The chemistry of the formation of heterocyclic nitrogen-containing thioxo compounds with carbon disulfide

Willems, Jelmer

doi:10.1007/bfb0051515

Cited by 2 publications

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“…A first monography (220) has given an outline of the preparation methods for the heterocyclie thioxo compounds by means of carbon disulfide and bifunctional compounds. In this monography, we are dealing with the different cyclization reactions to which thiosemicarbazides and their derivatives take part and wherein heterocyclic thioxo compounds, having the group --N--N--C--in the hetero ring, are formed.…”

Section: Introductionmentioning

confidence: 99%

Formation of heterocylic nitrogen containing thioxo compounds with thiosemicarbazides

Willems

Fortschritte Der Chemischen Forschung

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Section: Introductionmentioning

confidence: 99%

Formation of heterocylic nitrogen containing thioxo compounds with thiosemicarbazides

Willems

Fortschritte Der Chemischen Forschung

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Fünfringheterocyclen, VI. 3‐Organylamino‐1,3‐thiazolin‐2‐one und ‐2‐thione

1979

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S-Kalium-((W-organy1hydrazino)monothio-und Kalium-[(W-organylhydrazino)dithioformiate]1 A bzw. 1 B lassen sich mit a-Halogenketonen am Mercapto-Schwefel zu rein isolierbaren (Hydrazino)thioameisensaure-acylmethylestern 2 A bzw. 2 B oder deren cyclischen Derivaten 2' A bzw. 2' B alkylieren. Diese ergeben in saurer Losung 3-Organylamino-l,3-thiazolin-2-one 3 A bzw. -2-thione 3B. Der Beweis fur das Vorliegen der funfgliedrigen Ringstruktur wurde durch chemische Reaktionen und UV-spektroskopisch erbracht. Die syn-anti-diastereomeren Dithiokohlensaure-S.S' -dialkylester-tosylhydrazone 2-5 und E-5 wurden hergestellt und zugeordnet.Five-Membered Heterocycles, VI I). -3-Organylamino-1,3-thiazolin-2-ones and -2-thiones S-Potassium (A"-organy1hydrazino)monothio-and potassium (A"-0rganylhydrazino)dithioformates 1 A and 1 B are alkylated at the mercapto sulfur atom with a-halo ketones to form the acylmethyl (hydrazino)thioformates LA and 2B, which can be obtained pure, or their cyclic derivatives 2 ' A and 2'B, respectively. In acidic solution these products are transformed into 3-organylamino-l.3-thiazolin-2-ones 3 A or -2-thiones 3B, respectively. Proof for the five-membered ring structure comes from chemical reactions and UV spectroscopy. The syn-anri-diastereomeric S,S'-dialkyl dithiocarbonate tosylhydrazones 2-5 and E-5 have been prepared and their stereochemistry assigned.Im Rahmen unserer Untersuchungen der Fragmentierung heterocyclischer Azoverbindungen2) interessierten wir uns fiir die Darstellung von 4-Tosyl-3,4-dihydro-I ,3,4-thiadiazin-2-onen I A, urn aus diesen durch Eliminierung von p-Toluolsulfinat cyclische Azoverbindungen vom Typ des 1,3,4-Thiadiazin-2-ons 11A her~ustellen~).

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The chemistry of the formation of heterocyclic nitrogen-containing thioxo compounds with carbon disulfide

Cited by 2 publications

References 237 publications

Formation of heterocylic nitrogen containing thioxo compounds with thiosemicarbazides

Formation of heterocylic nitrogen containing thioxo compounds with thiosemicarbazides

Fünfringheterocyclen, VI. 3‐Organylamino‐1,3‐thiazolin‐2‐one und ‐2‐thione

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