## Abstract 2,3‐Dicyano‐1,4‐naphthoquinone (DCNQ), the easily obtainable isomer of 2‐(dicyanomethylene)indane‐1,3‐dione (CNIND), reacts with arylazo‐, pyridylazo‐ and arylaminopyrazoles 1–3 via charge‐transfer (CT) complexation to yield pyrazolo[2,3‐α]quinazolinediones 10a–f and pyrazolo[2,3‐α]‐qui
Chemical Interactions of Thiosemicarbazides with 1,4-Benzo- and 1,4-Naphthoquinones
✍ Scribed by Hassan, Alla A. ;Ibrahim, Yusria R. ;Semida, Ashraf A. ;Mourad, Aboul-Fetouh E.
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- English
- Weight
- 361 KB
- Volume
- 1994
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
Thiosemicarbazones 2a–e form charge‐transfer (CT) complexes with chloranil (CHL), fluoranil (TFQ) and 2,3‐dicyano‐1,4‐naphthoquinone (DCNQ). The donors 2a–d react with 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ) to yield 3‐amino‐5‐arylthiadiazoles 7 and DDQ‐H~2~ (8). The thiosemicarbazide itself interacts with CHL via CT complexation to form the products 10–13. Heating of thiosemicarbazide (1) with 2,3‐dichloro‐1,4‐naphthoquinone (DCHNQ) affords the thiadiazine derivative 15.
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## Abstract magnified image The usefulness of 3‐iodoindole available for introduction of an indole unit is presented. The reaction of 3‐iodoindole with 2‐bromo(or methyl)‐1,4‐naphthoquinone in acetic acid gave 2‐bromo(or methyl)‐3‐(3‐indolyl)‐1,4‐naphthoquinone. On the other hand, the reaction of 3
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