37024-73-0

Basic information

• Product Name: 2-AMINO-2-CYCLOPROPYLPROPANENITRILE
• Synonyms: 2-Amino-2-cyclopropylpropionitrile
• CAS NO: 37024-73-0
• Molecular Formula: C₆H₁₀N₂
• Molecular Weight: 0
• Mol File: 37024-73-0.mol

Chemical Properties

• Boiling Point: 196.3°C at 760 mmHg
• Flash Point: 72.5°C
• Appearance: /
• Vapor Pressure: 0.402mmHg at 25°C
• CAS DataBase Reference: 2-AMINO-2-CYCLOPROPYLPROPANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-2-CYCLOPROPYLPROPANENITRILE(37024-73-0)
• EPA Substance Registry System: 2-AMINO-2-CYCLOPROPYLPROPANENITRILE(37024-73-0)

Safety Data

• Hazardous Substances Data: 37024-73-0(Hazardous Substances Data)

Usage

Organic Compound Type

Nitrile

Functional Groups

Cyclopropyl group
Nitrile group

Applications

Synthesis of pharmaceuticals
Synthesis of agrochemicals

Biological Activity

Acts as an inhibitor of certain enzymes

Safety Considerations

Harmful if:
Ingested
Inhaled
Contacted with skin
Requires proper safety precautions and handling procedures.

InChI:InChI=1/C6H10N2/c1-6(8,4-7)5-2-3-5/h5H,2-3,8H2,1H3/p+1/t6-/m0/s1

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 151-50-8 potassium cyanide 
• 4111-11-9 2-cyclopropyl-2-hydroxy-propionitrile 

Downstream Products

• 235100-84-2 2-cyclopropyl-2-(N-benzyl)methanesulfonamidopropionitrile 
• 1029975-43-6 2-amino-5-chloro-N-(cyano-cyclopropyl-methyl-methyl)-3-methyl-benzamide 
• 380648-60-2 C₁₈H₁₈ClN₃OS 
• 5470-46-2 5-cyclopropyl-5-methylimidazolidine-2,4-dione 
• 1124216-88-1 3-(chloromethyl)-N-(1-cyano-1-cyclopropylethyl)benzamide 
• 852069-69-3 C₁₇H₂₁BrN₂O 
• 1124216-86-9 N-(1-cyano-1-cyclopropylethyl)-3-((4-(4-(3-(cyclopropylmethyl)ureido)-3-fluoro-benzoyl)piperazin-1-yl)methyl)benzamide 
• 1124216-91-6 3-((4-(4-amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-(1-cyano-1-cyclopropylethyl)benzamide 
• 810694-01-0 C₂₀H₂₃ClN₄O 

Relevant articles and documents

Titanium-Catalyzed Cyano-Borrowing Reaction for the Direct Amination of Cyanohydrins with Ammonia

α-Aminonitrile was an important building block in natural products and key intermedia in organic chemistry. Herein, the direct amination of cyanohydrins with the partner of ammonia to synthesis N-unprotected α-aminonitriles is developed. The reaction proceeds via titanium-catalyzed cyano-borrowing reaction, which features high atom economy and simple operation. A broad range of ketone or aldehyde cyanohydrins was tolerated with ammonia, and the N-unprotected α-aminonitriles were synthesis with moderate to high yields under mild reaction conditions.

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Compounds of formula (I) wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts and all stereoisomers and tautomeric forms of the compounds of formula (I) can be used as agrochemical active ingredients and can be prepa

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The CSIC (Carbanion-mediated Sulfonate-Sulfonamide-Intramolecular Cyclization) reaction has been extended to new carbonyl containing substrates, showing the scope and limitations of this process. Suitable derivatives of ketones (e.g acetophenone (1)), β-keto esters (e.g ethyl acetoacetate (4)), γ-keto esters (e.g ethyl 2-oxocyclohexaneacetate (5) and ethyl levulinate (6)) proved reluctant to undergo this protocol. Cyclopropyl methyl ketone (2) gave the heterocycle (3), only in the 'sulfonamide' synthetic sequence of the CSIC reaction. Cyclic azaketones (e.g tropinone (7)) fated also, but 4-piperidones (9, 10) afforded the novel 3,8- disubstituted 4-amino-8-aza-1-oxa-2-thiaspiro[4.5]dec-3-ene 2,2-dioxide (12, 15a-c) and 8-substituted 4-amino-1,8-diaza-2-thiaspiro[4.5]dec-3-ene 2,2- dioxide (18a, 18b, 21a, 21b) ring systems; the former compounds are the first examples of such ring systems substituted at the 3-position, whereas the latter represent the first ever representatives of spiro fused systems containing the 4-amino-2,3-dihydroisothiazole 1,1-dioxide moiety. Base promoted (NaH or DBU) cyclization of precursors 11b, 14a-c, 17b, 17c and 20 give the final adducts in good overall yield. Finally, we were unsuccessful with some conveniently functionalized anthranilonitrile derivatives (8a-d), in an attempt to extend the CSIC reaction to β-aminonitriles. As a result of these studies the substrate dependent reactivity in the CSIC reaction has been analyzed in depth and some restrictions and limitations have been observed and discussed.

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