540-61-4

Basic information

• Product Name: AMINOACETONITRILE
• Synonyms: AMINOACETONITRILE;Glycinonitrile;2-Aminoacetonitrile;Acetonitrile, amino-;alpha-Aminoacetonitrile;amino-acetonitril;aminoacetonitrilefreebase;Cyanomethylamine
• CAS NO: 540-61-4
• Molecular Formula: C₂H₄N₂
• Molecular Weight: 56.07
• EINECS: 208-751-8
• Mol File: 540-61-4.mol
• Article Data: 22

Chemical Properties

• Melting Point: 101 °C
• Boiling Point: bp15 58° (partial decompn)
• Flash Point: 53.1°C
• Appearance: /
• Density: 0.7789 (rough estimate)
• Vapor Pressure: 1.99mmHg at 25°C
• Refractive Index: 1.4180 (estimate)
• Storage Temp.: −20°C
• PKA: 5.34(at 25℃)
• CAS DataBase Reference: AMINOACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: AMINOACETONITRILE(540-61-4)
• EPA Substance Registry System: AMINOACETONITRILE(540-61-4)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 23-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• RTECS: AL7750000
• Hazardous Substances Data: 540-61-4(Hazardous Substances Data)

Usage

Description

Aminoacetonitrile, also known as 2-aminoacetonitrile or α-aminoacetonitrile, is an organic compound with the chemical formula CH3CH(NH2)CN. It is a colorless, toxic liquid that is soluble in water and has a variety of applications in the chemical and pharmaceutical industries due to its unique chemical properties.

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 
• 107-16-4 glycolonitrile 
• 45014-40-2 (Z)-4-(Cyanomethyl-amino)-2-oxo-pent-3-enoic acid 
• 79-01-6 Trichloroethylene 
• 184582-82-9 C₃H₆NO₄^(1-) 
• 188819-30-9 C₂H₄NO₃^(1-) 
• 100-97-0 hexamethylenetetramine 
• 7732-18-5 water 
• 7664-41-7 ammonia 
• 85363-04-8 tert-butyl cyanomethylcarbamate 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 598-41-4 H-Gly-NH₂ 

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 articles and documents

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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.

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.