Thioamides from 5-arylfurfural and monosubstituted piperazine derivatives (Wilgerodt-Kindler reaction)

Fedorovich, I. S.; Ganushchak, N. I.; Karpyak, V. V.; Obushchak, N. D.; Lesyuk, A. I.

doi:10.1134/s1070428007080180

Cited by 9 publications

(6 citation statements)

References 10 publications

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“…[1][2][3][4][5][6][7] They are intermediates in the synthesis of thiamine (vitamins B1), certain pharmaceutical products, and many heterocyclic compounds. [8][9][10] In industry, they are used to accelerate vulcanization of rubbers, to inhibit metal corrosion in acidic conditions, and to enhance lubricating oil and grease qualities. [11] In view of the great practical and synthetic applicability of thioamides, the synthesis of such compounds has become an attractive goal for organic synthesis.…”

Section: Introductionmentioning

confidence: 99%

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Europhtal: An industrial cobalt phthalocyanine complex as the efficient catalyst for synthesis of thioamides by one‐pot reaction of mercaptans and amines

Zarinderakht

Abbasi

Nowrouzi

2022

Applied Organom Chemis

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The potential of industrial cobalt phthalocyanines in the synthesis of thioamides is reported. A mixture of an industrial sulfonated cobalt phthalocyanines known as Co[(SO3Na)2,3Pc] (Europhtal catalyst additive 8020) is introduced as an efficient catalyst capable of converting benzyl thiols to synthetically valuable thioamides by reaction with amines and DMSO. In this procedure, different primary and secondary amines also heterocyclic amines were successfully converted into benzothioamides in high yields. This simple, one‐pot three‐component conversion method is scalable and provides efficient and practical route to the synthesis of diverse benzothioamides.

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Section: Introductionmentioning

confidence: 99%

“…[ 1–7 ] They are intermediates in the synthesis of thiamine (vitamins B1), certain pharmaceutical products, and many heterocyclic compounds. [ 8–10 ] In industry, they are used to accelerate vulcanization of rubbers, to inhibit metal corrosion in acidic conditions, and to enhance lubricating oil and grease qualities. [ 11 ]…”

Section: Introductionmentioning

confidence: 99%

Europhtal: An industrial cobalt phthalocyanine complex as the efficient catalyst for synthesis of thioamides by one‐pot reaction of mercaptans and amines

Zarinderakht

Abbasi

Nowrouzi

2022

Applied Organom Chemis

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“…Продовжуючи наші дослідження [12], ми вивчили взаємодію 5арилфурфуролів з 1-феніл(4-толіл)піперазином та сіркою за умов реакції Вільгеродта-Кіндлера. Взаємодія 5-арилфурфуролів з 1-фенілпіперазином та сіркою відбувається за схемою: Як розчинник використовували також бензен, однак найкращі результати було отримано в разі проведення реакції в ДМФА.…”

Section: результати досліджень та їх обговоренняunclassified

Interaction of 5-arylfurfurals with 1-phenyl(4-tolyl)piperazine and sulfur

Karpyak¹,

Lesyuk²

2021

Visnyk Lviv Univ. Ser. Chem.

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“…The reaction was performed in dioxane at the room temperature. Thiomorfolides 8a-f were prepared by using Wilgerodt-Kindler reaction according to the procedure which was described in scheme (Fedorovich et al 2007).…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and antimicrobial activity of 4-(5-ARYL-2-FUROYL)morpholines and 4-[(5-ARYL-2-FURYL)carbonothioyl] morpholines

Matiichuk¹,

Gorak²,

Martyak³

et al. 2021

PHAR

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By the reaction of furan-2-carboxylic acids and furfural with diazonium salts 1a-j the arylfuran-2-carboxylic acids 4a-e and 5-arylfuran-2-carbaldehydes 5a-f were synthesized. Acids 4a-e were transformed into appropriated acylchlorides 6a-e and were used for preparation of 4-(5-aryl-2-furoyl)morpholines 7a-e. 4-[(5-Aryl-2-furyl)carbonothioyl]morpholines 8a-f were prepared from aldehydes 5a-f by using Willgerodt-Kindler reaction. The structures of the obtained compounds were confirmed by 1H NMR spectroscopy and elemental analysis. All these new compounds gave spectroscopic data in accordance with the proposed structures. The antimicrobial activities of synthesized compounds 7a-e and 8a-f were investigated and the compounds with high activity against C. neoformans ATCC 208821 were identified.

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Thioamides from 5-arylfurfural and monosubstituted piperazine derivatives (Wilgerodt-Kindler reaction)

Cited by 9 publications

References 10 publications

Europhtal: An industrial cobalt phthalocyanine complex as the efficient catalyst for synthesis of thioamides by one‐pot reaction of mercaptans and amines

Europhtal: An industrial cobalt phthalocyanine complex as the efficient catalyst for synthesis of thioamides by one‐pot reaction of mercaptans and amines

Interaction of 5-arylfurfurals with 1-phenyl(4-tolyl)piperazine and sulfur

Synthesis and antimicrobial activity of 4-(5-ARYL-2-FUROYL)morpholines and 4-[(5-ARYL-2-FURYL)carbonothioyl] morpholines

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