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Solid phase synthesis of benzothiazolyl compounds

✍ Scribed by Spyros Mourtas; Dimitrios Gatos; Kleomenis Barlos

Book ID
104230187
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
97 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

2-Aminobenzenethiol, bound through its thiol function to the 2-chlorotrityl (Clt)-, trityl (Trt)-, 4-methyltrityl (Mtt)and 4-methoxytrityl (Mmt)-resins, was acylated at the amino-function by aliphatic and aromatic acids. The obtained 2-N-acylaminobenzenethiols were cleaved from the resin by treatment with trifluoroacetic acid solutions in dichloromethane. The 2-N-acyl-aminobenzenethiols released from the resin were cyclised to the corresponding 2-substituted benzothiazoles, by standing in a solution of dithiothreitol in DMF or methanol for 1-3 h at room temperature.

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