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One-Pot Synthesis of 3,4-Dihydropyrimidino[2,1-a]isoindol-6(2H)-one
- Authors: Martyanov G.S1, Barabanov M.A1, Pestov A.V1
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Affiliations:
- Postovsky Institute of Organic Synthesis UB RAS
- Issue: Vol 61, No 6 (2025)
- Pages: 721-727
- Section: ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ
- URL: https://journals.rcsi.science/0514-7492/article/view/355702
- DOI: https://doi.org/10.7868/S3034630425060095
- ID: 355702
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Abstract
One-pot synthesis of 3,4-dihydropyrimidino[2,1-a]isoindol-6(2H)-one, an analog of the promising anti-cancer drug batracilin, has been developed. Both acylation of 1,3-diaminopropane with phthalic anhydride and followed by cyclocondensation took place while heating in toluene or ortho-xylene. The highest yield 76% of the target isoindolone was obtained by adding 1,3-diaminopropane to phthalic anhydride in toluene, while reverse order of mixing the reagents, decreases the yield to 60%. The reaction proceeds stepwise, through the formation of 2-(3-aminopropyl)carbamoyl)benzoic acid, which is converted to isoindolone upon heating with 68% yield.
About the authors
G. S Martyanov
Postovsky Institute of Organic Synthesis UB RAS
ORCID iD: 0000-0002-5850-8443
Ekaterinburg, Russia
M. A Barabanov
Postovsky Institute of Organic Synthesis UB RAS
Email: filmsey@mail.ru
ORCID iD: 0009-0000-1152-0317
Ekaterinburg, Russia
A. V Pestov
Postovsky Institute of Organic Synthesis UB RAS
ORCID iD: 0000-0002-4270-3041
Ekaterinburg, Russia
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