Citation: Hooshang Vahedi, Ghadir Rajabzadeh, Fahimeh Farvandi. Facile synthesis of[1,2,4]triazino[4,3-b][1,2,4,5]tetrazepin derivatives by a one-pot reactions using 4-amino-3-hydrazinyl-6-methyl-1,2,4-triazin-5(4H)-one[J]. Chinese Chemical Letters, ;2010, 21(12): 1419-1422. doi: 10.1016/j.cclet.2010.07.006 shu

Facile synthesis of[1,2,4]triazino[4,3-b][1,2,4,5]tetrazepin derivatives by a one-pot reactions using 4-amino-3-hydrazinyl-6-methyl-1,2,4-triazin-5(4H)-one

a Department of Chemistry, Payame Noor University(PNU), Mashhad, Iran;
b Khorasan Research Institute for Food Science and Technology, Iran

Received Date: 12 April 2010

Fund Project: Financial support of Payame Noor University and Department of Chemistry,Khorasan Science and Technology Park (KSTP),Iran is sincerely acknowledged.

4-Amino-3-mercapto-6-methyl-1, 2, 4-triazin-5 (4H)-one 1 converted to 4-amino-6-methy-3-(methylthio)-l, 2, 4-triazin-5 (4H)-one by methylation with methyl iodide. Controlled hydrazination of the resulting compound afforded 4-amino-3-hydrazinyl-6-methyl-l, 2, 4-triazin-5 (4H)-one 2 as a building block, to the synthesis of some novel derivatives of[1, 2, 4]triazino-[4, 3, b] [1, 2, 4, 5]tetrazepine 3-6, by the reaction with 3-chloropentane-2, 4-dione, chloro acetonitrile, 1, 3-dichloroacetone, and methyl bromoacetate. This general synthetic procedure can be extended to the preparation of wide variety of tetrazepines using 1, 2-bielectrophiles derivatives.
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