2011
DOI: 10.13171/mjc.1.1.2011.10.06.18
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Facile and convenient new synthesis of imidazobenzimidazol-2-one and pyrimidobenzimidazol-2,3-dione derivatives

Abstract: Reaction of epoxides 1 and 2 with 2-aminobenzimidazole led to formation of imidazobenzimidazol-2-ones 4 and pyrimido[1,2-a]benzimidazol-2,3-diones 5, respectively in good yields. This same compound 5 may be obtained by another route by reacting halohydrin derivates 3 with 2-aminobenzimidazole. The mechanisms of the studied reactions are discussed.

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Cited by 2 publications
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“…Along with the preparation of anagrelide scaffold containing compounds, some of its structural analogues have been reported in the literature. For instance, synthesis of 5-noranagrelide derivatives (Figure ) has been described several times by the use of traditional solution-phase synthesis and 2-aminobenzimidazole as a key intermediate (Figure ). …”
Section: Introductionmentioning
confidence: 99%
“…Along with the preparation of anagrelide scaffold containing compounds, some of its structural analogues have been reported in the literature. For instance, synthesis of 5-noranagrelide derivatives (Figure ) has been described several times by the use of traditional solution-phase synthesis and 2-aminobenzimidazole as a key intermediate (Figure ). …”
Section: Introductionmentioning
confidence: 99%
“…The encouraging biological activities of these heterocycles and in continuation of our previous work in heterocyclic chemistry on the synthesis of heterocyclic compounds containing nitrogen, sulfur, and bicyclic systems, this paper presents the synthesis of two new heterocyclic condensed compounds such as 3,5‐dioxo‐thiazolo[2,3‐a]pyrimidine‐6‐carbonitriles and 4,6‐dioxo‐pyrimido[2,1‐b][1,3]thiazine‐7‐carbonitriles from epoxides 1 and 2 . Moreover, our new route seems of interest to us and compares favorably with existing methods.…”
Section: Introductionmentioning
confidence: 86%