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Reactions of 3-benzenesulfonyloxyalloxazine (1a) and its 1-methyl analog 1b with a number of nucleophilic reagents are reported.Relatively small nucleophiles, such as hydroxide ion, methanol, ethanol, methylamine, hydrazine and hydroxylamine converted 1a to 4-carboxy-s-triazolo<4,3-a>quinoxalin-1(2H)-ones and the corresponding esters or amides.As the size of the amine increased from methylamine to ethylamine, dimethylamine, propylamine and isopropylamine, there were obtained 4-(carboxamido)-s-triazolo<4,3-a>quinoxalin-1(2H)-ones, (1-carboxamido)imidazolo<4,5-b>quinoxalines and 2,3-bis(ureido)quinoxalines.Sodium hydride or potassium cyanide in hot DMF degraded 1a to imidazolo<4,5-b>quinoxaline.However, methylmercaptide and benzylmercaptide ions attacked the sulfonate group of 1a to form 3-hydroxyalloxazine. 1-Methyl-3-benzenesulfonyloxyalloxazine (1b) reacted with methanol, ethanol, 1-propanol, and to some degree 2-propanol, in the presence of triethylamine to furnish anhydro-1-hydroxy-3-methyl-4-(alkoxycarbonyl)-s-triazolo<4,3-a>quinoxalinium hydroxides.However, sodium methoxide in methanol converted this starting material to a mixture of anhydro-1-hydroxy-3-methyl-s-triazolo<4,3-a>quinoxalinium hydroxide and 1-methyl-3-hydroxyflavazole.A saturated aqueous solution of triethylamine transformed 1b to anhydro-1-hydroxy-3-methyl-s-triazolo<4,3-a>quinoxalinium hydroxide, apparently via the corresponding unstable 4-carboxylic acid.The reactions of 1b with a number of aliphatic amines yielded either amides based on the above mesionic system or on the 3-carboxamido-2-quinoxalyl semicarbazide structure.The reaction of 1b with potassium cyanide furnished 1-methylimidazolo<4,5-b>quinoxaline.Mechanisms to explain all of the degradations are advanced.

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The compounds of this invention are designated as quinoxalinyl esters of carbamimidothioic acids and exhibit the pharmacological properties of preventing gastric ulcers, reducing gastric secretions and lowering blood pressure. The compounds have the following structural formula: STR1 in which Q is hydrogen or nitro;

A is hydrogen, methyl, ethyl, propyl, isopropyl, n-butyl, carbomethoxy, carbethoxy, carbopropoxy, carbisopropoxy, carbobutoxy, carbisobutoxy, or carbo-t-butoxy; and< P>

R 1, R 2, and R 3 are, independently, hydrogen, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, allyl, or R. sup.1 and R 3 may be concatenated with a carbon chain having 4 carbon atoms with R 2 then being hydrogen; except that, when A and Q are hydrogen, R 1, R 2, and R. sup.3 may not all be hydrogen; and with the further exception that, where A is methyl and R 1, R 2, and Q are all hydrogen, R 3 may not be ethyl;

or a pharmaceutically acceptable salt thereof.

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Several new 2-arylamino-4-oxo<1,3>thiazino<5,6-b>quinoxaline (II) have been synthesized by reacting ethyl 2-chloroquinoxaline-3-carboxylate (I) with various arylthioureas.The compounds possess CNS depressant activity.

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New Advances in Chemical Research, May 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry.Application of 49679-45-0, In a article, mentioned the application of 49679-45-0, Name is Ethyl 3-chloroquinoxaline-2-carboxylate, molecular formula is C11H9ClN2O2

Novel imidazoquinoxalines of the formula STR1 wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, –NH4, alkali metal, alkaline earth metal, magnesium, aluminum and non-toxic, pharmaceutically acceptable amines, X is selected from the group consisting of hydrogen, alkoxy of 1 to 5 carbon atoms and carbamoyl and Y and Z are individually selected from the group consisting of hydrogen and halogen and their non-toxic, pharmaceutically acceptable acid addition salts having anti-allergic activity and their preparation.

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We report herein the synthesis of 5-(substituted)quinolino[3,4-b]quinoxalin-6(5H)-one derivatives from ethyl 3-(2-bromophenyl)quinoxaline-2-carboxylate under one-pot Buchwald-Hartwig coupling-lactamization reaction.

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Application of 49679-45-0, New research progress on 49679-45-0 in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 49679-45-0, Name is Ethyl 3-chloroquinoxaline-2-carboxylate, molecular formula is C11H9ClN2O2. In a Article,once mentioned of 49679-45-0

A convenient method for the synthesis of the new heterocyclic system, 1H-1, 5-benzodiazepino-[2,3-b]quinoxaline (1) and some of its derivatives are described.

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Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. Application of 49679-45-0, In a article, mentioned the application of 49679-45-0, Name is Ethyl 3-chloroquinoxaline-2-carboxylate, molecular formula is C11H9ClN2O2

Among a new series of 28 3-carboxy or carbethoxy quinoxalines bearing a substituted benzylamino or N-[4-(aminomethyl)benzoyl]glutamate group on position 2 of the ring and various substituents at C-6, 7 positions, 21 were selected at the National Cancer Institute for evaluation of their in vitro anticancer activity. The results obtained seem to confirm that the carboxy or carbethoxy group on position 3 is not helpful, with a few exceptions, for the anticancer activity. Copyright (C) 2000 Elsevier Science S.A.

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(Chemical Equation Presented) Derivatives of the hitherto unknown ring system, pyrazolo[4?,3?:5,6]pyrano[2,3-b]quinoxalin-4(1H)-one, are synthesized in one step from the corresponding 1-substuituted or 1,3-disubstituted 2-pyrazolin-5-ones and 3-chloroquinoxaline-2-carbonyl chloride using calcium hydroxide in boiling 1,4-dioxane. The parent system carrying no substituent in positions 1 and 3 is obtained upon treatment of the 1-PMB (p-methoxybenzyl) protected congener with trifluoroacetic acid. Detailed NMR spectroscopic investigations including unambiguous chemical shift assignments of all 1H, 13C, and 15N resonances of the obtained tetracycles are reported.

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Chlorination of ethyl(quinoxalin-2(1 H)one)-3-carboxylate 1 gave ethyl (2-chloroquinoxaline)-3-carboxylate 2;thionation of 1 by P2S5 or 2 by thiourea yielded the same product 3.Reaction of chloro compound 2 or thiocompound 3 with hydrazine hydrate gave pyrazolylquinoxaline 4. The reaction of ester 1 with thiourea or hydrazine hydrate afforded pyrimidoquinoxaline 5 or carbohydrazide 6; the reaction of 6 with carbon disulfide in basic medium followed by alkylation afforded oxadiazoloquinoxaline derivatives 7, 8a, b. Carboazide 9 was produced by reaction of 5 with nitrous acid. Compound 9 on heating in an inert solvent, with or without amines, in alcohols or hydrolysis in H2O undergoes Curtius rearrangments to yield 10-13.Reaction of 13 with thiosemicarbazide gave triazoloquinoxaline 14 which on reaction with alkylhalides or hydrazine hydrate yielded 15a-c while hydrolysis of 13 gave 3-aminoquinoxalinone 16 which was used as an intermediate to produce 17-20.

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3-Benzyl-2-quinoxalinones were obtained by condensation of o-phenylenediamine with phenylpyruvic acids.These quinoxalinones were easily substituted in position 2 and which permitted the preparation of many derivatives, however, cyclisation of these compounds into 12H-<1>benzopyrano<2,3-b>quinoxalines failed.This new heterocycle might be syntesized from ethyl 2-phenoxy-3-quinoxalinecarboxylate.

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