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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Chemistry of heterocyclic compounds 36 (2000), S. 841-846 
    ISSN: 1573-8353
    Keywords: 4,5-diaminopyrrolo[2,3-d]pyrimidines ; 4,6-dichloropyrimidine-5-carbonitrile ; derivatives of N-4-substituted amino-5-cyanopyrimidin-6-ylaminoacetic acids ; anticancer activity, fungicides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The optimum route for the synthesis of methyl esters of N-[(4-substituted amino)-5-cyano-2-methylthiopyrimidin-6-yl]amino acids (which are starting materials for preparing the methyl esters of the corresponding 5-amino-4-(substituted amino)pyrrolo[2,3-d]pyrimidine-6-carboxylic acids) is via subsequent reactions of 4,6-dichloro-2-methylthiopyrimidine-5-carbonitrile with amines and methyl glycinate. In some examples, the reaction of methyl N-(4-chloro-2-methylthio-6-pyrimidinyl)aminoacetate with amines occurs to give the corresponding acid amides. The previously unknown synthesized derivatives of pyrimidin-6-yl amino acids and 4,5-diaminopyrrolo[2,3-d]pyrimidine- 6-carboxylic acids possess fungicidal properties.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Chemistry of heterocyclic compounds 35 (1999), S. 1381-1382 
    ISSN: 1573-8353
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Chemistry of heterocyclic compounds 36 (2000), S. 751-753 
    ISSN: 1573-8353
    Keywords: azole-2-thiones ; 4,6-dichloropyrimidine-5-carbaldehyde ; tricyclic pyrimido[5,4-e][1,3]-thiazines ; cyclocondensation ; antitumor activity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The cyclocondensation of 4,6-dichloro-2-methylthiopyridine-5-carbaldehyde and heterocyclic thiones such as 1,2,4-triazole-5-thione, imidazolidine-2-thione, imidazole-2-thione, and 4,5-diphenylimidazole-2-thione in dimethylformamide gave tricyclic heterocycles containing a pyrimido[5,4-e][1,3]thiazine fragment. The reaction of 6-chloro-8-methylthio-5H-pyrimido[5,4-e][1,2,4]triazolo[5,1-b][1,3]thiazin-5-ol with diethylamine, pyrrolidine, and morpholine gave the corresponding 6-dialkylaminopyrimidotriazolothiazines.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Chemistry of heterocyclic compounds 35 (1999), S. 1334-1336 
    ISSN: 1573-8353
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The reaction of methyl esters of 2-substituted 5-pyrimidinecarboxylic acids with hydrazine hydrate at 0–5°C results in the nucleophilic substitution of readily eliminating groups (Cl, CH3O, CH3S) at the position 2 of the pyrimidine ring, and, on the boiling with the 80% aqueous solution of hydrazine hydrate, the reaction is accompanied by the formation of hydrazides. The dimethylamino group at thepposition 2 of the pyrimidine ring is not substituted by hydrazine.
    Type of Medium: Electronic Resource
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  • 5
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of ethyl N-(6-ethoxycarbonyl-2-methyl-thiothieno[2,3-d]pyrimidin-5-yl)formimidate (1) with methyl-hydrazine, N,N′-dimethyl- and N,N′-diphenylhydrazines separately in refluxing ethanol resulted in hydrolysis of formimidate group to give ethyl 5-amino-2-methylthiothieno[2,3-d] pyrimidine-6-carboxylate (2). The reaction on 1 with methyl-hydrazine without solvent afforded ethyl 5-amino-2-(1-methyl-hydrazino)thieno[2,3-d]pyrimidine-6-carboxylate (3), which underwent hydrazone formation with p-nitrobenzaldehyde to give 4. Treatment of 1 with N,N-dimethylhydrazine afforded a mixture of 3-dimethylamino-7-methylthiothieno[2,3-d:4,5-d']dipyrimidin-4(3H)-one (5) and 2. Displacement of methylthio group in 5 with morpholine, piperidine and 4-methylpiperazine gave the corresponding 7-substituted derivatives 6a-c. The reaction of 1 with para-substituted phenylhydrazines resulted in the formation of 3-(p-substituted phenylamino)7-methylthiothieno[2,3-d:4,5-d']dipyrimidin-4 (3H)ones (7a-c).
    Type of Medium: Electronic Resource
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