A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt

Yanhong Wang; Zhen Hu; Xiangli Meng; Jiehui Jing; Yuanjun Song; Chunhua Zhang; Yudong Huang

doi:10.3390/molecules14051652

A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt

Yanhong Wang
, Zhen Hu
, Xiangli Meng
, Jiehui Jing
, Yuanjun Song
, Chunhua Zhang
, Yudong Huang^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Harbin Institute of Technology

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

6 Scopus citations

Abstract

A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt (TAP-3HCl.H₂O) was introduced in this paper. The title compound was synthesized, as usual, in two steps (nitration and hydrogenation) with a total yield of 90%. The use of an oleum and fuming nitric acid mixture in the nitration step improved the yield and purity of the intermediate product. A highly efficient hydrogénation using a H ₂/Pd/C/C₂H₅OH system was developed. The products were characterized by TG, IR, ¹HNMR, ¹³C-NMR, HPLC and elemental analysis.

Original language	English
Pages (from-to)	1652-1659
Number of pages	8
Journal	Molecules
Volume	14
Issue number	5
DOIs	https://doi.org/10.3390/molecules14051652
State	Published - May 2009

Keywords

2,3,5,6-tetraaminopyridine
Hydrogénation
Nitration
Synthesis

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10.3390/molecules14051652

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title = "A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt",

abstract = "A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt (TAP-3HCl.H2O) was introduced in this paper. The title compound was synthesized, as usual, in two steps (nitration and hydrogenation) with a total yield of 90\%. The use of an oleum and fuming nitric acid mixture in the nitration step improved the yield and purity of the intermediate product. A highly efficient hydrog{\'e}nation using a H 2/Pd/C/C2H5OH system was developed. The products were characterized by TG, IR, 1HNMR, 13C-NMR, HPLC and elemental analysis.",

keywords = "2,3,5,6-tetraaminopyridine, Hydrog{\'e}nation, Nitration, Synthesis",

author = "Yanhong Wang and Zhen Hu and Xiangli Meng and Jiehui Jing and Yuanjun Song and Chunhua Zhang and Yudong Huang",

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T1 - A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt

AU - Wang, Yanhong

AU - Hu, Zhen

AU - Meng, Xiangli

AU - Jing, Jiehui

AU - Song, Yuanjun

AU - Zhang, Chunhua

AU - Huang, Yudong

PY - 2009/5

Y1 - 2009/5

N2 - A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt (TAP-3HCl.H2O) was introduced in this paper. The title compound was synthesized, as usual, in two steps (nitration and hydrogenation) with a total yield of 90%. The use of an oleum and fuming nitric acid mixture in the nitration step improved the yield and purity of the intermediate product. A highly efficient hydrogénation using a H 2/Pd/C/C2H5OH system was developed. The products were characterized by TG, IR, 1HNMR, 13C-NMR, HPLC and elemental analysis.

AB - A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt (TAP-3HCl.H2O) was introduced in this paper. The title compound was synthesized, as usual, in two steps (nitration and hydrogenation) with a total yield of 90%. The use of an oleum and fuming nitric acid mixture in the nitration step improved the yield and purity of the intermediate product. A highly efficient hydrogénation using a H 2/Pd/C/C2H5OH system was developed. The products were characterized by TG, IR, 1HNMR, 13C-NMR, HPLC and elemental analysis.

KW - 2,3,5,6-tetraaminopyridine

KW - Hydrogénation

KW - Nitration

KW - Synthesis

UR - https://www.scopus.com/pages/publications/67249134566

U2 - 10.3390/molecules14051652

DO - 10.3390/molecules14051652

M3 - 文章

C2 - 19471189

AN - SCOPUS:67249134566

SN - 1420-3049

VL - 14

SP - 1652

EP - 1659

JO - Molecules

JF - Molecules

IS - 5

ER -

A simple and efficient route for preparing 2,3,5,6-tetraaminopyridine hydrochloride salt

Abstract

Keywords

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