Antidiabetische wirkstoffe. III. 4,5,6‐Trisubstituierte 2‐(4‐toluidino)pyrimidine

Kreutzberger, A.; Gillessen, J.

doi:10.1002/jhet.5570210613

Cited by 4 publications

(1 citation statement)

References 7 publications

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“…Compounds 67 ,11, 12 68, 69 ,13, 14 and 70 ,15, 16 and 74 were obtained by condensation of phenylguanidine nitrate 12 17 and diketones 13 (method B, Pinner reaction) 18. Heating alkylamines 14 , which are more nucleophilic than the corresponding anilines, with the 2‐methylsulfonylpyrimidine 10a in toluene produced alkylaminopyrimidines 33 and 34 .…”

Section: Methodsmentioning

confidence: 99%

Synthesis and structure–activity study of fungicidal anilinopyrimidines leading to mepanipyrim (KIF‐3535) as an anti‐Botrytis agent

Nagata¹,

Masuda

Maeno

et al. 2003

Pest Management Science

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A series of 2-anilinopyrimidines was prepared and their fungicidal activities against Botrytis cinerea Pers were examined. The activity fell sharply with any substitution on the anilinobenzene ring. Substituents at the 5-position of the pyrimidine ring greatly reduced the activity. Substituents such as chloro, methoxy, methylamino, methyl or 1-propynyl were well tolerated at the 4- and 6-positions of the pyrimidine ring. Among these substituents, the combination of methyl and 1-propynyl groups was the most favourable. 2-Anilino-4-methyl-6-(1-propynyl)pyrimidine (KIF-3535), which showed excellent activity and no significant phytotoxicity, was finally selected for development and has been given the common name mepanipyrim.

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