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1

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Zur Chemie der 3-Aroylimino-3H-1,2-dithiole (1980)

Kibbel, H. U. ; Teller, J. ; Hansen, P. ; [et al.]

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 322 (1980), S. 769-784

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ISSN: 0021-8383

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Reactions of 3-Aroylimino-3H-1,2-dithiolesThe thiolates 3 and 10 prepared from 3-aroylimino-4-aroylthio-5-cyano-3H-1,2-dithioles 1 with bases, react with alkylhalides and acylhalides to the corresponding 4-S-substituted compounds 6, 11 and 7, respectively. Treatment of the thiolates with 1-chloropropanone gives the bicyclic compound 12 by intramolecular cyclization involving the 5-cyano-group. 3,6-Bis-(acylimino)-3H,6H-[4,3-c] [1,2]-dithioles 2 or 8 are prepared from the S-acylated dithioles 1 or 7 and sulphur in pyridine/benzene. 1,2,4-Triazines 13 are formed by the reaction of dithiol es 1 orthiolates 3 with phenylhydrazine. The thiolates give upon protonation the mesoionic dithioliumthiolates 4. Coordination compounds are obtained from the reaction of the thiolates with cations of 3d-elements. On the basis of the chemical behaviour of the new 3-acylimino-1,2-dithioles and the results of spectroscopic measurements a strong bonding interaction between the N-acyl-carbonylgroup and the dithiole ring system in these compounds is supposed.

Additional Material: 8 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/prac.19803220511

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2

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Coronanden mit 1,2-Dithio-ethen-Einheiten. II. Kristallstrukturen der beiden Thiakronenether 8,9-Dicyan-8,9-didehydro-7,10-dithia[12]krone-4 und 11,12-Dicyan-11,12-didehydro-10,13-dithia[15]krone-5 (1992)

Hartung, H. ; Ahnert, R. ; Schollmeyer, D. ; [et al.]

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 334 (1992), S. 155-160

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ISSN: 0941-1216

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Coronands with 1,2-Dithio-ethene Units. II. Crystal Structures of the Two Crown Thioethers 8,9-Dicyano-8,9-didehydro-7,10-dithia-[12]crown-4 and 11,12-Dicyano-11,12-didehydro-10,13-dithia[15]crown-5The structures of the title compounds have been determined by X-ray analysis. Both thioethers crystallize in the monoclinic system with the following crystal data. Dithia-[12]crown-4: a = 751.7(1), b = 1010.4(1), c = 1639.8(2) pm, β = 95.08(1)°, Z = 4, space group P21/n; dithia[12]crown-5: a = 1169.9(3), b = 916.7(3), c = 1414.1(4)pm, β = 92.51(2)°, Z = 4, space group P21/c. The structures were refined to final R = 0.048 (Rw = 0.031) and 0.040 (0.046), respectively. They are characterized by their structural parameters (bond lengths and angles, torsion angles, l.s. planes) and discussed in special consideration of the ring conformation and the geometric arrangement of the donor atoms.

Additional Material: 4 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/prac.19923340211

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3

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Pyryliumverbindungen. 43 [1]. Arylsubstituierte 5-(2-Dialkylamino-thiazol-5-yl)-pentadienone aus 2,4,6-Triaryl-pyryliumsalzen und 2-Dialkylamino-4-arylthiazolen (1989)

Zimmermann, T. ; Fischer, G. W. ; Teller, J. ; [et al.]

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 331 (1989), S. 843-852

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ISSN: 0021-8383

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Pyrylium Compounds. 43. Arylsubstituted 5-(2-Dialkylamino-thiazol-5-yl)-pentadienones from 2,4,6-Triarylpyrylium Salts and 2-Dialkylamino-4-aryl-thiazoles2,4,6-Triarylpyrylium salts 1 react with 2-dialkylamino-4-aryl-thiazoles 7 (used in substance or prepared in situ from α-thiocyanato-acetophenones 9) in the presence of an appropriate acid-binding agent (e.g. piperidine acetate or sodium acetate) to give 5-(2-dialkylamino-4-aryl-thiazol-5-yl)-1,3,5-triaryl-penta-2,4-dien-1-ones 8. As reaction medium aliphatic alcohols (ethanol, n-propanol), dipolar aprotic solvents (acetonitrile) or chlorinated hydrocarbons (methylene chloride, chloroform) can be used. On the other hand, under the same conditions 2-amino-4-phenyl-thiazole (10) reacts with salts of type 1 via pyrylium ring transformation yielding 2,4,6-triaryl-1-(4-phenyl-thiazol-2-yl)-pyridinium perchlorates 11.

Additional Material: 3 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/prac.19893310519

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4

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Substituierte 2-Amino-thiazole aus α-Thiocyanato-acetophenonen und DialkylaminenHerrn Prof. Dr. K. Gewald mit den besten Wünschen zum 60. Geburtstag gewidmet (1990)

Teller, J. ; Dehne, H. ; Zimmermann, T. ; [et al.]

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 332 (1990), S. 453-460

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ISSN: 0021-8383

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Substituted 2-Amino-thiazoles from α-Thiocyanato-acetophenones and Dialkylaminesα-Thiocyanato-acetophenones 1 react with dialkylammonium salts of weak acids (acetates, propionates, benzoates) to give 2-dialkylamino-4-aryl-thiazoles 4. As reaction medium aliphatic alcohols (methanol, ethanol), dipolar-aprotic solvents (acetonitrile, dimethylformamide, dimethyl sulphoxide) or chlorinated hydrocarbons (methylene chloride, chloroform, carbon tetrachloride) can be used. In comparison to known methods for the preparation of the thiazoles 4 the synthesis via α-thiocyanato-acetophenones 1 has the advantage of the simpler accessible starting compounds. - I.r., u.v., n.m.r. and mass spectroscopic data of the thiazoles 4 are reported.

Additional Material: 3 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/prac.19903320405

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5

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Substituierte N,N′-Bis(thiazol-2-yl)-diaminoalkane aus α-Thiocyanato-acetophenonen und N,N′-Dialkyl-diamino-alkanen (1990)

Zimmermann, T. ; Fischer, G. W. ; Teller, J. ; [et al.]

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 332 (1990), S. 723-730

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ISSN: 0021-8383

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Substituted N,N′-Bis(thiazol-2-yl)-diaminoalkanes from α-Thiocyanato-acetophenones and N,N′-Dialkyl-diaminoalkanesα-Thiocyanato-acetophenones 1 react with N,N′-dialkyl-diaminoalkanes 2 in the presence of an appropriate weak acid (acetic acid, propionic acid, benzoic acid) to give the hitherto unknown N,N′-dialkyl-N,N′-bis(4-aryl-thiazol-2-yl)-diaminoalkanes 3. As reaction medium aliphatic alcohols (ethanol, methanol), halogenated hydrocarbons (methylene chloride, chloroform, carbon tetrachloride) or dipolar-aprotic solvents (acetonitrile, dimethylformamide) can be used. - I.r., u.v., n.m.r. and mass spectroscopic data of the novel bisthiazoles 3 are reported.

Additional Material: 3 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/prac.19903320522

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