A facile and convenient method for the preparation of macrocyclic diamides
β Scribed by Hashem Sharghi; Khodabakhsh Niknam; Ahmad Reza Massah
- Book ID
- 102341321
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 407 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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β¦ Synopsis
Abstract
A number of macrocyclic diamides have been synthesized from the reaction of a diacid dicarboxylic dichloride with primary diamino compound in the presence of magnesium oxideβsilica gel at room temperature in good yields. Using urea and thiourea as well as diamines to produce the corresponding macrocycles in the range of 52β56% yields are also included in this paper. One of the major advantages of this method is simple regeneration of inorganic solid and its reuse through several cycles without a decrease in activity.
π SIMILAR VOLUMES
The hydroxy macrocycles 8, 19a-c were prepared in 40-55% yields by reacting the dipotassium salts 2a-c with each of epichlorohydrin (7) and bis(chloromethyl) derivative 18. Acylation of the hydroxyl group of each of 8, 19a-c with 2-chloroacetylchloride (9) in DMF gave the corresponding esters 10, 20