A green and facile approach for synthesis of nitro heteroaromatics in water

Xiu X. Zhao; Ji C. Zhang; Sheng H. Li; Qing P. Yang; Yu C. Li; Si P. Pang

doi:10.1021/op5000754

A green and facile approach for synthesis of nitro heteroaromatics in water

Xiu X. Zhao, Ji C. Zhang, Sheng H. Li^*, Qing P. Yang, Yu C. Li, Si P. Pang

^*Corresponding author for this work

School of Material Science and Engineering

Beijing Institute of Technology

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

25 Citations (Scopus)

Abstract

A convenient and green method for the oxidation of nitrogen-rich heterocyclic amines to nitro-substituted heteroaromatics using potassium peroxymonosulfate (2KHSO₅·KHSO₄·K ₂SO₄, Oxone) in water was developed. This method has several advantages over previous methods: operational simplicity, safety, inexpensive reagents, the use of H₂O as the sole solvent, and mild conditions. The utility of the present oxidative system was demonstrated by the synthesis of the important energetic compounds 3,4,5-trinitro-1H-pyrazole (TNP) and 5-amino-3-nitro-1H-1,2,4-triazole (ANTA).

Original language	English
Pages (from-to)	886-890
Number of pages	5
Journal	Organic Process Research and Development
Volume	18
Issue number	7
DOIs	https://doi.org/10.1021/op5000754
Publication status	Published - 18 Jul 2014

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title = "A green and facile approach for synthesis of nitro heteroaromatics in water",

abstract = "A convenient and green method for the oxidation of nitrogen-rich heterocyclic amines to nitro-substituted heteroaromatics using potassium peroxymonosulfate (2KHSO5·KHSO4·K 2SO4, Oxone) in water was developed. This method has several advantages over previous methods: operational simplicity, safety, inexpensive reagents, the use of H2O as the sole solvent, and mild conditions. The utility of the present oxidative system was demonstrated by the synthesis of the important energetic compounds 3,4,5-trinitro-1H-pyrazole (TNP) and 5-amino-3-nitro-1H-1,2,4-triazole (ANTA).",

author = "Zhao, {Xiu X.} and Zhang, {Ji C.} and Li, {Sheng H.} and Yang, {Qing P.} and Li, {Yu C.} and Pang, {Si P.}",

year = "2014",

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doi = "10.1021/op5000754",

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T1 - A green and facile approach for synthesis of nitro heteroaromatics in water

AU - Zhao, Xiu X.

AU - Zhang, Ji C.

AU - Li, Sheng H.

AU - Yang, Qing P.

AU - Li, Yu C.

AU - Pang, Si P.

PY - 2014/7/18

Y1 - 2014/7/18

N2 - A convenient and green method for the oxidation of nitrogen-rich heterocyclic amines to nitro-substituted heteroaromatics using potassium peroxymonosulfate (2KHSO5·KHSO4·K 2SO4, Oxone) in water was developed. This method has several advantages over previous methods: operational simplicity, safety, inexpensive reagents, the use of H2O as the sole solvent, and mild conditions. The utility of the present oxidative system was demonstrated by the synthesis of the important energetic compounds 3,4,5-trinitro-1H-pyrazole (TNP) and 5-amino-3-nitro-1H-1,2,4-triazole (ANTA).

AB - A convenient and green method for the oxidation of nitrogen-rich heterocyclic amines to nitro-substituted heteroaromatics using potassium peroxymonosulfate (2KHSO5·KHSO4·K 2SO4, Oxone) in water was developed. This method has several advantages over previous methods: operational simplicity, safety, inexpensive reagents, the use of H2O as the sole solvent, and mild conditions. The utility of the present oxidative system was demonstrated by the synthesis of the important energetic compounds 3,4,5-trinitro-1H-pyrazole (TNP) and 5-amino-3-nitro-1H-1,2,4-triazole (ANTA).

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SP - 886

EP - 890

JO - Organic Process Research and Development

JF - Organic Process Research and Development

IS - 7

ER -

A green and facile approach for synthesis of nitro heteroaromatics in water

Abstract

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