563-83-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Methylpropanamide is used as a solvent and intermediate for the production of pharmaceuticals. Its ability to dissolve a wide range of compounds and facilitate chemical reactions makes it a valuable component in the synthesis of various drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Methylpropanamide serves as an intermediate in the synthesis of pesticides and other agricultural chemicals. Its properties allow for the creation of effective and targeted products to protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
2-Methylpropanamide is utilized as a versatile intermediate in organic synthesis, enabling the production of a wide array of chemical compounds. Its reactivity and compatibility with various chemical groups make it a preferred choice for synthesizing complex organic molecules.
Used in Dye and Pigment Production:
As an intermediate in the production of dyes and pigments, 2-Methylpropanamide contributes to the development of vibrant and stable colorants for various applications, including textiles, plastics, and printing inks.
Used in Flavor and Fragrance Industry:
2-Methylpropanamide is employed in the manufacture of flavors and fragrances, where its unique properties help create distinct and appealing scents for use in various consumer products, such as perfumes, cosmetics, and food products.

InChI:InChI=1/C4H9NO/c1-3(2)4(5)6/h3H,1-2H3,(H2,5,6)

Upstream product

• 75-28-5 Isobutane 
• 547-63-7 Methyl isobutyrate 
• 108565-61-3 N-(2,2,2-tribromo-1-hydroxy-ethyl)-isobutyramide 
• 52070-18-5 ethyl isobutyrimidate hydrochloride 
• 57536-10-4 isobutyramidine 
• 79-30-1 isobutyryl chloride 
• 333-20-0 potassium thioacyanate 
• 79-31-2 isobutyric Acid 
• 115-11-7 isobutene 
• 97-62-1 Ethyl isobutyrate 
• 78-82-0 Isobutyronitrile 
• 2893-05-2 3-methyl-1-phenylbutan-2-one 
• 22228-82-6 Ammonium isobutyrate 
• 97119-10-3 2-methyl-N-propionylpropionamide 

Downstream Products

• 114098-09-8 isobutyryl-(2-methyl-butyryl)-amine 
• 114188-29-3 isobutyryl-pivaloyl-amine 
• 3668-74-4 N-isobutyrylisobutyramide 
• 20808-85-9 N-(Triphenylmethyl)isobutanamide 
• 13182-64-4 2-Isopropyl-3H-quinazolin-4-one 
• 4406-41-1 N-phenylisobutyramide 
• 25844-23-9 N-phenylisobutyrimidamide 
• 71182-20-2 2-isopropyl-7-methyl-3H-quinazolin-4-one 
• 7146-00-1 N-(m-tolyl)isobutyramide 
• 19968-51-5 2-isopropyl-4-phenylthiazole 
• 19519-45-0 4,5-dimethyl-2-isopropyloxazole 
• 547-63-7 Methyl isobutyrate 
• 141178-28-1 N-(1-benzotriazoyl-1-phenylmethyl)isobutyramide 
• 106251-14-3 C₁₀H₁₃INO⁽¹⁺⁾*C₇H₇O₃S^(1-) 

Relevant academic research and scientific papers

Gold(I)-catalyzed formation of furans from Y-acyloxyalkynyl ketones

Various γ-acyloxyalkynyl ketones were efficiently converted into highly substituted furans with 2.5 mol % of triflimide (triphenyl-phosphine) gold(I) as a catalyst in dichloroethane at 70 °C.

Half-Sandwich Iridium Complexes Based on β-Ketoamino Ligands: Preparation, Structure, and Catalytic Activity in Amide Synthesis

A series of β-ketoamino-based N,O-chelate half-sandwich iridium complexes with the general formula [Cp*IrClL] have been prepared in good yields. These air-insensitive iridium complexes showed desirable catalytic activity in an amide preparation under mild conditions. A number of amides with diverse substituted groups were furnished in a one-pot reaction with good-to-excellent yields through an amidation reaction of NH2OH·HCl with aldehydes in the presence of these iridium(III) precursors. The excellent catalytic activity, mild reaction conditions, and broad substrate scope gave this type of iridium catalyst potential for use in industry. All of the obtained iridium complexes were well characterized by different spectroscopy techniques. The exact molecular structure of complex 3 has been confirmed by single-crystal X-ray analysis.

Hydration of Aliphatic Nitriles Catalyzed by an Osmium Polyhydride: Evidence for an Alternative Mechanism

The hexahydride OsH6(PiPr3)2 competently catalyzes the hydration of aliphatic nitriles to amides. The main metal species under the catalytic conditions are the trihydride osmium(IV) amidate derivatives OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2, which have been isolated and fully characterized for R = iPr and tBu. The rate of hydration is proportional to the concentrations of the catalyst precursor, nitrile, and water. When these experimental findings and density functional theory calculations are combined, the mechanism of catalysis has been established. Complexes OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2 dissociate the carbonyl group of the chelate to afford κ1-N-amidate derivatives, which coordinate the nitrile. The subsequent attack of an external water molecule to both the C(sp) atom of the nitrile and the N atom of the amidate affords the amide and regenerates the κ1-N-amidate catalysts. The attack is concerted and takes place through a cyclic six-membered transition state, which involves Cnitrile···O-H···Namidate interactions. Before the attack, the free carbonyl group of the κ1-N-amidate ligand fixes the water molecule in the vicinity of the C(sp) atom of the nitrile.

Efficient heterogeneous hydroaminocarbonylation of olefins with ammonium chloride as amino source

An efficient protocol for heterogeneous hydroaminocarbonylation of olefins with ammonium chloride without addition of acid additive has been developed for the first time. We successfully synthesized the Pd@POPs-PPh3 catalyst through a solvothermal synthetic method. Under this heterogeneous catalytic system, C2-C6 olefins displayed good yields and TON, and a yield of 66% of propionamide and TON = 1400 were obtained under mild reaction conditions (403 K, Pethylene = 0.5 MPa, PCO = 2.5 MPa), which is a little higher than those in the homogeneous system. This catalytic system has the advantage of easy separation of product and catalyst, as well as good stability. Uniform dispersion of Pd active sites, strong coordination bond between P and Pd, high surface area, large pore volume and hierarchical porosity of Pd@POPs-PPh3 were confirmed by a series of characterizations, which is believed to be the keys for the good activity and stability of hydroaminocarbonylation reaction.

Trash to treasure: Eco-friendly and practical synthesis of amides by nitriles hydrolysis in WepPA

The hydration of nitriles to amides in a water extract of pomelo peel ash (WEPPA) was realized with moderate to excellent yields without using external transition metals, bases or organic solvents. This reaction features a broad substrate scope, wide functional group tolerance, prominent chemoselectivity, and good reusability. Notably, a magnification experiment in this bio-based solvent at 100 mmol further demonstrated its practicability.

Method for preparing amide by metallic sodium catalyzed ester ammonolysis reaction

The invention discloses a method for preparing amide by metallic sodium catalyzed ester ammonolysis reaction. The method is characterized in that ester and liquid ammonia are taken as raw materials, and metallic sodium is taken as a catalyst to perform reaction at a temperature of 90-140 DEG C in a high-pressure kettle; a molar ratio of the ester to ammonium is 1: (1.2 to 5.0); molar weight of the metallic sodium is 4-10% that of the ester; when reaction pressure is not lowered any longer, reaction is stopped to recycle the ammonium which is not reacted; and an obtained reaction product is post-treated to obtain a product. The method can be used for efficiently preparing the amide; and moreover, the raw materials are cheap and are low in toxicity, reaction activity is relatively high, dose of the catalyst is small, reaction speed is high, a reaction conversion rate is high, and the product is easily separated.

Transfer Hydrogenation of Nitriles, Olefins, and N-Heterocycles Catalyzed by an N-Heterocyclic Carbene-Supported Half-Sandwich Complex of Ruthenium

In the presence of KOBut, N-heterocyclic carbene-supported half-sandwich complex [Cp(IPr)Ru(pyr)2][PF6] (3) (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) catalyzes transfer hydrogenation (TH) of nitriles, activated N-heterocycles, olefins, and conjugated olefins in isopropanol at the catalyst loading of 0.5%. The TH of nitriles leads to imines, produced as a result of coupling of the initially formed amines with acetone (produced from isopropanol), and showed good chemoselectivity. Reduction of N-heterocycles occurs for activated polycyclic substrates (e.g., quinoline) and takes place exclusively in the heterocycle. The TH also works well for linear and cyclic olefins but fails for trisubstituted substrates. However, the C = C bond of α,β-unsaturated esters, amides, and acids is easily reduced even for trisubstituted species, such as isovaleriates. Mechanistic studies suggest that the active species in these catalytic reactions is the trihydride Cp(IPr)RuH3 (5), which can catalyze these reactions in the absence of any base. Kinetic studies are consistent with a classical inner sphere hydride-based mechanism of TH.

Selective hydration of nitriles to amides catalysed by PCP pincer supported nickel(ii) complexes

The (PCP)Ni-OH complexes 2R (R = iPr, tBu, Cy) are effective catalyst precursors for the selective hydration of nitriles to the corresponding amides under relatively mild conditions (80 °C) and low catalyst loadings (0.05-0.5%). Substrate scope includes aliphatic, vinylic and aromatic nitriles, but substrates with protic groups poison the catalyst abruptly. The catalysts are effective because the electron rich nature of the PCP ligands and their steric bulk renders the hydroxo group labile.

Hydration of nitriles to amides by a chitin-supported ruthenium catalyst

Chitin-supported ruthenium (Ru/chitin) promotes the hydration of nitriles to carboxamides under aqueous conditions. The nitrile hydration can be performed on a gram-scale and is compatible with the presence of various functional groups including olefins, aldehydes, carboxylic esters and nitro and benzyloxycarbonyl groups. The Ru/chitin catalyst is easily prepared from commercially available chitin, ruthenium(III) chloride and sodium borohydride. Analysis of Ru/chitin by high-resolution transmission electron microscopy indicates the presence of ruthenium nanoparticles on the chitin support.

Efficient and selective hydration of nitriles to amides in aqueous systems with Ru(II)-phosphaurotropine catalysts

A simple and efficient synthesis of amides by selective hydration of aromatic and aliphatic nitriles is described. The catalysts are prepared in situ from easily available Ru-precursors and ligands using water as the solvent. The most active catalyst, is obtained from [RuCl2(dmso)4] and benzylated 1,3,5-triaza-7-phosphaadamantane. Of the 16 substrates examined, 92-99% conversions of 14 nitriles were achieved in one hour at reflux temperature.