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Reactions of substituted (methylthio)benzylidene Meldrum's acids with secondary alicyclic amines in aqueous DMSO. Evidence for rate-limiting proton transfer
Reactions of substituted (methylthio)benzylidene Meldrum's acids with secondary alicyclic amines in aqueous DMSO. Evidence for rate-limiting proton transfer
- Source :
- Journal of Organic Chemistry. Dec 24, 2004, Vol. 69 Issue 26, p9248, 7 p.
- Publication Year :
- 2004
-
Abstract
- The replacement of the methylthio group of substituted methylthiobenzylidene Meldrum's acids (2-SMe-Z) by secondary alicyclic amines occurs by a three-step mechanism. A detailed structure-reactivity analysis indicates that for the reaction with piperazine, 1-(2-hydroxythyl)- piperazine, and morpholine it is deprotonation of T(sub A)(super plus or minus) to products is rate limiting.
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 69
- Issue :
- 26
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.127675498