Alkaline Hydrolysis of Cationic Di- and Trimethylthiopurines

Felix Bergmann; Miriam Rabat; Uri Reichman; Iiana Tamir

doi:10.1021/jo00906a018

Alkaline Hydrolysis of Cationic Di- and Trimethylthiopurines

Felix Bergmann^*
, Miriam Rabat
, Uri Reichman
, Iiana Tamir

^*Corresponding author for this work

Faculty of Medicine

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

Di- and trimethylthiopurines, which bear two N-methyl substituents, exist as resonating cations in which the charge spreads over both rings. Alkali hydrolyzes the methylthio groups in a fixed order, which for 3,7-dimethyl-2,6,8-trimethylthiopurinium cation is 2,6, 8. Hydrolysis of dimethylthiopurinium cations follows the same order.

Original language	English
Pages (from-to)	2652-2656
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	40
Issue number	18
DOIs	https://doi.org/10.1021/jo00906a018
State	Published - 1 Sep 1975

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title = "Alkaline Hydrolysis of Cationic Di- and Trimethylthiopurines",

abstract = "Di- and trimethylthiopurines, which bear two N-methyl substituents, exist as resonating cations in which the charge spreads over both rings. Alkali hydrolyzes the methylthio groups in a fixed order, which for 3,7-dimethyl-2,6,8-trimethylthiopurinium cation is 2,6, 8. Hydrolysis of dimethylthiopurinium cations follows the same order.",

author = "Felix Bergmann and Miriam Rabat and Uri Reichman and Iiana Tamir",

year = "1975",

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doi = "10.1021/jo00906a018",

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T1 - Alkaline Hydrolysis of Cationic Di- and Trimethylthiopurines

AU - Bergmann, Felix

AU - Rabat, Miriam

AU - Reichman, Uri

AU - Tamir, Iiana

PY - 1975/9/1

Y1 - 1975/9/1

N2 - Di- and trimethylthiopurines, which bear two N-methyl substituents, exist as resonating cations in which the charge spreads over both rings. Alkali hydrolyzes the methylthio groups in a fixed order, which for 3,7-dimethyl-2,6,8-trimethylthiopurinium cation is 2,6, 8. Hydrolysis of dimethylthiopurinium cations follows the same order.

AB - Di- and trimethylthiopurines, which bear two N-methyl substituents, exist as resonating cations in which the charge spreads over both rings. Alkali hydrolyzes the methylthio groups in a fixed order, which for 3,7-dimethyl-2,6,8-trimethylthiopurinium cation is 2,6, 8. Hydrolysis of dimethylthiopurinium cations follows the same order.

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JO - Journal of Organic Chemistry

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Alkaline Hydrolysis of Cationic Di- and Trimethylthiopurines

Abstract

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