A new synthetic route to 1-chlorophenazines. The electrochemical monodechlorination of 3,3,6,6-tetrachloro-1,2-cyclohexanedione as a key step
โ Scribed by Antonio Guirado; Alfredo Cerezo; Raquel Andreu
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 123 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
A convenient new method for the synthesis of 1-chlorophenazines has been established. The ยฎrst step involves an almost quantitative electrochemical reduction of 3,3,6,6-tetrachloro-1,2-cyclohexanedione 1 to 3,6,6-trichloro-2-hydroxy-2-cyclohexen-1-one 2. The reaction of 2 with aromatic 1,2-diamines followed by aromatisation through treatment with 2,6-lutidine leads to the title compounds in high yields.
๐ SIMILAR VOLUMES
A convenient new method for the synthesis of 2-oxazolines has been established involving the preparation of N-(2,2-dichloroethyl)amides followed by electrochemical reductive cyclizafions. It has been applied successfully in preparing pa'eviously unknown 4-a&ylamino-2-phenyl-2-oxazofines in fair to g
A new, three-stage synthesis of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) has been developed which avoids the use of halogenated precursors or reagents. The starting material, 1,3,5trihydroxy-benzene, is converted via the sequence nitrationalkylation-amination to TATB in an overall yield of 87%. T