Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Nitramine explosive and preparation method thereof

The technology of nitramine explosive and trinitro group is applied in the field of explosive synthesis, which can solve the problems of long reaction time and the like, and achieve the effects of less environmental damage, simple product post-processing and simple reaction steps.

Inactive Publication Date: 2013-07-10
NANJING UNIV OF SCI & TECH
View PDF0 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, researchers at home and abroad have seldom reported the synthesis of such compounds, and only a few literatures have reported 5-nitro-2,3-dihydro-1H-imidazo[4 ,5-b]pyridin-2-one and similar compounds, see (Smolyar N N, Troyan N N, Vasilechko A B, et al. Synthesis of 1-(1,3-Dialkyl-2-oxo-2,3-dihydro-1 H-imidazo-[4,5-b]pyri-din-5-yl)-5-oxopyrrolidine
[0004]-3-carboxylic Acids. Russian Journal of Organic Chemistry, 2007, 43: 1706–1709.), but its synthetic intermediate 2, The reaction time of 3-dihydro-1H-imidazo[4,5-b]pyridin-2-one is long, so the synthesis route and technology of pyridocyclic urea nitramine energetic compounds have also been exploring

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Nitramine explosive and preparation method thereof
  • Nitramine explosive and preparation method thereof
  • Nitramine explosive and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0028] Nitramine explosive 1,3,5-trinitro-2,3-dihydro-1 of the present invention H -The preparation method of imidazo[4,5-b]pyridin-2-one, comprising the following steps:

[0029] In the first step, 2,3-diaminopyridine and urea are put into the reactor, and the ring-closing reaction of 2,3-diaminopyridine and urea is realized at high temperature. After the reaction, the mixture is extracted with boiling ethanol and filtered A dark brown solid was obtained;

[0030] In the second step, the black solid obtained in the first step is subjected to a nitration reaction in a nitration system. After the reaction, the mixture is poured into crushed ice, filtered with suction, and the filter cake is washed with water until it is neutral, and dried to obtain the product, which is identified as 1,3,5-Trinitro-2,3-dihydro-1 H - imidazo[4,5-b]pyridin-2-one.

[0031] Among them, in the first step, the molar ratio of 2,3-diaminopyridine to urea is 1:1~1:3.3, the ring closing temperatur...

Embodiment 1

[0035] Add 763.9 mg (7.0 mmol) of 2,3-diaminopyridine and 1.40 g (23.3 mmol) of urea into a 50 mL one-necked flask, mix well, and heat to 140 °C under reduced pressure for 1 h. The cooled reaction mixture was extracted with boiling ethanol (5*6 mL), and the crystals were collected by filtration. The filtrate was refrigerated in a refrigerator, and solids precipitated after overnight, filtered by suction, and dried to obtain 2,3-dihydro-1 H - Imidazo[4,5-b]pyridin-2-one, yield 95%.

[0036] m.p.273~275℃;

[0037] 1 H NMR (DMSO- d 6 , 500 MHz): δ 6.93(dd, 1H), 7.21(dd, 1H), 7.85(dd, 1H), 10.81(s, 1H), 11.28(s, 1H);

[0038] Elemental Analysis: C 6 h 5 N 3 O, Calculated: C, 53.33; H, 3.73; N, 31.10; Found: C, 53.26; H, 3.92; N, 31.15;

[0039] MS (ESI) m / z: 136.03(M+H).

Embodiment 2

[0041] Add 763.9 mg (7.0 mmol) of 2,3-diaminopyridine and 1.40 g (23.3 mmol) of urea into a 50 mL one-necked flask, mix well, and heat to 120 °C under reduced pressure for 0.2 h. The cooled reaction mixture was extracted with boiling ethanol (5*6 mL), and the crystals were collected by filtration. The filtrate was refrigerated in a refrigerator, and solids precipitated after overnight, filtered by suction, and dried to obtain 2,3-dihydro-1 H - Imidazo[4,5-b]pyridin-2-one, yield 36%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a nitramine explosive 1,3,5-trinitro-2,3-dihydro-1H-imidazo [4,5-b] pyridine-2-ketone and a preparation method thereof. The method comprises the steps of achieving a reaction close loop of 2,3-diaminopyridine and urea at a high temperature, extracting the mixture by boiled ethanol after the reaction is finished, filtering to obtain dark brown solid; achieving nitrification reaction on 2,3-dihydro-1H-imidazo [4,5-b] pyridine-2-ketone in different nitrification systems; pouring the mixture into trash ice after the reaction is finished, filtering and washing a filter cake to become neutral, and drying to obtain light yellow solid. The compound containing energy synthetized by the method is novel in structure, mild in reaction condition, simple in technology, safe and reliable to produce, simple to carry out post-treatment on the product, small in damage to the environment, does not need a special device, and meets the basic requirements of industrial amplification production.

Description

technical field [0001] The invention belongs to the field of explosive synthesis, in particular to a nitramine explosive 1,3,5-trinitro-2,3-dihydro-1 H -imidazo[4,5-b]pyridin-2-one (1,3,5-trinitro-2,3-dihydro-1 H -imidazo-[4,5-b]pyridin-2-one) and a process for its preparation. Background technique [0002] High-energy density materials (HEDMs) play a vital role in both explosives and propellants. By introducing a cage structure or a group with more nitrogen atoms, oxygen atoms or fluorine atoms, such as azido (-N 3 ), Nitro (NO 2 ), nitramine (N-NO 2 ) and other functional groups, thereby changing the structure of the compound to achieve high energy and high density characteristics. Therefore, nitroamine compounds, especially cyclic nitroamines, such as 1,3,5-trinitro1,3,5-triazacyclohexane (RDX), 1,3,5,7-tetranitro -1,3,5,7-Tetraazacycloctane (HMX) has become a class of very potential high-energy density materials due to its structural characteristics, and has been d...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C06B25/34C07D487/04
Inventor 刘祖亮马从明候可辉姚其正徐潇
Owner NANJING UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com