Synthesis of new bridgehead heterocycles: Pyrimido[3′,2′:3,4]- 1,2,4-triazino[5,6-b]-indoles

Sunita Bhagat; Manish Jain; Mukesh K. Pandey; Pragati; Anjali Saxena; Subhash C. Jain

doi:10.1002/hc.20199

Synthesis of new bridgehead heterocycles: Pyrimido[3′,2′:3,4]- 1,2,4-triazino[5,6-b]-indoles

Sunita Bhagat, Manish Jain, Mukesh K. Pandey, Pragati, Anjali Saxena, Subhash C. Jain

Radiology

Research output: Contribution to journal › Article › peer-review

Abstract

A new bridgehead nitrogen heterocycle viz. 11-carboethoxy-9-oxo- pyrimido[3′2′:3,4]-1,2,4-triazino[5,6-b]indble 3 has been synthesized from 3-azido-5H-,1,2,4-triazino[5,6-b]indole 2 by its reaction with diethyl fumerate. The intermediate 2 was obtained by treating 3-hydrazino-5H-1,2,4-triazino[5,6-b]indole with NaNO₂ in presence of polyphosphoric acid. A plausible mechanism for the formation of 3 has been formulated and discussed.

Original language	English (US)
Pages (from-to)	272-276
Number of pages	5
Journal	Heteroatom Chemistry
Volume	17
Issue number	4
DOIs	https://doi.org/10.1002/hc.20199
State	Published - 2006

ASJC Scopus subject areas

Chemistry(all)

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title = "Synthesis of new bridgehead heterocycles: Pyrimido[3′,2′:3,4]- 1,2,4-triazino[5,6-b]-indoles",

abstract = "A new bridgehead nitrogen heterocycle viz. 11-carboethoxy-9-oxo- pyrimido[3′2′:3,4]-1,2,4-triazino[5,6-b]indble 3 has been synthesized from 3-azido-5H-,1,2,4-triazino[5,6-b]indole 2 by its reaction with diethyl fumerate. The intermediate 2 was obtained by treating 3-hydrazino-5H-1,2,4-triazino[5,6-b]indole with NaNO2 in presence of polyphosphoric acid. A plausible mechanism for the formation of 3 has been formulated and discussed.",

author = "Sunita Bhagat and Manish Jain and Pandey, {Mukesh K.} and Pragati and Anjali Saxena and Jain, {Subhash C.}",

year = "2006",

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volume = "17",

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journal = "Heteroatom Chemistry",

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T1 - Synthesis of new bridgehead heterocycles

T2 - Pyrimido[3′,2′:3,4]- 1,2,4-triazino[5,6-b]-indoles

AU - Bhagat, Sunita

AU - Jain, Manish

AU - Pandey, Mukesh K.

AU - Pragati,

AU - Saxena, Anjali

AU - Jain, Subhash C.

PY - 2006

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N2 - A new bridgehead nitrogen heterocycle viz. 11-carboethoxy-9-oxo- pyrimido[3′2′:3,4]-1,2,4-triazino[5,6-b]indble 3 has been synthesized from 3-azido-5H-,1,2,4-triazino[5,6-b]indole 2 by its reaction with diethyl fumerate. The intermediate 2 was obtained by treating 3-hydrazino-5H-1,2,4-triazino[5,6-b]indole with NaNO2 in presence of polyphosphoric acid. A plausible mechanism for the formation of 3 has been formulated and discussed.

AB - A new bridgehead nitrogen heterocycle viz. 11-carboethoxy-9-oxo- pyrimido[3′2′:3,4]-1,2,4-triazino[5,6-b]indble 3 has been synthesized from 3-azido-5H-,1,2,4-triazino[5,6-b]indole 2 by its reaction with diethyl fumerate. The intermediate 2 was obtained by treating 3-hydrazino-5H-1,2,4-triazino[5,6-b]indole with NaNO2 in presence of polyphosphoric acid. A plausible mechanism for the formation of 3 has been formulated and discussed.

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