540-61-4

Usage

Uses

Used in Pharmaceutical Industry:
Aminoacetonitrile is used as an intermediate in the synthesis of various heterocyclic compounds, which have significant medical applications. These heterocyclic compounds are often the core structures of many pharmaceutical drugs, making Aminoacetonitrile a crucial component in the development of new medications.
Used in Chemical Industry:
In the chemical industry, Aminoacetonitrile is utilized as a building block for the production of various organic compounds, such as amino acids, peptides, and other nitrogen-containing molecules. Its versatility in chemical reactions allows it to be a valuable asset in the synthesis of a wide range of products.

InChI:InChI=1/C2H4N2/c3-1-2-4/h1,3H2

Upstream product

• 50-00-0 formaldehyd 
• 74-90-8 hydrogen cyanide 
• 109-82-0 methyleneaminoacetonitrile 
• 107-14-2 chloroacetonitrile 
• 107-16-4 glycolonitrile 
• 22483-19-8 [2-Methyl-prop-(E)-ylideneamino]-acetonitrile 
• 65707-57-5 NPS-Amino-acetonitril 
• 34557-54-5 methane 
• 79-01-6 Trichloroethylene 
• 188819-30-9 C₂H₄NO₃^(1-) 
• 100-97-0 hexamethylenetetramine 
• 7732-18-5 water 
• 7664-41-7 ammonia 
• 6011-14-9 2-aminoacetonitrile hydrochloride 

Downstream Products

• 6278-43-9 5-isopropylidene-imidazolidine-2,4-dithione 
• 5766-70-1 N,N'-Di-(cyanomethyl)-melamin 
• 19718-88-8 1,4-diazaspiro[4,5]decan-2-one 
• 98993-94-3 5-(4-chloro-benzylidenamino)-3H-thiazol-2-one 
• 87783-69-5 (2E)-N-(cyanomethyl)-3-phenylacrylamide 
• 56593-75-0 N-(3,4,5-trimethoxy-benzoyl)-glycine nitrile 
• 99361-25-8 5-benzylidenamino-3H-thiazol-2-one 
• 34039-84-4 α-(benzylideneamino)acetonitrile 
• 16728-84-0 p-tolylaminoacetonitrile 
• 5692-27-3 2-benzamido-ethanenitrile 
• 38279-85-5 N-phenylcarbamoyl-glycine nitrile 
• 22192-84-3 N-(cyanomethyl)-4-methoxybenzamide 
• 3589-41-1 phenylmethyl cyanomethylcarbamate 
• 628-87-5 iminodiacetonitrile 

Relevant academic research and scientific papers

Method for synthesizing aminoacetonitrile hydrochloride from hydrocyanic acid

The invention relates to the technical field of organic chemical synthesis. The method comprises the following steps: reacting hydrocyanic acid with formaldehyde to obtain a hydroxyacetonitrile aqueous solution, reacting hydroxyacetonitrile with ammonia to obtain an aminoacetonitrile aqueous solution, reacting aminoacetonitrile with hydrogen chloride, and concentrating, crystallizing, filtering and drying the obtained feed liquid to obtain aminoacetonitrile hydrochloride. The method provided by the invention is simple in technological process and mild in reaction condition, high-temperature and high-pressure operation is not involved, and used equipment is conventional equipment; except hydrocyanic acid, other raw materials are easy to obtain, and the raw material cost is low; waste waterand waste gas are small in amount and can be used indiscriminately, and only a small amount of ammonium chloride is generated; the product quality is good, and the appearance and content are higher than those of a sodium cyanide process.

Facile Access to 1,4-Disubstituted Pyrrolo[1,2- a ]pyrazines from α-Aminoacetonitriles

An efficient and practical synthetic protocol for the synthesis of 1,4-disubstituted pyrrolo[1,2- a ]pyrazine derivatives is described that originates from α-substituted pyrroloacetonitriles which, in turn, are readily available from aryl and alkyl aldehydes. The α-pyrroloacetonitriles were subjected to a Friedel-Crafts acylation with methyl chlorooxoacetate followed by reduction of the nitrile group under Pd-catalyzed hydrogenation conditions and finally aromatization with DDQ leading to the desired pyrrolo[1,2- a ]pyrazine derivatives. This method was generalized and successfully applied to various aryl, heteroaryl, and alkyl substrates. The developed protocol provides direct and convenient access to 1,4-disubstituted ring systems in moderate to good overall yields (51-68percent) without the need for purification of the intermediates. Further functionalization via the stepwise halogenation (bromination, iodination) and nitration was also demonstrated. In addition, the potential of the ester functionality for elaboration was demonstrated by manipulating into heterocyclic ring systems, exemplified by conversion into benzoxazole derivatives.

THIOPHENE DERIVATIVES FOR THE TREATMENT OF DISORDERS CAUSED BY IGE

Thiophene derivatives of formula (I) and a pharmaceutically acceptable salt thereof are provided. These compounds have utility for the treatment or prevention of disorders caused by IgE, such as allergy, type 1 hypersensitivity or familiar sinus inflammation.

New synthesis method of orotic acid

The invention belongs to the field of organic chemistry and discloses a new synthesis method of orotic acid, comprising the following steps: S1: enabling glycolonitrile and ammonia wate to react, thusobtaining a reaction system a in which a product is aminoacetonitrile A; S2: enabling aminoacetonitrile A and cyanate to react, thus obtaining a reaction system b in which a product is cyanomethylurea B; S3: performing condensation-rearrangement on cyanomethylurea B and glyoxylic acid in an alkaline solution to obtain orotic acid I. The method has the advantages of safe operation, low cost, lesspollution from three wastes, total reaction yield of 80% or above, and easy industrialization.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a manufacturing method of nitrile. Compared with the prior art, the manufacturing method has the characteristics of significantly reduced using amount of an ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of a nitrile product and the like, and nitrile with a more complex structure can be obtained. The invention also relates to a method for manufacturing corresponding amine from nitrile.

Hydrogen Liberation from Gaseous 2-Bora-1,3-diazacycloalkanium Cations

Evidence is presented for cyclization to yield 2-bora-1,3-diazacycloalkanium cations in the gas phase. While the neutral compounds in solution and solid phase are known to possess an acyclic structure (as revealed by X-ray diffraction), the gaseous cations (from which borohydride BH4- ion has been expelled) have a cyclic structure, as revealed by InfraRed Multiple Photon Dissociation (IRMPD) spectroscopy and collisionally activated decomposition (CAD). The IRMPD decomposition of the monocyclic ions proceeds principally via H2 expulsion, although CAD experiments show additional pathways. Pyrolyses of solid monomeric salts and small oligomers produce higher polymers that are consistent with H2 expulsion as the major pathway. Deuterium labeling experiments show that scrambling occurs prior to IRMPD or CAD decomposition in the gas phase.

Prebiotic selection and assembly of proteinogenic amino acids and natural nucleotides from complex mixtures

A central problem for the prebiotic synthesis of biological amino acids and nucleotides is to avoid the concomitant synthesis of undesired or irrelevant by-products. Additionally, multistep pathways require mechanisms that enable the sequential addition of reactants and purification of intermediates that are consistent with reasonable geochemical scenarios. Here, we show that 2-aminothiazole reacts selectively with two- and three-carbon sugars (glycolaldehyde and glyceraldehyde, respectively), which results in their accumulation and purification as stable crystalline aminals. This permits ribonucleotide synthesis, even from complex sugar mixtures. Remarkably, aminal formation also overcomes the thermodynamically favoured isomerization of glyceraldehyde into dihydroxyacetone because only the aminal of glyceraldehyde separates from the equilibrating mixture. Finally, we show that aminal formation provides a novel pathway to amino acids that avoids the synthesis of the non-proteinogenic α,α-disubstituted analogues. The common physicochemical mechanism that controls the proteinogenic amino acid and ribonucleotide assembly from prebiotic mixtures suggests that these essential classes of metabolite had a unified chemical origin.

Synthesis of aldehydic ribonucleotide and amino acid precursors by photoredox chemistry

Light work: UV irradiation of a system formed by adding copper(I) cyanide to an aqueous solution of glycolonitrile, sodium phosphate, and hydrogen sulfide efficiently generates aldehyde precursors to the building blocks of RNA and proteins. Copyright

PRODUCTION METHOD FOR ETHYLENEAMINE MIXTURES

The invention relates to a process for preparing an ethylene amine mixture, which comprises hydrogenating an amino nitrile mixture comprising at least two α-amino nitriles in an amount of at least 5% by weight in each case in the presence of a catalyst and, if appropriate, a solvent.

METHOD FOR PRODUCING AMINONITRILES

The invention relates to a process for preparing an amino nitrile mixture comprising aminoacetonitrile (AAN) and from 5 to 70% by weight of iminodiacetonitrile (IDAN), which comprises heating crude AAN which is largely free of formaldehyde cyanohydrin (FACH-free) at a temperature of from 50 to 150° C.