Category: 924-99-2

Nishimura, Yoshio; Kikuchi, Hidetomo; Kubo, Takanori; Gokurakuji, Yuki; Nakamura, Yuri; Arai, Rie; Yuan, Bo; Sunaga, Katsuyoshi; Cho, Hidetsura published an article in Tetrahedron Letters. The title of the article was 《Synthesis of 6-unsubstituted 2-oxo, 2-thioxo, and 2-amino-3,4-dihydropyrimidines and their antiproliferative effect on HL-60 cells》.Electric Literature of C7H13NO2 The author mentioned the following in the article:

A general and efficient synthetic method for 6-unsubstituted 3,4-dihydropyrimidin-2(1H)-thiones and -ones I (R = H, C6H5, 4-ClC6H4, etc., X = S, O) has been developed. In three-component reactions, the reactivity of reagents serving as the C5-C6 fragment of the dihydropyrimidine ring was compared. The reaction of thiourea or urea, aldehydes RCHO, and Et 3-(dimethylamino)acrylate in the presence of a catalytic amount of AlCl3 by smooth heating proceeds to give I in high yields. Synthetic novelty of the protocol are as follows: (1) Lewis acid-mediated reaction, (2) good to high yields, and (3) broad scope as for aldehydes and ureas. Hitherto unavailable 6-unsubstituted 2-aminodihydropyridimidines II (R = n-Pr, Ph) have been obtained from the 2-thioxo derivative I (X = S) by a stepwise method involving substitution reaction with the amine at the 2-position. The 6-unsubstituted compounds I and 6-Me derivatives III (R = cyclohexyl, n-Pr) were assessed for their antiproliferative effect on the human promyelocytic leukemia cell line, HL-60. The 4-propyl-6-Me derivative III (R = n-Pr) showed relatively strong activity with the IC50 value of 952 nM. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Electric Literature of C7H13NO2)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Electric Literature of C7H13NO2

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In 2022,Organic Chemistry Frontiers included an article by Zhou, You; Wang, Li-Sheng; Lei, Shuang-Gui; Gao, Yun-Xiang; Ma, Jin-Tian; Yu, Zhi-Cheng; Wu, Yan-Dong; Wu, An-Xin. Related Products of 924-99-2. The article was titled 《I2-Promoted site-selective C-C bond cleavage of aryl methyl ketones as C1 synthons for constructing 5-acyl-1H-pyrazolo[3,4-b]pyridines》. The information in the text is summarized as follows:

A novel iodine promoted [1 + 3 + 2] cleavage cyclization reaction for the synthesis of 1H-pyrazolo[3,4-b]pyridines from aryl Me ketones, 5-aminopyrazoles and enaminones was established. This transition metal-free catalysis method has simple reaction conditions and good substrate compatibility, and was demonstrated in the transformation of alkyl and natural mol.-derived enaminones. Mechanistic studies showed that two cyclization pathways affording different key intermediates were involved, but affording the same target product after site-selective cleavage of the unstrained C-C bond of the acyl group.Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Related Products of 924-99-2) was used in this study.

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Related Products of 924-99-2

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In 2021,Organic Chemistry Frontiers included an article by Yu, Tongyan; Ji, Fei; Huang, Daichuan; Gao, Ya; Shi, Zhaoping; Sha, Xuan; Xu, Jiangyan; You, Siliang; Zhang, Mingzhi; Sha, Qiang. Recommanded Product: 924-99-2. The article was titled 《Facile synthesis of penta-substituted pyrroles and pyrrole-fused piperidin-4-ones via four component reactions of 2,3-diketoesters, anilines and enaminones》. The information in the text is summarized as follows:

Herein, a novel BF3.Et2O mediated four component reaction of 2,3-diketoesters RC(O)C((OH)2)C(O)R1 (R = Me, 2-phenylethenyl, naphthalen-2-yl, thiophen-2-yl, etc.; R1 = OMe, OEt, (2-methylpropyl)oxidanyl, dimethylaminyl, OBn), anilines 4-R2C6H4NH2 (R2 = H, Me, Br, methoxycarbonyl, etc.) and enaminones R3C(O)CH=CHN(CH3)2 (R3 = OEt, Ph, furan-2-yl, etc.)/R4CH=CHC(O)CH=CHN(CH3)2 (R4 = Ph, 4-methoxyphenyl), providing highly functionalized pyrroles I and pyrrole-fused piperidin-4-ones II in moderate to good yields was presented. The key to success lies in the utilization of enaminone as the substrate and precise capture of the carbocation intermediate by anilines, allowing the amination to occur at the 5-position smoothly. This strategy is potentially applicable to diverse nucleophilic reagents. Moreover, an intramol. version of this strategy can be utilized to form fused heterocycles.Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Recommanded Product: 924-99-2) was used in this study.

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Recommanded Product: 924-99-2

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Reference of Ethyl 3-(dimethylamino)acrylateOn October 28, 2019 ,《Ring opening dissociation of cationic twisted conformer by conformer-specific cyclopentanone photoionization》 was published in Journal of Chemical Physics. The article was written by Lee, Yu Ran; Kim, Myung Hwa; Kwon, Chan Ho. The article contains the following contents:

We investigated the dissociation processes of a cationic conformer, induced by conformer-specific photoionization of cyclopentanone (CP) using a one-photon vacuum UV (VUV) laser pulse of energy in the range 9.24-9.92 eV for a few nanoseconds, generated by four-wave difference frequency mixing in a Kr cell. The adiabatic ionization energy of the CP was accurately determined to be 9.2697 ± 0.0009 eV, based on the VUV photoionization efficiency curve obtained using high-resolution VUV-photoionization time-of-flight (TOF) mass spectroscopy. The constructed potential energy contours, associated with the twisting and out-of-plane motions in the S0 and D0 states, revealed that the ionization energy value corresponded to a twisted conformer with C2 symmetry at the global min. Subsequently, the low photon energy above the ionization onset of the twisted conformer in the CP led to C2H4 elimination, producing a C3H4O+ fragment directly prior to CO elimination for the C4H8+ fragment. The appearance energies for the C3H4O+ and C4H8+ were determined to be 9.7068 ± 0.0017 eV and 9.7483 ± 0.0017 eV, resp., by measuring the fragmentation yield curves for two fragments analyzed in the TOF mass spectra. The formation enthalpy for each fragment ion at 0 K, evaluated using the measured and thermochem. data, enabled the realization of plausible structures for the produced fragment ions. Consequently, based on the results of the quantum chem. calculation on the dissociation processes of the twisted CP cation (t-CP+), we suggest that the fragmentation processes to C3H4O+ and C4H8+ correspond to the methylketene and (E)-2-butene cations, resp. (c) 2019 American Institute of Physics. In the experiment, the researchers used Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Reference of Ethyl 3-(dimethylamino)acrylate)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Reference of Ethyl 3-(dimethylamino)acrylate

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In 2019,Advanced Synthesis & Catalysis included an article by Zheng, Xixi; Wan, Jie-Ping. Recommanded Product: 924-99-2. The article was titled 《The C=C Bond Decomposition Initiated by Enamine-Azide Cycloaddition for Catalyst- and Additive-Free Synthesis of N-Sulfonyl Amidines》. The information in the text is summarized as follows:

The chemo-selective synthesis of N-sulfonyl amidines is realized via the decomposition of the enamine C=C bond of enaminoesters through an in situ generated triazoline intermediate. Control experiments prove that the electron withdrawing ester group in the enamine component is crucial in inducing the chemo-selective formation of amidines. The method is featured with high efficiency and sustainability by employing pure water as medium without requiring any catalyst or additive.Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Recommanded Product: 924-99-2) was used in this study.

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Recommanded Product: 924-99-2

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

《Synthesis and cytotoxicity of thieno[2,3-b]pyridine derivatives toward sensitive and multidrug-resistant leukemia cells》 was published in Acta Chimica Slovenica in 2021. These research results belong to Al-Trawneh, Salah A.; Tarawneh, Amer H.; Gadetskaya, Anastassiya V.; Seo, Ean-Jeong; Al-Ta’ani, Mohammad R.; Al-Taweel, Samir A.; El-Abadelah, Mustafa M.. Formula: C7H13NO2 The article mentions the following:

A new series of substituted Et 7-cyclopropyl-2-(2-aryloxo)-3-nitro-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylates I (R = H, CHO; X = H, 4-Me, 4-Cl; Y = O, S) were prepared by utilizing Et 2-chloro-7-cyclopropyl-3-nitro-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylate (1) and replacing of the 2-chlorine with anions obtained from phenol, salicylaldehyde derivatives like salicylaldehyde, 5-methylsalicylaldehyde and 5-chlorosalicylaldehyde or thiophenol, leading to the resp. Et 7-cyclopropyl-2-(2-aryloxo)-3-nitro-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylates I. The new compounds I were evaluated for their in vitro cytotoxicity towards sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells. The screening revealed that compounds I (R = X = H, Y = O; R = CHO, X = H, Y = O; R = X = H, Y = S) inhibited the growth of both cell lines. Compound I (R = CHO, X = H, Y = O), with a phenol moiety, exhibited the highest growth inhibitory activity against CEM/ADR5000 and CCRF-CEM cells with IC50 values 4.486 ± 0.286 and 2.580 ± 0.550μM, resp. Collectively, the presented results demonstrate that the synthesized thieno[2,3-b]pyridines I warrant further exploration for potential use as anti-cancer agents. After reading the article, we found that the author used Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Formula: C7H13NO2)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Formula: C7H13NO2

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

Jassem, Ahmed M.; Dhumad, Adil M.; Almashal, Faeza A.; Alshawi, Jasim M. published an article in Medicinal Chemistry Research. The title of the article was 《Microwave-assisted synthesis, molecular docking and anti-HIV activities of some drug-like quinolone derivatives》.SDS of cas: 924-99-2 The author mentioned the following in the article:

Abstract: In targeted therapy of breast cancer, human epidermal growth factor receptor 2 HER2 (PDB ID: 3PP0) is being considered as a promising route to design novel anti-breast cancer drugs. In this work, we report two of novel N-substituted pyrrolidine at C-8 position of quinolone derivatives 18 and 19, their synthesis under microwave technique, spectral methods, mol. docking study and anti-HIV activities. Docking study exhibited hydrogen bonding, polar, and Van der Waals interactions with the active site residues of HER2 target. The binding energy and hydrogen bonding interactions show that synthesized compounds are being considered to have a potential activity against breast cancer. In addition, quinolone derivatives were evaluated in vitro for antiviral activity against the replication of HIV-1 and HIV-2 in MT-4 cells. The results showed that quinolone derivatives 18 and 19 possess a potent activity against HIV-1 replication with IC50 values of ≥15.20 and 14.26μM, SI ≤ 6 and >7, resp. In the experiment, the researchers used Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2SDS of cas: 924-99-2)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.SDS of cas: 924-99-2

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Ester – Wikipedia,
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Li, Xin-Ran; Li, Wan-Di; Wei, Wen-Ting; Fan, Juan; Liu, Zhong-Wen; Shi, Xian-Ying published an article on February 28 ,2022. The article was titled 《Sequential Cobalt/Rhodium-Catalyzed Tandem Cyclization of Aromatic Aldehydes with Acrylates for Preparing 3-Substituted Phthalides in Oxygen Atmosphere and Neat Water》, and you may find the article in Asian Journal of Organic Chemistry.COA of Formula: C7H13NO2 The information in the text is summarized as follows:

Metal-catalyzed C-H activation/tandem reactions of aromatic acids and functionalized alkenes is profound for constructing phthalide skeleton. However, most of these reactions employ stoichiometric amounts of metal additives and metal oxidants/toxic organic solvents. Herein, a sequential cobalt/rhodium-catalyzed tandem cyclization of aromatic aldehydes and acrylates for preparing 3-substituted phthalides in one pot has been described. This protocol features the use of water as a sustainable solvent and oxygen as the singular oxidant free of any additives. The use of aromatic aldehydes instead of aromatic acids as starting materials renders this route high atom economy, and the formation of water as a sole byproduct makes this process practical and environmentally benign. After reading the article, we found that the author used Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2COA of Formula: C7H13NO2)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).COA of Formula: C7H13NO2

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

The author of 《Regio- and Enantioselective Formal Hydroamination of Enamines for the Synthesis of 1,2-Diamines》 were Yu, Lu; Somfai, Peter. And the article was published in Angewandte Chemie, International Edition in 2019. COA of Formula: C7H13NO2 The author mentioned the following in the article:

The asym. formal hydroamination of enamines using a CuH catalyst is reported [e.g., enamine I + O-acylhydroxylamine II → diamine III (69%, 97:3 e.r.) in presence of (MeO)2MeSiH as hydride source, Cu(OAc)2 and (R)-DTBM-SEGPHOS]. The method provides a straightforward and efficient approach to the synthesis of chiral 1,2-dialkyl amines in good yields with high levels of enantioselectivities for a broad range of substrates, and should have significant value for the preparation of mols. bearing a 1,2-diamine motif.Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2COA of Formula: C7H13NO2) was used in this study.

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.COA of Formula: C7H13NO2

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

SDS of cas: 924-99-2On October 12, 2021 ,《Synthesis of quinolone antibiotic analogues: a multistep synthetic chemistry experiment for undergraduates》 was published in Journal of Chemical Education. The article was written by Bailie, Alexandra E.; Nortcliffe, Andrew. The article contains the following contents:

A multistep synthesis of quinolone antibiotic analogs was developed as a laboratory experiment for intermediate/advanced undergraduate students. Students can synthesize a range of desfluoroenoxacin analogs via a five-step sequence. The experiment includes a range of key practical laboratory techniques including thin-layer chromatog. (TLC), liquid-liquid extraction, trituration, recrystallization and the characterization of compounds by IR and NMR spectroscopy. The experiment provides an opportunity for students to carry out fundamental organic chem. transformations from the curriculum such as the preparation of acyl chlorides, 1,4-conjugate addition-elimination, heterocycle synthesis, nucleophilic aromatic substitution and ester hydrolysis. The five-step sequence does not require column chromatog. and can be adapted to a range of laboratory settings. In the experiment, the researchers used Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2SDS of cas: 924-99-2)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.SDS of cas: 924-99-2

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