Month: November 2022

Yu, Xiaoqiang published the artcileSynthesis of Quinazolin-4(3H)-ones via the Reaction of 2-Halobenzamides with Nitriles, COA of Formula: C6H5BrN2O, the main research area is quinazolinone preparation; halobenzamide nitrile nucleophilic addition aromatic substitution copper acetate catalyst.

This paper described a convenient method to synthesize quinazolin-4(3H)-ones, e.g. I, from simple and readily available 2-halobenzamides and nitriles. The Lewis acid Cu-catalyzed nucleophilic addition of 2-halobenzamide to nitriles followed by SNAr reaction proceeded smoothly in the presence of t-BuOK as a base to produce the quinazolinone derivatives

Journal of Organic Chemistry published new progress about Benzamides Role: RCT (Reactant), RACT (Reactant or Reagent) (halo). 13958-99-1 belongs to class amides-buliding-blocks, name is 3-Bromoisonicotinamide, and the molecular formula is C6H5BrN2O, COA of Formula: C6H5BrN2O.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Ohkubo, Katsutoshi published the artcileShape- and stereo-selective esterase activities of cross-linked polymers imprinted with a transition-state analogue for the hydrolysis of amino acid esters, Recommanded Product: N,N’-(Butane-1,4-diyl)diacrylamide, the main research area is nitrophenyl leucinate hydrolysis kinetics polymeric catalyst; histidyl polymer preparation catalyst hydrolysis leucinate; isokinetic relationship catalytic hydrolysis nitrophenyl leucinate.

Various cross-linked (with N,N’-ethylene (C2), butylene (C4), hexamethylene (C6), or decamethylene (C10)-bisacrylamide) polymer catalysts containing L-histidine and quaternary trimethylammonium groups were imprinted with a racemic transition-state analog of Ph 1-benzyloxycarbonyl-3-methylpentylphosphonate for the hydrolysis of p-nitrophenyl N-(benzyloxycarbonyl)-L (or D)-leucinate [Z-L (or D)-Leu-PNP]. Among these polymer catalysts, N,N’-C4-bisacrylamide-cross-linked polymer catalyst, which was copolymerized with styrene monomer, exhibited notable substrate-stereospecificity for the Z-L-Leu-PNP hydrolysis in the hydrolysis of enantiomeric L (or D)-N-protected [such as tert-butyloxycarbonyl (Boc-), acetyl (C2-), decanoyl (C10-) or benzyloxycarbonyl (Z-)] amino acid (Leu, Ala, or Phe) p-nitrophenyl esters in 10 volume % MeCN-Tris buffer (pH 7.15) at 30°C.

Journal of Molecular Catalysis A: Chemical published new progress about Amino acid esters Role: RCT (Reactant), RACT (Reactant or Reagent). 10405-38-6 belongs to class amides-buliding-blocks, name is N,N’-(Butane-1,4-diyl)diacrylamide, and the molecular formula is C10H16N2O2, Recommanded Product: N,N’-(Butane-1,4-diyl)diacrylamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Gohari, Seyed Jamaladdin published the artcileNovel enantioselective synthesis of (S)-ketamine using chiral auxiliary and precursor Mannich base, Synthetic Route of 343338-28-3, the main research area is chlorophenyl methylamino cyclohexanone enantioselective preparation.

Chiral auxiliaries such as tert-butanesulfinamide (TBSA) was used for the asym. synthesis of (S)-ketamine. Condensation of TBSA with ketones provides corresponding tert-butanesulfinylimine in consistently high yields. The tert-butanesulfinyl group actuates the imine for nucleophilic addition, is a potent chiral directing group, and after nucleophilic addition is easily dissociated by intervention with acid solution A Mannich base, 2-(N-piperidinomethyl)-1-phenylcyclohexylamine was synthesized via Mannich reaction starting from cyclohexanone. Then, corresponding sulfiniylimine was obtained by the condensation of TBSA with formed aminoketone. By using salts such as Ti(OEt)4, N-tert-butanesulfinylketimine was obtained in 85% yield. Next, a new chiral center was generated using Grignard reagent as nucleophile at -78° (80% yield). Finally, after many steps, the (S)-ketamine was synthesized under ozonolysis conditions with good yield and enantioselectivity (75% yield and 75% ee).

Canadian Journal of Chemistry published new progress about Amines, keto Role: SPN (Synthetic Preparation), PREP (Preparation). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Synthetic Route of 343338-28-3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Rahman, Mahbubur Md. published the artcileMetal-Free Transamidation of Secondary Amides by N-C Cleavage, Application of 4-Methoxy-N-phenylbenzamide, the main research area is secondary amide transamidation nitrogen carbon bond cleavage.

Transamidation reactions represent a fundamental chem. process involving conversion of one amide functional group into another. Herein, the authors report a facile, highly chemoselective method for transamidation of N-tert-butoxycarbonylation (N-Boc) activated secondary amides that proceeds under exceedingly mild conditions in the absence of any additives. Because this reaction was performed in the absence of metals, oxidants, or reductants, the reaction tolerates a large number of useful functionalities. The reaction is compatible with diverse amides and nucleophilic amines, affording the transamidation products in excellent yields through direct nucleophilic addition to the amide bond. The utility of this methodol. is highlighted in the synthesis of Tigan, a com. antiemetic, directly from the amide bond. The authors expect that this new metal-free transamidation will have broad implications for the development of new transformations involving direct nucleophilic addition to the amide bond as a key step.

Journal of Organic Chemistry published new progress about Amides, secondary Role: RCT (Reactant), RACT (Reactant or Reagent). 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Application of 4-Methoxy-N-phenylbenzamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Wang, Huamin published the artcileCatalytic Enantiodivergent Michael Addition by Subtle Adjustment of Achiral Amino Moiety of Dipeptide Phosphines, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is chiral alkylpyridazinone preparation enantioselective; pyridazinone enone hydroamination Michal addition chiral dipeptide phosphine catalyst; Chemistry; Organic Chemistry; Organic Chemistry Methods.

Inspired by the biol. system, an unprecedented catalytic enantiodivergent Michael addition of pyridazinones I (R = H, 5-Cl, 6-Ph, 4,5-Br2, etc.) to enones R1C(O)CH:CHR2 (R1 = 4-chlorophenyl, naphthalen-2-yl, 1-benzothiophen-2-yl, etc.; R2 = CF3, C2F5, C(O)OEt, etc.) by subtle adjustment of achiral amino moiety of dipeptide phosphine catalysts II (R3 = Ph, 3,5-di-tert-butylphenyl; R4 = [3,5-bis(trifluoromethyl)phenyl]carbonyl, (2S)-2-([(tert-butoxy)carbonyl]amino)-3-methylbutanyl, 2-methylpropane-2-sulfinyl, etc.) was reported. These two dipeptide phosphine catalysts, II (R3 = phenyl; R4 = (2S)-2-([(tert-butoxy)carbonyl]amino)-3-methylbutanoyl; R3 = phenyl; R4 = (2S)-2-[(3,5-dinitrophenyl)formamido]-3-methylbutanoyl) could deliver both enantiomers of a series of N2-alkylpyridazinones S/R-III in good yields (up to 99%) with high enantioselectivities (up to 99% ee) via the catalyst-controlled enantiodivergent addition of pyridazinones I to enones R1C(O)CH:CHR2.

iScience published new progress about Dipeptides, phosphono analogs Role: CAT (Catalyst Use), USES (Uses). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

O’Mahony, Donogh J. R. published the artcileA practical asymmetric synthesis of ortho-substituted 4-pyrazolyl-2-ethylamines, Formula: C4H11NOS, the main research area is pyrazolyl ethylamine preparation enantioselective.

A reliable three-step synthesis of ortho-substituted 4-pyrazolyl-2-ethylamines, e.g., I, starting from a pyrazole Me ketone, e.g., 1-{5-[(benzyloxy)methyl]pyrazolo[1,5-a]pyridin-3-yl}ethan-1-one, and N-tert-butanesulfinylamine is described. Strongly dehydrating conditions were required to form the N-tert-butanesulfinyl ketimines, but these intermediates were stable to aqueous work-up and chromatog. Reduction of N-tert-butanesulfinyl ketimines with L-selectride, or Super-hydride, in THF afforded excellent yields and diastereoselectivities of the sulfinamides II, which were converted into chiral amines with methanolic HCl. The 4-pyrazolyl-2-ethylamines resulted from these investigations are attractive building blocks for medicinal chemists, as they exhibit low mol. weight, and low calculated octanol-water partition coefficient (c Log P values), while disrupting planarity with three-dimensional character. For example, the amine products were utilized in structure-activity studies of the human transient receptor potential vanilloid 1 (TRPV1/VR1).

Tetrahedron Letters published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Formula: C4H11NOS.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Cheng, Hai-Hsuan published the artcileEffects of copper on biological treatment of NMF- and MDG-containing wastewater from TFT-LCD industry, SDS of cas: 123-39-7, the main research area is wastewater copper methylformamide methyl diglycol; Copper inhibition; Copper-to-biomass ratio; Nitrification.

This study aimed to evaluate the effects of copper on N-methylformamide (NMF)- and Me diglycol (MDG)-containing wastewater treatment using batch experiments and a lab-scale anoxic-oxic (A/O) sequencing batch reactor (SBR). Batch exptl. results indicated that aerobic degradation of NMF followed Monod-type kinetics. Copper inhibition on nitrification also followed Monod-type inhibition kinetics with copper-to-biomass ratio instead of copper concentration Specific degradation rates of NMF and MDG under both aerobic and anoxic conditions decreased in the matrix of full-scale wastewater, and high copper dosage would further reduce the degradation rates. In the long-term presence of 0.5 mg/L copper, the A/O SBR could maintain stable and complete degradations of NMF and MDG, 95% of COD removal, and more than 50% of total nitrogen (TN) removal. High concentrations of copper spikes, including 40 mg/L and 110 mg/L, slowed down degradation rates for both NMF and MDG, but did not affect COD and TN removal efficiencies in the full 24 h-cycle operation. The long-term A/O SBR operation revealed that daily dosage of 0.5 mg/L copper was not detrimental to NMF/MDG degradations due to regularly wasting sludge, but 110 mg/L of copper spike obviously reduced NMF/MDG degradation rate although it could be recovered later by regularly wasting sludge and maintaining SRT at 20 days.

Chemosphere published new progress about Biological wastewater treatment, biological sequencing batch reactor. 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, SDS of cas: 123-39-7.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Ligterink, Niels F. W. published the artcileThe family of amide molecules toward NGC 6334I, Synthetic Route of 123-39-7, the main research area is amide mol chem network star interstellar dust.

Amide mols. produced in space could play a key role in the formation of biomols. on a young planetary object. However, the formation and chem. network of amide mols. in space is not well understood. In this work, Atacama Large Millimeter/submillimeter Array observations are used to study a number of amide(-like) mols. toward the high-mass star-forming region NGC 6334I. The first detections of cyanamide (NH2CN), acetamide (CH3C(O)NH2), and N-methylformamide (CH3NHCHO) are presented for this source. These are combined with analyses of isocyanic acid (HNCO) and formamide (NH2CHO), and a tentative detection of urea (carbamide; NH2C(O)NH2). Abundance correlations show that most amides are likely formed in related reactions occurring in ices on interstellar dust grains in NGC 6334I. However, in an expanded sample of sources, large abundance variations are seen for NH2CN that seem to depend on the source type, which suggests that the phys. conditions within the source heavily influence the production of this species. The rich amide inventory of NGC 6334I strengthens the case that interstellar mols. can contribute to the emergence of biomols. on planets.

Astrophysical Journal published new progress about Amides Role: TEM (Technical or Engineered Material Use), USES (Uses). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Synthetic Route of 123-39-7.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Asakawa, Tomohiro published the artcilePractical Synthesis of Polymethylated Flavones: Nobiletin and Its Desmethyl Derivatives, Name: N-Methylformamide, the main research area is nobiletin synthesis; flavone polymethoxylated preparation.

We present a practical synthesis of the polymethoxylated citrus flavone nobiletin that is suitable for use on a hundred gram scale. Ready availability of this compound and its derivatives will aid detailed chem.-biol. investigations of their biol. activities, including activation of signaling via the cAMP-dependent protein kinase A/extracellular signal-related protein kinase/cAMP response element-binding protein pathway.

Organic Process Research & Development published new progress about Methoxyflavones Role: SPN (Synthetic Preparation), PREP (Preparation). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Name: N-Methylformamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Li, Hanyuan published the artcileEnantiopure Chiral Phosphines Bearing a Sulfinyl Group and their Application in Catalytic Enantiodivergent Synthesis of Polysubstituted Pyrrolines, SDS of cas: 343338-28-3, the main research area is polysubstituted pyrroline enantiodivergent diastereoselective preparation; unsaturated imine allylic carbonate annulation enantiopure chiral phosphine catalyst.

In this work, a type of enantiopure chiral phosphines bearing a polar S=O sulfinyl group as the chiral unit in the mol. was developed, which could be prepared in either enantiomeric form from com. available materials by a three-step route. The enantiopure chiral phosphines could catalyze enantiodivergent asym. [4+1] annulation reactions of α,β-unsaturated imines and allylic carbonates, delivering polysubstituted pyrrolines I [R1 = C6H5, 4-FC6H4, 3-furyl, etc.; R2 = C6H5, 4-ClC6H4, 4-FC6H4, etc.] in either enantiomeric form in up to 99% yield and up to 99% ee, and thus empower a method for dual stereo-controlled synthesis of chiral pyrrolines. This work accordingly unveiled a practical and predictable strategy to realize enantiodivergent synthesis.

Advanced Synthesis & Catalysis published new progress about Carbonates Role: RCT (Reactant), RACT (Reactant or Reagent) (allylic). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, SDS of cas: 343338-28-3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics