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Usage

Uses

Used in Explosive and Propellant Industries:
5-(Morpholino)tetrazole is used as an initiating material for explosives and propellants due to its high detonation velocity and pressure. Its energy-rich properties make it a key ingredient in military and commercial explosive formulations, ensuring efficient and powerful reactions.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 5-(Morpholino)tetrazole is utilized as a heterocyclic building block for the development of novel pharmaceuticals. Its unique structure and reactivity allow for the creation of new compounds with potential therapeutic applications.
Used in Agrochemical Development:
Similarly, in the agrochemical sector, MPT serves as a heterocyclic building block, enabling the development of innovative agrochemicals with improved efficacy and selectivity in crop protection and pest management.
Used in Metal Protection Applications:
5-(Morpholino)tetrazole is used as a corrosion inhibitor in metal protection applications. Its ability to prevent or reduce the corrosion of metals extends the lifespan of metal structures and components, providing cost-effective and durable solutions for various industries.
Overall, the diverse applications of 5-(Morpholino)tetrazole underscore its importance and value in a wide range of industries, from defense and energy to healthcare and agriculture.

Upstream product

• 314278-55-2 benzotriazol-1-yl(tetrahydro-1H-1,4-oxazin-4-yl)methanimine 
• 110-91-8 morpholine 
• 764-05-6 cyanogen azide 
• 60-12-8 2-phenylethanol 
• 477862-42-3 2-allyl-5-(morpholino)tetrazole 
• 1530-89-8 N-cyanomorpholine 

Downstream Products

• 131727-63-4 N-{4-Methoxymethyl-1-[2-(5-morpholin-4-yl-tetrazol-2-yl)-ethyl]-piperidin-4-yl}-N-phenyl-propionamide 

Relevant academic research and scientific papers

A general route to 5-aminotetrazoles

Various di- and trisubstituted (benzotriazolyl)- carboximidamides were used for the preparation of N,N-di-and 1,N,N-trisubstituted 5-aminotetrazoles 3a-e and 6a-d under mild conditions in good to excellent yields.

Synthesis of 5-Substituted 1 H-Tetrazoles from Nitriles by Continuous Flow: Application to the Synthesis of Valsartan

An efficient continuous flow process for the synthesis of 5-substituted 1H-tetrazoles is described. The process involves the reaction between a polymer-supported triorganotin azide and organic nitriles. The polymer-supported organotin azide, which is in situ generated with a polystyrene-supported triorganotin alkoxide and trimethylsilylazide, is immobilized in a packed bed reactor. This approach is simple, fast (it takes from 7.5 to 15 min), and guarantees a low concentration of tin residues in the products (5 ppm). The process was developed to aryl-, heteroaryl-, and also alkylnitriles and was applied for the synthesis of valsartan, an angiotensin II receptor antagonist.

Fimctlonalized tetrazoles from cyanogen azide with secondary amines

Secondary amines react with cyanogen azide at ambient temperature in water/acetonitrile to provide tetrazole derivatives directly. The scope and limitations with regard to steric hindrance of the amine are discussed. Although reaction yields are moderate, 29-81%, the cyanogen azide reactions provide a direct and versatile route to functionalized tetrazoles that: may be especially useful considering the diversity of amines suitable for this transformation.

Facile deallylation protocols for the preparation of N-unsubstituted triazoles and tetrazoles

Two facile deallylation protocols have been developed for the preparation of N-unsubstituted triazoles and tetrazoles. The first protocol is a direct deallylation using a combination of a catalytic amount of nickel complex, NiCl2(dppe), and a stoichiometric amount of Grignard reagent, tBuMgCl. The second protocol is a stepwise deallylation through consecutive reactions of isomerization and ozonolysis. The isomerization from N-allylazoles to N-vinylazoles is catalyzed by a ruthenium complex, HRuCl(CO)(PPh3)3, and the following ozonolysis of the derived N-vinyl intermediates affords N-unsubstituted azoles. These protocols can be used complementarily depending on the type of functional groups in the parent allylated azoles.