a stable hydrogel. The chemical and physical properties including the amount of modification of the polymer with methacrylate anhydride, the viscosity of the modified biopolymer, and the solute diffusion characteristics of the polymer have been determined.     

Microwave-Accelerated Selective Acylation of (Hydroxyalkyl)phenols Using Acid Chlorides

Highly selective acylation of the alcoholic hydroxy group can be achieved with (hydroxyalkyl)phenols carrying both alcoholic and phenolic hydroxyls by the use of the most common acylating agents, acid chlorides, under microwave irradiation.     

Synthesis of Trichlorophenol Derivatives

An expedient three‐step procedure for the synthesis of trichlorophenol derivatives based on the acid‐catalyzed rearrangement of the bicyclic ketone precursors 6a–e in high overall yield is described. The bicyclic ketone precursors 6a–e were obtained from Diels–Alder cycloadducts of β‐substituted vinyl acetates with tetrachloro‐5,5‐dimethoxycyclopentadiene in two steps.     

Microwave‐Induced Conversion of Acid Hydrazides to N,N′‐Diacylhydrazines in Solvent‐Free Conditions

A new and efficient method of converting acid hydrazides 1 to the corresponding N,N′‐diacylhydrazines 2 under microwave irradiation and in solvent‐free conditions has been described.