Tag: M.W=50-100

Knapp, Spring Melody M. published the artcileCatalytic Nitrile Hydration with [Ru(η6-p-cymene)Cl2(PR2R’)] Complexes: Secondary Coordination Sphere Effects with Phosphine Oxide and Phosphinite Ligands, Recommanded Product: 2-Methoxyacetamide, the main research area is cymene ruthenium phosphine oxide phosphinite preparation catalyst nitrile hydration; crystal mol structure cymeneruthenium phosphine oxide phosphinite complex; mol structure calculation cymeneruthenium phosphine oxide phosphinite nitrile hydration.

The rates of nitrile hydration reactions were investigated using [Ru(η6-p-cymene)Cl2(PR2R’)] complexes as homogeneous catalysts, where PR2R’ = PMe2(CH2P(O)Me2), PMe2(CH2CH2P(O)Me2), PPh2(CH2P(O)Ph2), PPh2(CH2CH2P(O)Ph2), PMe2OH, P(OEt)2OH. These catalysts were studied because the rate of the nitrile-to-amide hydration reaction was hypothesized to be affected by the position of the hydrogen bond accepting group in the secondary coordination sphere of the catalyst. Experiments showed that the rate of nitrile hydration was fastest when using [Ru(η6-p-cymene)Cl2PMe2OH]: i.e., the catalyst with the hydrogen bond accepting group capable of forming the most stable ring in the transition state of the rate-limiting step. This catalyst is also active at pH 3.5 and at low temperatures-conditions where α-hydroxynitriles (cyanohydrins) produce less cyanide, a known poison for organometallic nitrile hydration catalysts. The [Ru(η6-p-cymene)Cl2PMe2OH] catalyst completely converts the cyanohydrins glycolonitrile and lactonitrile to their corresponding α-hydroxyamides faster than previously investigated catalysts. [Ru(η6-p-cymene)Cl2PMe2OH] is not, however, a good catalyst for acetone cyanohydrin hydration, because it is susceptible to cyanide poisoning. Protecting the -OH group of acetone cyanohydrin was an effective way to prevent cyanide poisoning, resulting in quant. hydration of acetone cyanohydrin acetate.

Organometallics published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Recommanded Product: 2-Methoxyacetamide.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Matsuoka, Aki published the artcileHydration of nitriles to amides by a chitin-supported ruthenium catalyst, Related Products of ethers-buliding-blocks, the main research area is amide preparation; nitrile chitin ruthenium catalyst hydration.

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

RSC Advances published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Related Products of ethers-buliding-blocks.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Tomas-Mendivil, Eder published the artcileExploring Rhodium(I) Complexes [RhCl(COD)(PR3)] (COD = 1,5-Cyclooctadiene) as Catalysts for Nitrile Hydration Reactions in Water: The Aminophosphines Make the Difference, Synthetic Route of 16332-06-2, the main research area is amide preparation; rhodium phosphine catalyst preparation hydration nitrile; rufinamide preparation.

Several rhodium(I) complexes, [RhCl(COD)(PR3)], containing potentially cooperative phosphine ligands, have been synthesized and evaluated as catalysts for the selective hydration of organonitriles into amides in water. Among the different phosphines screened, those of general composition P(NR2)3 led to the best results. In particular, complex [RhCl(COD){P(NMe2)3}] was able to promote the selective hydration of a large range of nitriles in water without the assistance of any additive, showing a particularly high activity with heteroaromatic and heteroaliph. substrates. Employing this catalyst, the antiepileptic drug rufinamide was synthesized in high yield by hydration of 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole. For this particular transformation, complex [RhCl(COD){P(NMe2)3}] was more effective than related ruthenium catalysts.

ACS Catalysis published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Synthetic Route of 16332-06-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Goto, Akihiro published the artcileRhI-catalyzed hydration of organonitriles under ambient conditions, Recommanded Product: 2-Methoxyacetamide, the main research area is hydration nitrile rhodium catalyst; amide preparation.

The hydration of organonitriles catalyzed by a RhI(OMe) species under nearly pH-neutral and ambient conditions (25°C, 1 atm) is chemoselective and high-yielding (93 to 99%) and has a broad substrate scope, and may thus be complementary to enzymic hydration methods for the introduction of a terminal amido group (CONH2) onto a carbon chain.

Angewandte Chemie, International Edition published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Recommanded Product: 2-Methoxyacetamide.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Schmidtchen, Franz P. published the artcilePolyprenylpyridinols. Synthesis of piericidin analogs, SDS of cas: 16332-06-2, the main research area is piericidin A analog synthesis; pyridinol polypropenyl; prenylpyridinol preparation coenzyme Q inhibitor; coenzyme Q inhibitor; polyprenylpyridinol preparation coenzyme inhibitor.

The piericidin A analogs I (n = 1, 2, 3, 9) and II were prepared for structure-activity studies on coenzyme Q inhibitors. To prepare the nucleus, 3-methoxyacetylamino-2-methylacrylonitrile was cyclized to a 4-amino-2-pyridone which Me3O+ BF4- converted to the 4-amino-2,3-dimethoxypyridine. Bromination of the acylated amine formed the 6-bromo derivative in which the 4-amino group was then replaced by hydroxy and the latter blocked by conversion to its benzyl ether with a benzylisourea. Transmetalation now gave the 6-lithio compound which was coupled with various prenyl bromides, leading to introduction of all trans polyprenyl side chains. The final 4-pyridinols were formed on selective debenzylation with butyl mercaptide. All the polyprenylpyridinols inhibited coenzyme Q electron transport to some extent, with the farnesyl analog having the same activity as piericidin A.

Journal of the American Chemical Society published new progress about Ubiquinones Role: RCT (Reactant), RACT (Reactant or Reagent). 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, SDS of cas: 16332-06-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Tamura, Masazumi published the artcileEfficient and Substrate-Specific Hydration of Nitriles to Amides in Water by Using a CeO2 Catalyst, Application In Synthesis of 16332-06-2, the main research area is amide preparation nitrile hydration cerium dioxide catalyst water solvent.

Cerium dioxide (CeO2) is an effective heterogeneous catalyst for the hydration of nitriles that have a heteroatom (N or O) adjacent to the α carbon of the CN group. The substrate specificity is derived from an enormous difference of frequency factor. For the hydration of pyrazinecarbonitrile to pyrazinecarboxamide in water, CeO2 shows higher activity than the state-of-the-art catalysts including enzymes. A Michaelis-Menten-type mechanism is proposed, which involves (1) H2O dissociation on CeO2, (2) adsorption of the nitrile on CeO2, and (3) nucleophilic attack of a hydroxyl species to the adsorbed nitrile.

Chemistry – A European Journal published new progress about Aliphatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Application In Synthesis of 16332-06-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Okabe, Hiroyuki published the artcileAcceptor-Controlled Transfer Dehydration of Amides to Nitriles, Product Details of C3H7NO2, the main research area is palladium catalyzed transfer dehydration amide nitrile chloroacetonitrile water acceptor.

Palladium-catalyzed dehydration of primary amides to nitriles efficiently proceeds under mild, aqueous conditions via the use of dichloroacetonitrile as a water acceptor. A key to the design of this transfer dehydration catalysis is the identification of an efficient water acceptor, dichloroacetonitrile, that preferentially reacts with amides over other polar functional groups with the aid of the Pd catalyst and makes the desired scheme exergonic, thereby driving the dehydration.

Organic Letters published new progress about Chemoselectivity (of dehydration of amide group). 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Product Details of C3H7NO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Mantel, Mette L. H. published the artcilePd-catalyzed C-N bond formation with heteroaromatic tosylates, Computed Properties of 16332-06-2, the main research area is heteroaryl amide preparation; amide heteroaryl tosylate arylation palladium.

A protocol for the palladium(0)-catalyzed amidation of heteroaromatic tosylates was successfully developed. The methodol. proved to be effective for a variety of heteroaryl tosylates including the pyridine, pyrimidine, quinoline and quinoxaline ring systems. Successful carbon-nitrogen bond formation with these heteroaryl tosylates could be performed with a wide range of primary amides, oxazolidinones, lactams, anilines and indoles, including one cyclic urea. Moreover, this C-N bond forming reaction provided products with high structural diversity. The coupling reaction was also amenable to scale up applications.

Chemistry – A European Journal published new progress about Arylation. 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Computed Properties of 16332-06-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hansen, Anders Lindhardt published the artcileFast and regioselective Heck couplings with N-acyl-N-vinylamine derivatives, Application In Synthesis of 16332-06-2, the main research area is vinyl amide derivative aryl triflate Heck coupling; aryl methyl ketone preparation; arylvinyl amide preparation; arylethyl amide preparation.

Highly regioselective Heck couplings of aryl triflates with N-acyl-N-vinylamines lacking an N-alkyl substituent were achieved in good yields using catalytic amounts of Pd2(dba)3, DPPF, and diethylisopropylamine in dioxane. The efficiency of these cross-couplings were studied with several N-vinyl amides and an example each of an N-vinyl carbamate and an N-vinyl urea. The Heck coupling products easily underwent acidic hydrolysis to the corresponding aryl Me ketone or in situ hydrogenation in the presence of (Ph3P)3RhCl under a hydrogen atm. to provide the N-acyl derivatives of pharmaceutically relevant benzylic amines. The coupling of a vinyl triflate and more interestingly a vinyl tosylate to N-vinyl acetamide was also studied affording a 2-acylamino-1,3-butadiene with the same high regioselectivity in preference for the α-isomer. This result suggests that Heck couplings of electron-rich alkenes with vinyl tosylates also follow a cationic pathway.

Journal of Organic Chemistry published new progress about Heck reaction. 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Application In Synthesis of 16332-06-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Breno, Kerry L. published the artcileOrganometallic Chemistry in Aqueous Solution. Hydration of Nitriles to Amides Catalyzed by a Water-Soluble Molybdocene, (MeCp)2Mo(OH)(H2O)+, Category: ethers-buliding-blocks, the main research area is molybdocene catalyzed hydration nitrile aqueous solution kinetics; amide preparation.

[Cp’2Mo(μ-OH)2MoCp’2]2+ (1) (Cp’ = η5-CH3C5H4) is a precatalyst for the hydration of nitriles in aqueous solution under mild conditions (∼80°). Among the nitriles hydrated were acetonitrile, isobutyronitrile, benzonitrile, 3-hydroxypropionitrile, 3-bromopropioamide, 4-cyanopyridine, succinonitrile, Me cyanoacetate, 2-methoxyacetonitrile, and acrylonitrile. Except in the case of 2-methoxyacetonitrile, hydrolysis of the resulting amide products did not occur. Hydration of the C:C double bond did not occur in acrylonitrile, but hydrolysis of ester and ether linkages did occur in nitriles containing those functional groups. The apparent rate constants and turnover frequencies of the catalytic reactions were determined using an iterative kinetics-fitting program. The rates and turnover frequencies are comparable to those reported for many homogeneous nitrile hydration catalysts described in the literature. In aqueous solution, 1 is in equilibrium with [Cp’2Mo(OH)(H2O)]+ (2), and this monomer is proposed to be the active hydration catalyst. The hydration is proposed to occur by an intramol. attack of a hydroxide ligand on a coordinated nitrile. The hydration reaction is irreversibly inhibited by product and reversibly inhibited by substrate (nitrile).

Organometallics published new progress about Hydration catalysts. 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Category: ethers-buliding-blocks.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem