33599-26-7

Usage

Uses

Used in Organic Synthesis:
2-(4-CHLOROPHENYL)-2-MORPHOLINOACETONITRILE is used as a building block in organic synthesis for the creation of various biologically active compounds. Its unique structure allows for the development of new molecules with potential applications in different fields.
Used in Pharmaceutical Research:
In Pharmaceutical Research, 2-(4-CHLOROPHENYL)-2-MORPHOLINOACETONITRILE is used as a key intermediate for the synthesis of pharmaceuticals. Its chemical properties make it a valuable component in the development of new drugs with diverse therapeutic effects.
Used in Agrochemical Production:
2-(4-CHLOROPHENYL)-2-MORPHOLINOACETONITRILE is also used as an important intermediate in the production of agrochemicals. Its potential role in this industry highlights its versatility and the broad range of applications it can support.

InChI:InChI=1/C12H13ClN2O/c13-11-3-1-10(2-4-11)12(9-14)15-5-7-16-8-6-15/h1-4,12H,5-8H2

Upstream product

• 110-91-8 morpholine 
• 104-88-1 4-chlorobenzaldehyde 
• 143-33-9 sodium cyanide 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 71818-95-6 3-(4-chloro-phenyl)-3-cyano-3-morpholin-4-yl-propionic acid ethyl ester 
• 71818-98-9 2-(4-chloro-phenyl)-2-morpholin-4-yl-3-oxiranyl-propionitrile 
• 107108-12-3 1,1-Dimethylethyl 5-<(cyano-4-morpholinyl)-(4-chlorophenyl)methyl>-2-methyl-4-nitro-1H-imidazole-1-carboxylate 
• 3984-34-7 4-(4-chlorophenyl)-4-oxobutanoic acid 
• 62827-72-9 3-(p-chlorophenyl)-1H-isochromen-1-one 
• 92874-01-6 methyl 2-(2-(4-chlorophenyl)-2-oxoethyl) benzoate 
• 1584709-81-8 C₂₆H₃₁ClN₂O₄ 
• 1451998-81-4 (S)-1-(4-chlorophenyl)-4-(1,4-dioxaspiro[4.5]decan-2-yl)butan-1-one 
• 1451998-85-8 (2S)-6-(4-chlorophenyl)hexane-1,2,6-triol 

Relevant academic research and scientific papers

A nitrile-stabilized ammonium ylide as a masked C-C=N synthon in heterocyclization with amidine-imine: 3-component assembly to fused pyrimidine scaffolds

A unique reactivity of a nitrile-stabilized quaternary ammonium ylide as a masked C-CN synthon in contrast to its usual sigmatropic rearrangement has been demonstrated. Its reaction with 2-aminopyridine-derived aldimine undergoes electronically-assisted n

Propylphosphonic anhydride (T3P) catalyzed one-pot synthesis of α-aminonitriles

Abstract The Strecker reaction was performed via a one-pot three component condensation of hetero aromatic/aromatic aldehydes, secondary amines and trimetylsilyl cyanide in the presence of propylphosphonic anhydride (T3P) to accomplish the corresponding α-aminonitriles. The main advantages of this method are very short reaction time and excellent yields.

Heterogeneously catalysed Strecker-type reactions using supported Co(ii) catalysts: Microwave vs. conventional heating

A range of α-aminonitriles could be efficiently prepared from various aldehydes/ketones and primary or secondary amines using a highly active and stable Co(ii) complex supported on different mesoporous supports at both room temperature and low temperature microwave irradiation under solventless conditions. Catalysts were also highly reusable under the investigated reaction conditions and could be reused at least 10 times without loss of catalytic activity. The Royal Society of Chemistry.

Oxalic acid as a simple and efficient organocatalyst for three-component synthesis of α-amino nitriles

A simple, efficient, and general method has been developed for the synthesis of α-amino nitriles. Oxalic acid as a Br?nsted acid promotes the addition of TMSCN to various imines (generated in situ).

Efficient Co(ii) heterogeneously catalysed synthesis of α-aminonitriles at room temperature via Strecker-type reactions

An environmentally friendly and highly active mesoporous Co(ii) complex on mesoporous SBA-15 material could be used as an easily recoverable catalyst for the synthesis of α-aminonitriles from a wide range of aldehydes/ketones and primary or secondary amines with good to excellent conversions yields at room temperature under solventless conditions. The catalyst can be recovered by simple filtration and could be reused at least 10 times without loss of catalytic activity.

Superparamagnetic iron oxide as an efficient catalyst for the one-pot, solvent-free synthesis of α-aminonitriles

Superparamagnetic Fe3O4 is shown to act as a very efficient catalyst for the one-pot, three-component synthesis of α-aminonitriles from aldehydes, amines, and TMSCN. The catalyst is easily recovered by the use of an external magnet and reused in several reactions without any noticeable loss of activity. The products are obtained rapidly at room temperature in good purity upon separation of the catalyst and evaporation of the volatiles of the reaction mixture.

Lithium tetrafluoroborate-catalyzed solventless synthesis of α-aminonitriles

Lithium tetrafluoroborate-catalyzed one-pot, highly efficient, and solvent-free protocol has been developed for the synthesis of α-aminonitriles from aldehydes/ketones, amines, and trimethylsilyl cyanide.

One-pot, solvent-free synthesis of α-aminonitriles under catalysis by magnesium bromide ethyl etherate

A three-component, efficient, and facile procedure has been developed for the synthesis of α-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide using a catalytic amount of magnesium bromide ethyl etherate in the absence of solvent. Rapid formation of products is observed at room temperature in a one-pot procedure under very mild conditions giving excellent yields of the title compounds.

Steric Inhibition of Synergistic Radical Stabilizing Effects

Equilibrium acidities in Me2SO for 14 α-N-morpholinyl-, 6 α-N-piperidinyl-, and 7 α-cyclohexylarylacetonitriles and the oxidation potentials of their conjugate bases have been determined.The increased pKHA values by about 2 units observed in these systems, relative to the corresponding arylacetonitriles, is ascribed to the presence of increased steric constraints in the anions.Hammett plots revealed larger ρ values than for arylacetonitriles (6-7 versus 5.5), pointing to an increased negative charge density on the benzylic carbon atoms in the anions.A plot of anion oxidation potentials, Eox(A-), versus pKHA for the α-N-morpholinylarylacetonitriles was linear with a slope near unity, showing that remote substituents for the most part have very little effect on radical stabilities.A 5 and 6 kcal/mol lowering of the BDE of the acidic C-H bond caused by replacing the cyclohexyl group in α-cyclohexylphenylacetonitrile by α-N-morpholinyl or N-piperidinyl groups, respectively, is attributed to the strong donor properties of these amino functions.The effects are only about one-third as large, however, as similar effects in R2NCH2COPh, where the steric effect of Ph is absent and a synergistic effect is believed to be operative.

SUBSTITUTED THIO-SUBSTITUTED BENZYL-PROPIONYL-L-PROLINES

This disclosure describes novel substituted ω-aroyl(propionyl or butyryl)-L-prolines and the esters and cationic salts thereof which are useful as hypotensive agents in mammals.