An Efficient Synthesis of 2-Alkylthio- 5-phenylmethylidene-4H-imidazolin-4-ones

A Practical Approach to New (5Z) 2-Alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one Derivatives

“…Most of the 2-alkylthio-5-arylmethylene imidazol-4-ones syntheses described in the literature involve: (i) a Knoevenagel condensation of an aryl/heteroaryl aldehyde with a 2-thiohydantoin followed by a regioselective S -alkylation [16] or (ii) reaction of vinylisothiocyanate [17] (obtained from an iminophosphorane [18] and carbon disulfide) with a primary amine giving the 5-arylmethylene-2-thioxo-imidazol-4-one structure [19,20], which is then converted into the S -alkyl derivative by the action of an alkylating reagent.…”

Efficient synthesis of benzothieno[3,2‐d]‐1,2,4‐triazolo [1,5‐a]pyrimidin‐5(1H)‐ones via a tandem aza‐Wittig/heterocumulene‐mediated annulation

“…Recently, we have been interested in the synthesis of triazolo-quinazolinones, thienopyrimidinones, and imidazolinones via aza-Wittig reaction, with the aim of evaluating their fungicidal activities [16][17][18][19][20]. Reported herein is a new efficient synthesis of 2-substituted benzothieno[3,2-d]-1,2,4-triazolo[1,5-a] pyrimidin-5(1H)-one 7 and 9 from easily accessible iminophosphorane 1 [21].…”

Synthesis and Fungicidal Activities of 2-Benzothiazolylthio-Substituted 4h-Imidazol-4-Ones and 4(3h)-Quinazolinones

“…[1][2][3][4][5][6][7] Recently, we became interested in synthesis of imidazolones and quinazolinones, some of them having shown potential fungicidal activities. [8][9][10][11][12] Here we wish to report further the synthesis and fungicidal activity of some new derivatives of 2-benzothiazolylthio-substituted 4H-imidazol-4-ones and 4(3H)-quinazolinones, which were not easily accessible by routine synthetic method. Ph…”