Tag: M.W=200-250

Laha, Joydev K. published the artcileScope of Successive C-H Functionalizations of the Methyl Group in 3-Picolines: Intramolecular Carbonylation of Arenes to the Metal-Free Synthesis of 4-Azafluorenones, HPLC of Formula: 480438-56-0, the publication is Organic Letters (2015), 17(23), 5890-5893, database is CAplus and MEDLINE.

A transition-metal-free, t-BuOOH mediated intramol. carbonylation of arenes in 2-aryl-3-picolines via oxidative C-H functionalizations of the Me group has been developed, providing an expedient synthesis of 4-azafluorenones I [R = 7-MeO, 7-OCF₃, 6,7-Cl₂, 6-Cl-7-OPr-i, 7,8-(OMe)₂, etc] . Distinct from the current literature wherein methylarenes have been used as acylating agents, 2-aryl-3-picolines in this study are transformed into aldehydes, which give 4-azafluorenones upon rapid intramol. acylation. The study demonstrates the first example of intramol. carbonylation of arenes utilizing a Me group as latent carbonyl functionality.

Organic Letters published new progress about 480438-56-0. 480438-56-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 3-Chloro-4-isopropoxyphenylboronic acid, and the molecular formula is C9H12BClO3, HPLC of Formula: 480438-56-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Pan, Yong published the artcilePredicting the Net Heat of Combustion of Organosilicon Compounds from Molecular Structures, Application In Synthesis of 14799-93-0, the publication is Industrial & Engineering Chemistry Research (2012), 51(40), 13274-13281, database is CAplus.

The net heat of combustion is a most important property of flammable substances which can be used to estimate potential fire hazards of chems. once they ignite and burn. This work proposed a quant. structure-property relationship model to predict the net heat of combustion of 308 organosilicon compounds knowing only their mol. structures. Various types of mol. descriptors (topol., charge, geometry) were calculated to represent the organosilicon compound mol. structures. A genetic algorithm in conjunction with multiple linear regression was used to select an optimal descriptor subset which significantly contributed to the overall net heat of combustion property. The best resultant model was a 3-variable, multi-linear model, with root-mean-square and average absolute errors for the external test set of 176.8 and 111.2 kJ/mol, resp. The model was also validated to check its stability and predictive capability. Results showed this model was a valid, predictive model, and provides a new way to predict the net heat of combustion of organosilicon compounds for engineering applications.

Industrial & Engineering Chemistry Research published new progress about 14799-93-0. 14799-93-0 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(methyl)(octyl)silane, and the molecular formula is C9H20Cl2Si, Application In Synthesis of 14799-93-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liang, Shuaishuai published the artcileCopper-Catalyzed Vicinal Chloro-thiolation of Alkynes with Sulfonyl Chlorides, Recommanded Product: Coumarin-6-sulfonyl chloride, the publication is Organic Letters (2018), 20(22), 7024-7028, database is CAplus and MEDLINE.

In the presence of CuCl, terminal and internal aryl and alkyl alkynes such as RCCH (R = 4-MeC₆H₄, Ph, 4-BuC₆H₄, 4-PhC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-F₃CC₆H₄, 4-NCC₆H₄, 4-O₂NC₆H₄, 4-MeO₂CC₆H₄, 3-pyridinyl, PhCH₂, PhOCH₂, PhCH₂NMeCH₂, 1,3-dioxo-2-isoindolylmethyl, BrCH₂, ClCH₂CH₂CH₂) underwent regioselective and diastereoselective chlorothiolation with sulfonyl chlorides such as phenylsulfonyl chloride mediated by Ph₃P in DMF to yield (E)-chloroalkenyl thioethers such as (E)-RC(SPh):CHCl. The mechanism of the reaction was studied; evidence was obtained for thiyl radical intermediates, while DFT calculations of the intermediate chloroalkenyl copper complexes rationalized the observed regioselectivity.

Organic Letters published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Recommanded Product: Coumarin-6-sulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zeid, I. F. published the artcileReactions with coumarin. VII, Safety of Coumarin-6-sulfonyl chloride, the publication is Afinidad (2003), 60(504), 215-219, database is CAplus.

Coumarin-6-sulfonamides I (n = 1, X = NH; n = 2, X = O, S) were synthesized by reactions of coumarin-6-sulfonyl chloride with semicarbazide, thiosemicarbazide and guanidine, resp.. The subsequent treatment of I with di-Et malonate, acetylacetone, and Et acetoacetate gave the corresponding pyrimidine derivatives, e.g. II (X = O, S) from the reaction with di-Et malonate.

Afinidad published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C8H11BO2, Safety of Coumarin-6-sulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yoshii, Yoshihiro published the artcileFriedel-Crafts phenylsulfonylation of o-xylene, indan, and tetralin in nitrobenzene, Computed Properties of 61551-49-3, the publication is Nippon Kagaku Kaishi (1986), 1117-21, database is CAplus.

Friedel-Crafts reactions of o-xylene, indan, and tetralin with PhSO₂Cl in the presence of AlCl₃ in PhNO₂ were studied in relation to temperature effects on isomer distribution under kinetic conditions. In indan, the isomer ratio (3 to 4) increased with temperature, while the ratio (3 to 4) decreased in o-xylene and in tetralin. Differences of activation energies and activation entropies in the 3- and 4-position for o-xylene, indan, and tetralin were -0.39 kcal/mol, -2.0 e.u./mol; 0.16, -0.2; and -0.31, -1.5. Isokinetic temperature were -81 and -62° for o-xylene and tetralin, resp. These results suggest that the 3-position of o-xylene or tetralin is more reactive than the 4-position, whereas the 4-position is more reactive in indan. The reaction proceeded with a concerted mechanism in which strong acid-catalytic effect by AlCl₃ and base-catalyzed deprotonation by solvent and/or AlCl₄^– on the 3-position were observed in o-xylene and tetralin.

Nippon Kagaku Kaishi published new progress about 61551-49-3. 61551-49-3 belongs to chlorides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 5,6,7,8-Tetrahydronaphthalene-2-sulfonyl chloride, and the molecular formula is C25H23NO4, Computed Properties of 61551-49-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Yan published the artcileIdentification of a hormone response element that mediates suppression of APOF by LXR and PPARα agonists, Synthetic Route of 637-07-0, the publication is Biochimica et Biophysica Acta, Molecular and Cell Biology of Lipids (2020), 1865(3), 158583, database is CAplus and MEDLINE.

Here we show in human liver C3A cells that APOF mRNA levels are reduced by agonists of LXR and PPARα nuclear receptors. This neg. regulation requires co-incubation with the RXR agonist, retinoic acid. Bioinformatic anal. of the ∼2 kb sequence upstream of the APOF promoter identified one potential LXR and 4 potential PPARα binding sites clustered between nucleotides -2007 and -1961. ChIP anal. confirmed agonist-dependent binding of LXRα, PPARα, and RXRα to this hormone response element complex (HREc). A luciferase reporter containing the 2 kb 5′ APOF sequence was neg. regulated by LXR and PPARα ligands as seen in cells. This regulation was maintained in constructs lacking the ∼1700 nucleotides between the HREc and the APOF proximal promoter. Mutations of the HREc that disrupted LXRα and PPARα binding led to the loss of reporter construct inhibition by agonists of these nuclear receptors. siRNA knockdown studies showed that APOF gene regulation by LXRα or PPARα agonists did not require an interaction between these two nuclear receptors. Thus, APOF is subject to neg. regulation by agonist-activated LXR or PPARα nuclear receptors binding to a regulatory element ∼1900 bases 5′ to the APOF promoter. High fat, cholesterol-enriched diets likely reduce APOF gene expression via these receptors interacting at this regulatory site.

Biochimica et Biophysica Acta, Molecular and Cell Biology of Lipids published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Synthetic Route of 637-07-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Andrianov, K. A. published the artcileHydrolysis reaction of the higher alkylmethyldichlorosilanes, Name: Dichloro(methyl)(octyl)silane, the publication is Journal of Organometallic Chemistry (1967), 8(3), 443-50, database is CAplus.

Study of the hydrolysis reaction of higher alkylmethyl-dichlorosilanes shows that this reaction results in the formation of a mixture of cyclic and linear compounds Hydrolysis in HCl products only cyclic compounds, which can be vacuum distilled Condensation of the hydrolysis products of the higher alkyl-methyldichlorosilanes results in formation of a mixture of 6-, 8-, and 10-membered dialkyl cyclosiloxanes. In the chlorination of the dialkyl α,ω-dihydroxysiloxanes in the hydrolysis products of the (higher alkyl)methyldichlorosilanes, OH groups are replaced by Cl atoms.

Journal of Organometallic Chemistry published new progress about 14799-93-0. 14799-93-0 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(methyl)(octyl)silane, and the molecular formula is C9H20Cl2Si, Name: Dichloro(methyl)(octyl)silane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lee, Koo published the artcileStructural modification of an orally active thrombin inhibitor, LB30057: replacement of the D-pocket-binding naphthyl moiety, Name: 5,6,7,8-Tetrahydronaphthalene-2-sulfonyl chloride, the publication is Bioorganic & Medicinal Chemistry (1998), 6(6), 869-876, database is CAplus and MEDLINE.

Amidrazonophenylalanine derivative LB30057 (I) was identified as a potent (K_i=0.38 nM), selective, and orally active thrombin inhibitor. As a continuation of studies into benzamidrazone-based thrombin inhibitors, we have structurally modified I by replacing the naphthyl group with a variety of hydrophobic moieties. This study led to discovery of several compounds with significantly enhanced potency in thrombin inhibition without sacrificing selectivity against trypsin and oral absorption. The highest activity was obtained with benzocycloheptyl derivative II (K_i = 0.045 nM).

Bioorganic & Medicinal Chemistry published new progress about 61551-49-3. 61551-49-3 belongs to chlorides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 5,6,7,8-Tetrahydronaphthalene-2-sulfonyl chloride, and the molecular formula is C10H11ClO2S, Name: 5,6,7,8-Tetrahydronaphthalene-2-sulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Smith, Catherine J. published the artcileFlow and batch mode focused microwave synthesis of 5-amino-4-cyanopyrazoles and their further conversion to 4-aminopyrazolopyrimidines, Safety of 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, the publication is Organic & Biomolecular Chemistry (2007), 5(17), 2758-2761, database is CAplus and MEDLINE.

A flow apparatus for microwave irradiation is constructed; the apparatus is used for the reactions of (ethoxymethylene)malononitrile with hydrazines RNHNH₂ (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) under microwave irradiation to give aminopyrazolecarbonitriles I (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 62-96% yields and in 90->95% purities (all but one in >95% purity). Microwave irradiation of hydrazines RNHNH₂ (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) with (ethoxymethylene)malononitrile using the described flow apparatus followed by flow of the mixture through a column of resin-bound benzylamine and a column of activated carbon provides I (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 62-91% yields and >95% purities; I (R = 4-HO₂CC₆H₄) could not be purified using the resin-bound benzylamine column and is isolated in 96% yield and 90% purity. This method is used to prepare >250 g of I (R = 4-HO₂CC₆H₄). I (R = Me, Ph, 4-ClC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) undergo cyclocondensation and dimerization under microwave irradiation with potassium tert-butoxide in toluene at 160° to give the pyrazolylpyrazolopyrimidines II (R = Me, Ph, 4-ClC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 28-82% yields; the products are purified by stirring with Amberlyst 15 in DMF followed by stirring of the resin with triethylamine in DMF. I (R = H) reacts with nitriles R¹CN (R¹ = Ph, 3-BrC₆H₄, 2-pyridinyl) under microwave irradiation with potassium tert-butoxide in toluene at 160° to give pyrazolopyrimidines III (R¹ = Ph, 3-BrC₆H₄, 2-pyridinyl) in 88-94% yields.

Organic & Biomolecular Chemistry published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C3H8N2S, Safety of 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Tamao, Kohei published the artcileSilafunctional compounds in organic synthesis. XXVI. Silyl groups synthetically equivalent to the hydroxy group, Recommanded Product: Dichloro(methyl)(octyl)silane, the publication is Journal of Organometallic Chemistry (1984), 269(3), C37-C39, database is CAplus.

Oxidative cleavage of Me(CH₂)₇SiMe₂R [R = H, F, Cl, NEt₂, alkyl, Me, OSiMe₂(CH₂)₇Me] and Me(CH₂)₇Si(OEt)₃ with 30% H₂O₂ and MHCO₃ (M = K, Na) gave 70-100% Me(CH₂)₇OH.

Journal of Organometallic Chemistry published new progress about 14799-93-0. 14799-93-0 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(methyl)(octyl)silane, and the molecular formula is C22H12F6O6S2, Recommanded Product: Dichloro(methyl)(octyl)silane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics