Premium
Studies on the mass spectra of 6‐methylthiopurine and its C‐and N‐methyl derivatives
Author(s) -
Deutsch Joseph,
Neiman Zohar,
Bergmann Felix
Publication year - 1971
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210050305
Subject(s) - chemistry , ring (chemistry) , methyl group , radical , imidazole , pyrimidine , mass spectrum , derivative (finance) , medicinal chemistry , stereochemistry , ion , group (periodic table) , organic chemistry , financial economics , economics
6‐Methylthiopurines which bear a 9‐NH‐ or a 9‐NCH 3 ‐group (class A) form an [M—1]‐ion with much higher abundance than do the 1‐, 3‐, or 7‐methyl derivatives (class B). The higher stability of the [M—1]‐ion in class A may be explained by ring closure to N‐7. Methyl radicals are cleaved from N‐, but not from S‐ or C‐methyl groups, with the exception of the 7‐methyl derivative, in which the S‐CH 3 ‐group can also split off a methyl radical. The methylthio group may lose all of the following fragments: S, SH, SCH, SCH 2 and SCH 3 . In the remaining purine skeleton, in general first the pyrimidine and subsequently the imidazole ring breaks down with elimination of HCN.