18264-75-0

Usage

Uses

Used in Organic Synthesis:
N-nitrocarbazamidine is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions. Its unique properties make it a valuable component in the creation of complex organic molecules.
Used in Pharmaceutical Production:
As a precursor in the production of pharmaceuticals, N-nitrocarbazamidine plays a crucial role in the development of new drugs. Its chemical structure allows it to be a key intermediate in the synthesis of various medicinal compounds.
Used in Agrochemical Production:
N-nitrocarbazamidine also serves as a precursor in the production of agrochemicals, contributing to the development of effective products for agricultural applications.
Used in the Development of Functional Materials:
N-nitrocarbazamidine is a versatile building block in the creation of functional materials such as dyes and polymers. Its incorporation into these materials can enhance their properties and performance in various industries.

InChI:InChI=1/CH6N5O2/c2-1(4-3)5-6(7)8/h3H2,(H,7,8)(H3,2,4,5)/q+1

Upstream product

• 62154-79-4 nitro-azidocarboxamidine 
• 556-88-7 nitroguanidine 
• 2986-25-6 methyl nitrocarbamimidothioate 
• 5458-83-3 N-butyl-N'-nitro-guanidine 
• 7732-18-5 water 
• 7803-57-8 hydrazine hydrate 
• 2986-25-6 S-methyl-N-nitroisothiourea 
• 70-25-7 N-methyl-N''-nitro-N-nitrosoguanidine 
• 4245-76-5 N-Methyl-N'-nitroguanidine 
• 39197-62-1 N-ethyl-N'-nitroguanidine 
• 556-88-7 2-nitroguanidine 
• 651322-68-8 1,2-dinitroguanidine 
• 302-01-2 hydrazine 

Downstream Products

• 89418-54-2 5-nitro-furfural-(nitrocarbamimidoyl-hydrazone) 
• 109967-10-4 terephthalaldehyde bis-(nitrocarbamimidoyl-hydrazone) 
• 5347-99-9 N-nitro-N'-(4-nitro-benzylidenamino)-guanidine 
• 5347-89-7 N-(4-methoxy-benzylidenamino)-N'-nitro-guanidine 
• 42216-32-0 N-(N''-nitrocarbamimidoylamino)benzamide 
• 5396-41-8 N-(2,4-dichloro-benzylidenamino)-N'-nitro-guanidine 
• 109047-25-8 N-(2-chloro-1-phenyl-ethylidenamino)-N'-nitro-guanidine 
• 5347-97-7 N-(2-methoxy-benzylidenamino)-N'-nitro-guanidine 
• 109098-88-6 N-(2-bromo-1-phenyl-ethylidenamino)-N'-nitro-guanidine 
• 98948-11-9 N-[2-bromo-1-(4-chloro-phenyl)-ethylidenamino]-N'-nitro-guanidine 
• 108015-84-5 N-[2-bromo-1-(4-bromo-phenyl)-ethylidenamino]-N'-nitro-guanidine 
• 5347-96-6 N-(4-isopropyl-benzylidenamino)-N'-nitro-guanidine 
• 2946-89-6 3,5-dimethyl-pyrazole-1-carbonimidic acid nitroamide 

Relevant academic research and scientific papers

A simple method for the preparation of 3,5-dinitrimino-1,2,4-triazole and its salts

The reaction of 2-methyl-1-nitrоisothiourea with hydrazine in the presence of alkali metal bicarbonates (carbonates) resulted in the formation of 3,5-dinitrimino-1,2,4-triazole salts. The same salts were also formed by a reaction of 2-methyl-1-nitrоisothiourea with alkali metal salts of 4-nitrоsemicarbazide. This represents the first synthesis and characterization of the high-energy 3,5-dinitrimino-1,2,4- triazole, which can be readily isolated by treatment of its disodium salt with HCl.

Structure and properties of 1-amino-2-nitroguanidinium nitrate

A nitrogen-rich energetic material 1-amino-2-nitroguanidinium nitrate (ANGN) was synthesized and fully characterized by nuclear magnetic resonance, infrared spectroscopy, mass spectroscopy and elemental analysis. Its thermal behavior and detonation properties were also investigated to give a better understanding of its physical and chemical properties. The results show that the calculated critical temperature of thermal explosion, entropy of activation, enthalpy of activation, free energy of activation, detonation pressure and detonation velocity are 319.8 K, 130.24 J mol-1 K-1, 155.45 kJ mol-1, 106.45 kJ mol-1 43.0 GPa and 9775 m s-1, respectively. It is predicted that ANGN possesses excellent energetic properties compared to those of RDX and HMX, and can be considered as a potential energetic material.

Synthesis and insecticidal activities of 1,5-disubstituted-1,3,5- hexahydrotriazine-2-N-nitroimines

By extracting active moieties from typical insecticides and recombining to a same molecule, a series of novel title compounds were designed and synthesized as shown in Scheme 1. The structures of all compounds were confirmed by IR, 1H NMR, MS, and elemental analysis. The preliminary bioassay showed that the partial target compounds gave 90% mortality against Tetranychus cinnabarnus at 500 mg/L.

Transition metal complexes of 3-Amino-1-nitroguanidine as laser ignitible primary explosives: Structures and properties

3-Amino-1-nitroguanidine (ANQ, 2) was synthesized via hydrazinolysis of nitroguanidine. By dissolving 2 in solutions containing transition metal salts, several complexes M2+(ANQ)2X2(H 2O)y with M2+ = Co, Ni, Cu, Zn as well as M(ANQ)2X(H2O)y with M = Ag could be isolated. In these cases, nitrate as well as perchlorate and chloride served as the respective anions X. Additionally, the ANQ complexes of Co, Ni, and Ag with dinitramide as the anion were synthesized from ANQ and silver dinitramide and by reacting the cobalt and nickel ANQ perchlorate complexes with ammonium dinitramide. The crystal structures of all described complexes were determined by low temperature single-crystal X-ray diffraction. Additionally, they were characterized using IR spectroscopy and elemental analysis. The decomposition temperatures were determined by differential scanning calorimetry and the sensitivities toward impact and friction were assessed using a BAM drophammer and a BAM friction tester (BAM = Bundesanstalt fuer Materialforschung und -pruefung). Additionally, the sensitivity toward electrostatic discharge was determined on a small-scale ESD device. The potential use of the nitrate, dinitramide and perchlorate containing species as primary explosives was investigated in a laser ignition test.

Divergent Synthesis of Substituted Amino-1,2,4-triazole Derivatives

A divergent efficient assembly of disubstituted 1,2,4-triazoles was established by cyclization of readily accessible N ′-nitro-2-hydrocarbylidene-hydrazinecarboximidamides with moderate to excellent yields under mild reaction conditions. This divergent synthetic strategy was achieved simply by varying the reaction conditions. Under acidic conditions, amino-1,2,4-triazoles were obtained by an intramolecular redox reaction involving the NO 2group. Control experiments and DFT studies revealed that this transformation proceeds via an intramolecular 1,3-hydride transfer pathway leading to HNO 2elimination. Under neutral conditions with water as the solvent, nitroimino-1,2,4-triazoles were obtained by oxidative intramolecular annulation under air.

A containing 1, 2, 3 - thiadiazole [...] amino guanidine compound synthesis and use

The invention provides nitro arylideneamino guanidine compounds containing 1, 2, 3-thiadiazole as well as a preparation method and application thereof. The invention relates to isothiazole oxime ether compounds, which have a chemical structural general formula shown as IV. The formula is shown in the specification. The invention discloses a structural general formula and a synthetic method of the compounds, application of the compounds serving as insecticides, bactericides, anti-virus substances for plants and plant activators, application of a combination of the compounds and agriculturally acceptable aids or synergists or a combination of the compounds and commercial insecticides, acaricides, bactericides, anti-virus substances for plants and plant activators in prevention and control of diseases, pests, acarids and viruses of agriculture, forestry and horticulture and a preparation method.

Synthesis, insecticidal and fungicidal activities of methyl 2-(methoxyimino)-2-(2-((1-(N′-nitrocarbamimidoyl)-2-hydrocarbylidene-hydrazinyl)methyl)phenyl)acetates

N′-Nitro-2-hydrocarbylidenehydrazinecarboximidamides and methoxyacrylates are two types of important agrochemicals. By combining their key fragments into one framework, a series of the title compounds was designed and synthesized. Some of these compounds have shown excellent insecticidal activities for aphides, for example, the LC50 values of compounds 6-06, 6-11 and 6-19 against M. perslcae and H. amygdale were found to be 1.9/14.4, 13.4/1.5 and 0.3/38.4 mg L-1 respectively. They were also effective against the mycelium growth of B. cinerea in vitro. Compound 6-04 could control (～100%) cucumber anthrax and rice blast at 100 mg L-1 in vivo, and inhibit the spore germination (～100%) of vegetable gray mold at 6.25 mg L-1. These compounds could be considered as potential insecticidal or fungicidal candidates for crop protection. The results of structure-activity relationship (SAR) studies are discussed.

Method for synthesizing 1-amino-3-nitroguanidine

The invention discloses a method for synthesizing 1-amino-3-nitroguanidine. The method comprises the following steps of adding 2-methyl-3-nitryl isothiourea to water, dropwise adding hydrazine hydrate with the concentration being 80%, after adding of the hydrazine hydrate is ended, raising the temperature to 40-70 DEG C, preserving the temperature for 3-6 hours, conducting cooling and filtration, and conducting elution and drying with water and ethyl alcohol, so that amino nitroguanidine is obtained, wherein the mole ratio of the hydrazine hydrate to the 2-methyl-3-nitryl isothiourea is 1: (1-2). The method is mainly applied to 1-amino-3-nitroguanidine synthesis.

Synthesis and properties of two energetic salts based on 1-amino-2-nitroguanidine

Two nitrogen-rich energetic materials based on 1-amino-2-nitroguanidine were synthesized. The thermal behavior, thermodynamic properties, electron structures and detonation properties were investigated. The dynamic (DSC) curves show that 1-amino-2-nitroguanidinium 2,4,5-trinitroimidazole (salt 1) can be used as cast explosives. These curves allow determination of their melting points and thermodynamic parameters such as activation energy (Ek, salt 1, 282.1 kJ mol-1; salt 2, 116.2 kJ mol-1; Eo, salt 1, 275.0 kJ mol-1; salt 2, 116.9 kJ mol-1), entropy of activation (ΔS #, salt 1, 395.7 J mol-1 K-1 salt 2, 5.8 J mol-1 K-1), enthalpy of activation (ΔH #, salt 1, 278.7 kJ mol-1 ; salt 2, 113.1 kJ mol-1 ), free energy of activation (Δ G#, salt 1, 117.6 kJ mol-1 salt 2, 110.9 kJ mol-1), heat of formation (ΔHf-0 0, salt 1, 264.7 kJ mol-1 salt 2, 487.6 kJ mol-1) and critical temperature of thermal explosion (Tb, salt 1, 412.3 K; salt 2, 388.9 K), suggesting that the synthesized salts are safe enough during storage or usage. In view of the detonation pressure (P, salt 1, 30.2 GPa; salt 2, 29.1 GPa) and detonation velocity (D, salt 1, 8398 m s-1; salt 2, 8334 m s-1), it is predicted that both 1-amino-2-nitroguanidine-based salts have the potential to be the useful energetic materials.

N ′-nitro-2-hydrocarbylidenehydrazinecarboximidamides: Design, synthesis, crystal structure, insecticidal activity, and structure-activity relationships

A novel series of acyclic imine-substituted nitenpyram analogues were designed and synthesized from nitroaminoguanidine, and their structures were confirmed using X-ray diffraction crystallography. Preliminary bioassays showed that the target molecules exhibited good activities against aphids in laboratory (Myzus persicae Sulzer) and field trials (M. persicae Sulzer and Brevicoryne brassicae Linnaeus). Comparative molecular field analysis and comparative molecular similarity indices analysis were employed to develop a three-dimensional quantitative structure-activity relationship model that describes the insecticidal activity of 21 neonicotinoid derivatives. Simple synthesis, low cost, and good insecticidal activity have made this series of compounds become very promising candidates for future commercial pesticides.