692-98-8

Usage

Uses

Used in Pharmaceutical Industry:
3-(Isopropylamino)propanenitrile is used as a key intermediate in the synthesis of pharmaceuticals for its ability to engage in multiple chemical reactions, facilitating the creation of diverse drug molecules.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, 3-(Isopropylamino)propanenitrile serves as a crucial building block for the development of various agrochemicals, contributing to the production of effective pesticides and other agricultural products.
Used in Organic Synthesis:
3-(Isopropylamino)propanenitrile is utilized as a versatile intermediate in organic synthesis, allowing for the construction of a broad spectrum of organic compounds through its participation in numerous chemical reactions.

InChI:InChI=1/C6H12N2/c1-6(2)8-5-3-4-7/h6,8H,3,5H2,1-2H3

Upstream product

• 75-31-0 isopropylamine 
• 107-13-1 acrylonitrile 

Downstream Products

• 3360-16-5 N-isopropyl-propanediyldiamine 
• 37798-20-2 (2-Cyano-ethyl)-isopropyl-carbamic acid 3-methylsulfanylcarbonylamino-phenyl ester 
• 687-24-1 N-Isopropyl-N-(2-cyan-ethyl)-harnstoff 
• 30381-18-1 N'-Benzoyl-N-isopropyl-N-(2-cyanethyl)-thioharnstoff 
• 23742-80-5 1-(2-Cyano-ethyl)-1-isopropyl-3-(4-trifluoromethyl-phenyl)-urea 
• 107-13-1 acrylonitrile 
• 651718-09-1 (2-cyanoethyl)-isopropyl-cyanamide 
• 30381-04-5 N'-Phenyl-N-isopropyl-N-(2-cyanaethyl)thioharnstoff 

Relevant academic research and scientific papers

1,4-Palladium Shift/C(sp3)-H Activation Strategy for the Remote Construction of Five-Membered Rings

1,n-Metal shift is an elegant alternative approach enabling the functionalization of remote C-H bonds from simple precursors. In this work, we report a novel and simple Pd0-catalyzed domino reaction involving 1,4-palladium shift and C(sp3)-H activation and leading to (fused) five-membered rings. This method allowed access to a broad range of valuable arylidene γ-lactams and indanones and was applied to the formal synthesis of (-)-pyrrolam.

Complex containing a Lewis acid and Bronsted acid for the catalytic reactions of aza-Michael addition

The novel efficient complex catalyst containing a Lewis acid and a Bronsted acid have been prepared by the reaction of proline ion liquid and cuprous iodide. The catalyst was characterized by FT-IR techniques using pyridine as probe molecule. A fast, mild, and quantitative procedure for aza-Michael addition reactions between various amines and α,β- unsaturated carbonyl compounds and nitriles has been developed using the novel complex catalyst. The results showed that the novel catalyst owned high activities for the reactions with excellent yields within 1 min.

Novel efficient procedure for the conjugate addition of amines to electron deficient alkenes

The novel efficient procedure has been developed for the conjugate addition of amines to electron deficient alkenes using the novel SO3H functionalized ionic liquid as catalyst. The results showed that the novel catalyst owned high activities for the reactions with excellent yields within several minutes. Various amines and electron deficient alkenes were successfully transformed to the corresponding products in the catalytic system. Operational simplicity, without need of any solvent, low cost of the catalyst used, room temperature, high yields, reusability, excellent chemoselectivity and wide applicability are the key features of this methodology.

Synthesis of novel deuterium labelled derivatives of N-alkylated polyamines

Novel di-, tetra- and octadeuterated derivatives of mono-N-alkylated diaminopropanes, spermidines, spermines, symmetrically bis-N-alkylated spermines and unsymmetrically bis-N-alkylated spermines were synthesized. Deuterium labels were introduced into the RHNCH2CH2CN intermediate either by exchanging the protons next to the nitrile group under basic conditions with D2O-EtOD mixture or/and by reducing the nitrile group to a CD2-NH2 fragment with LiAlD4.

Synthesis of substituted aziridines via intramolecular reactions of β-N-chloroethylamino carbanions

Simple and efficient method of synthesis of 2-alkoxycarbonyl, 2-cyano, 2-phenylsulfonyl N-alkylaziridines was elaborated via intramolecular nucleophiles substitution of chloride in 1-N-chloro-2-alkoxycarbonyl (cyano, phenylsulfonyl) ethyl amines. These su

β-Cyclodextrin promoted aza-Michael addition of amines to conjugated alkenes in water

Highly efficient and environmentally benign aza-Michael additions of amines to α,β-unsaturated compounds catalyzed by β-cyclodextrin in water to produce the corresponding β-amino compounds in excellent yields under mild conditions are described. β-Cyclodextrin can be recovered and reused in subsequent reactions without loss of activity.

Aliphatic amino carboxylic and amino phosphonic acids, amino nitriles and amino tetrazoles as cellular rescue agents

Novel compounds of the formula I are described: wherein: R1=(CH2)mCH3 where m is 0 or an integer in the range from 1 to 16, or an alkenyl, alkynyl, alkoxy, alkylthio, or alkyl sulfinyl group having from 2 to 17 carbon atoms, R2=H, CH3 or CH2CH3 R3=H or CH3 R4=H or CH3 R5=lower alkyl having from 1 to 5 carbon atoms n is an integer in the range from 1 to 3, and X is carboxyl (COOH) or carbalkoxy (COOR5), cyano (C≡N), phosphonic acid (PO3H2), phosphonate ester (PO3[R5]2) or 5-tetrazole, and pharmaceutically acceptable salts thereof. Preferably, the compounds are optically pure enantiomers of the R- or S-configuration in which R3=R4=R5=H, R2=CH3 and R1 is a saturated aliphatic chain of one to five carbon atoms. The compounds are useful as cellular rescue agents.

RuCl3 in poly(ethylene glycol): A highly efficient and recyclable catalyst for the conjugate addition of nitrogen and sulfur nucleophiles

The 1,4-conjugate addition of primary, secondary and aromatic amines, thiols, and carbamate to α,β-unsaturated compounds mediated by a catalytic amount (0.5 mol%) of RuCl3 in poly(ethylene glycol) (PEG) provides the desired β-substituted carbonyls in high yields. In particular, we found that primary aliphatic and aromatic amines produced the single adducts as the sole products in very high yields with RuCl3-PEG. RuCl 3-PEG was readily recycled via solvent precipitation with efficient recyclability as evidenced by high yields. Its properties of low sensitivity toward moisture and oxygen, high tolerance of different functional groups, and efficient recyclability make RuCl3-PEG suitable for both laboratory and industrial scale synthesis of β-substituted carbonyls. Georg Thieme Verlag Stuttgart.

DIHYDROURACIL COMPOUNDS AS ANTI-ICTOGENIC OR ANTI-EPILEPTOGENIC AGENTS

Methods and compounds useful for the inhibition of convulsive disorders, including epilepsy, are disclosed. The methods and compounds of the invention inhibit or prevent or treat ictogenesis, epileptogenesis, or epileptogenesis-associated conditions. Methods for preparing the compounds of the invention are also described. Particularly preferred compounds of the invention include Formula 1 as described herein.

Comparative study of physical and chemical activation modes. The case of the synthesis of β-amino derivatives

The activation of the conjugate addition of amines to α,β-ethylenic substrates is considered. Pressure (physical parameter) is a powerful tool to promote the reaction due to its effect on the nucleophilic attack on the double bond of the acrylic compound with development of zwitterionic species. Combination of pressure and lanthanide catalysis (chemical activation) is a highly efficient multiactivation mode, though it is unable to operate in strongly congested systems. Physicochemical activation by water considerably promotes the synthesis of β-amino derivatives. However in the case of acrylic esters, it is of little value since the β-aminoesters formed undergo rapid retro-Michael reactions.