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Synthèse de pyrimidines et de thiazolo[5,4-d]pyrimidines. II. Analogues de la succinoadénine

✍ Scribed by Mme H. Brocas-Neuwels; R. Promel


Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
247 KB
Volume
77
Category
Article
ISSN
0037-9646

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✦ Synopsis


SYNTHGSE DE PYRIMIDINES ET DE THIAZOLO[5,4-d]PYRIMIDINES 11. ANALOGUES DE LA SUCCINOADfiNINE (*) Mme H. BROCAS-NEUWELS et R. PROMEL Two new analogs (111 and VII) of succinoadenine have been synthesized. Starting from 7-chlorothiazolo[5,4-d]pyrimidine (I), the first one has been prepared by reaction with diethyl D,L-aspartate, followed by alkaline hydrolysis. On the other hand, direct amination of 'I-methylthiothiazol0[5.4-d]pyrimidine (IV) with D,L-aspartic acid has given a product formulated as 5-formamido-4-mercapto-6methylthiopyrimidine (V). An authentic specimen has been prepared for comparison by formy lation of 5-amino-4-chloro-6-methylthiopyrimidine (VIII) and replacement of the chlorine atom with sodium hydrosulfide. The second analog has been obtained either by reaction of 7-chlorothiazolo[5,4-d] pyrimidine (1) with D,L-mercaptosuccinic acid or by alkylation of 7-mercaptothiazolo[5,4-d]pyrimidine (VI) with D,L-bromosuccinic acid.


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