Tag: M.W:100-200

Related Products of 51856-79-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Selective synthesis of pyrrolo[1,2-a]azepines or 4,6-dicarbonyl indoles via tandem reactions of alkynones with pyrrole derivatives. Author is Zhao, Yulei; Yuan, Yang; Xu, Murong; Zheng, Zhong; Zhang, Runhua; Li, Yanzhong.

Methodologies for the selective synthesis of pyrrolo[1,2-a]azepines or 4,6-dicarbonyl indoles starting from pyrrole derivatives and alkynones were described. When reactions were carried out with 1,2,4-trisubstituted N-propargyl pyrroles using a ZnI2 catalyst, pyrrolo[1,2-a]azepines were obtained. Whereas 4,6-dicarbonyl indoles were produced selectively with 1,2-disubstituted pyrroles in the presence of silica gel. The reaction outcomes were dependent on the substituent pattern of the substrates and the nature of the catalysts chosen. Control reactions suggested that the formation of a conjugated enamine intermediate was crucial for both the processes. With easily accessible starting materials, inexpensive catalysts and an easy-to-handle procedure, this reaction had the potential to become a general protocol for the synthesis of pyrrolo[1,2-a]azepines or indoles.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Application of 20028-53-9. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about A novel and efficient methodology for the construction of quinazolines based on supported copper oxide nanoparticles. Author is Zhang, Jintang; Yu, Chenmin; Wang, Sujing; Wan, Changfeng; Wang, Zhiyong.

A series of quinazolines were synthesized from 2-aminobenzophenones and benzylic amines in good to excellent yields by employing a new heterogeneous catalyst based on the copper oxide nanoparticles supported on kaolin.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Synthetic Route of C8H11NO2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Transition-Metal-Free Electrophilic Fluoroalkanesulfinylation of Electron-Rich (Het)Arenes with Fluoroalkyl Heteroaryl Sulfones via C(Het)-S and S=O Bond Cleavage. Author is Wei, Jun; Bao, Kun; Qi, Chengcheng; Liu, Yao; Ni, Chuanfa; Sheng, Rong; Hu, Jinbo.

A novel Ph2P(O)Cl-mediated direct fluoroalkanesulfinylation of electron-rich (het)arenes such as indole, 1-methyl-1H-pyrrole, 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline, etc. using fluoroalkyl heteroaryl sulfones I as the RnSO source (Rn = CF3, CF3(CF2)3, CF2Cl, CF2Br, CF2COOCH2CH3) was developed. This is the first example where 2-HetSO2Rf performs as the RfSO synthon in organic synthesis via both C(Het)-S and S = O bond cleavage.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Quality Control of 2-Amino-5-chlorobenzaldehyde. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Iodothiophenes and Related Compounds as Coupling Partners in Copper-Mediated N-Arylation of Anilines. Author is Bouarfa, Salima; Bentabed-Ababsa, Ghenia; Erb, William; Picot, Laurent; Thiery, Valerie; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence.

N-Arylation of various 2-acylated anilines 2-NH2-5-R-C6H3C(O)R1 (R = H, Cl; R1 = H, Me, Ph) with different electron-rich heteroaryl iodides R2I (R2 = thiophen-2-yl, 1-benzothiophen-3-yl, furan-2-yl, etc.) was achieved by using activated copper and potassium carbonate in di-Bu ether at reflux. The reactivity of the different heteroaryl iodides and anilines employed was discussed and rationalized on the basis of their electronic features. Subsequent cyclization by aromatic electrophilic substitution easily took place in the case of C2-free (benzo)thienyl I (X = O, S) or C3-free (benzo)furyl derivatives, II affording original tri- and tetracycles. The antiproliferative activity of most of them was evaluated in A2058 melanoma cells and revealed four chlorinated tetracycles as effective growth inhibitors.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Cabrera-Afonso, Maria Jesus; Cembellin, Sara; Halima-Salem, Adnane; Berton, Mateo; Marzo, Leyre; Miloudi, Abdellah; Maestro, M. Carmen; Aleman, Jose published an article about the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9,SMILESS:NC1=CC=C(Cl)C=C1C=O ).HPLC of Formula: 20028-53-9. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:20028-53-9) through the article.

A sustainable synthesis of isothiazoles was developed using an α-amino-oxy acid auxiliary and applying photoredox catalysis. This simple strategy features mild conditions, broad scope and wide functional group tolerance represented a new environmentally friendly option to prepare these highly valuable heterocycles. Furthermore, the synthetic value of the method was highlighted by the preparation of a natural product derivative and the implementation of the reaction in a continuous flow setup.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

COA of Formula: C7H6ClNO. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Design, synthesis, and anticancer evaluation of novel quinoline derivatives of ursolic acid with hydrazide, oxadiazole, and thiadiazole moieties as potent MEK inhibitors. Author is Jin, Xiao-Yan; Chen, Hao; Li, Dong-Dong; Li, A-Liang; Wang, Wen-Yan; Gu, Wen.

In this article, a series of novel quinoline derivatives of ursolic acid (UA) bearing hydrazide, oxadiazole, or thiadiazole moieties were designed, synthesized, and screened for their in vitro antiproliferative activities against three cancer cell lines (MDA-MB-231, HeLa, and SMMC-7721). A number of compounds showed significant activity against at least one cell line. Among them, compound exhibited the most potent activity against three cancer cell lines with IC50 values of 0.12 ± 0.01, 0.08 ± 0.01, and 0.34 ± 0.03 μM, resp. In particular, compound could induce the apoptosis of HeLa cells, arrest cell cycle at the G0/G1 phase, elevate intracellular reactive oxygen species level, and decrease mitochondrial membrane potential. In addition, compound could significantly inhibit MEK1 kinase activity and impede Ras/Raf/MEK/ERK transduction pathway. Therefore, compound may be a potential anticancer agent and a promising lead worthy of further investigation.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Horner, J. Kenneth; Henry, David W. published the article 《Analogs of 3-amino-7-chloro-1,2,4-benzotriazine 1-oxide as antimalarial agents》. Keywords: antimalarial benzotriazine analogs; benzotriazine analogs antimalarial.They researched the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ).Reference of 2-Amino-5-chlorobenzaldehyde. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:20028-53-9) here.

A series of substituted 1,2,4-benzotriazines, quinazolines, quinoxalines, quinolines, and other related heterocycles were prepared for evaluation as antimalarial agents. Substituent patterns were chosen to provide maximum steric resemblance to 3-amino-7-chloro-1,2,4-benzotriazine 1-oxide (I), a known antimalarial. Slight favorable effects against exptl. Plasmodium berghei infections in mice were noted, but significant activity was not encountered. When assayed in vitro, five of the compounds were inhibitory to a series of eight other microorganisms.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Sweet sorghum stalk liquefaction in supercritical methanol: Effects of operating conditions on product yields and molecular composition of soluble fraction, published in 2017-01-31, which mentions a compound: 51856-79-2, mainly applied to sweet sorghum stalk liquefaction supercritical methanol yield mol composition, Quality Control of Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate.

Liquefaction of sweet sorghum stalk (SSS) in supercritical methanol was carried out under different conditions, including temperature, holding time, and SSS-to-methanol ratio. Each reaction mixture was filtrated to afford residue and bio-oil (BO, i.e., methanol-soluble portion). The optimal conditions were determined to be 300 °C and 30 min based on the BO yield and the maximum yield of BO is 40.5 wt% with higher heating value of 25.1 kJ g- 1. Low SSS-to-methanol ratio, i.e., either more methanol volume or less SSS dose, benefits the BO yield. According to gas chromatograph/mass spectrometric anal., the compounds detected in the BOs can be grouped into hydrocarbons, alcs., phenolic compounds (PCs), methoxybenzenes, ketones, esters, and others. Among them, PCs and esters are the most abundant. Guaiacols and alkylphenols are predominant PCs, which were mainly originated from the decomposition of lignin in SSS. Esters can be further classified into long-chain Me esters (LCMEs), short-chain Me esters (SCMEs), di-Me diesters, and polymethyl benzenepolycarboxylates. The variation of esters mainly relied on LCME and SCME change with varied reaction conditions.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Reference of Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Novel usage of 2-BTSO2CF2H for metal-free electrophilic difluoroalkanethiolation of indoles.

The electrophilic difluoromethylthiolation of indoles I [R = H, F, OMe; R1 = H, Me; R2 = H, Me; R3 = H, Me; R4 = H, Br, tetramethyl-1,3,2-dioxaborolan-2-yl, 1H-indazol-6-yl, etc.; R5 = H, dimethyl-1,2-oxazol-4-yl, 4-(dimethylamino)piperidin-1-yl, [(propan-2-yl)carbamoyl]oxidanyl, etc.; R6 = H; RR1 = -(CH2)3-] with 2-BTSO2CF2H is developed. In the presence of (EtO)2P(O)H and TMSCl, the reaction proceeded under mild conditions to give products I [R6 = (difluoromethyl)sulfanyl, (trifluoromethyl)sulfanyl, oxo(trifluoromethyl)sulfanyl, (chlorodifluoromethyl)sulfanyl] in modest to high yields. This is a new application of 2-BTSO2CF2H for electrophilic difluoromethylthiolation.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ) is researched.Product Details of 20028-53-9.Yamazaki, Shoko; Takebayashi, Masachika; Miyazaki, Kazuya published the article 《Zn(OTf)2-Catalyzed Reactions of Ethenetricarboxylates with 2-Aminobenzaldehydes Leading to Tetrahydroquinoline Derivatives》 about this compound( cas:20028-53-9 ) in Journal of Organic Chemistry. Keywords: stereoselective preparation hydroxytetrahydroquinoline; quinoline hydroxytetrahydro stereoselective preparation; bridged tetrahydroquinoline preparation; cyclization ethenetricarboxylate aminobenzaldehyde zinc triflate catalyst. Let’s learn more about this compound (cas:20028-53-9).

Quinolines are an important class of compounds, and the development of new efficient synthetic strategies for the construction of quinolines is of considerable interest. Zinc triflate catalyzed cyclization of ethenetricarboxylate derivatives with 2-aminobenzaldehydes has been examined The reaction of ethenetricarboxylate with 2-aminobenzaldehydes in the presence of zinc triflate (0.2 equiv) at 80 °C in ClCH2CH2Cl gave bridged tetrahydroquinoline derivatives in 15-95% yield. On the other hand, the reaction at room temperature in CH2Cl2 gave hydroxy tetrahydroquinoline derivatives in 38-90% yield. Heating the hydroxy tetrahydroquinolines with zinc triflate (0.2 equiv) at 80 °C in ClCH2CH2Cl led to the bridged tetrahydroquinoline derivatives in 75-96% yield. Thermal reaction of the bridged tetrahydroquinolines (180 °C) gave indole derivatives regioselectively.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem