Tag: 200-300

The author of 《A Visible-Light-Mediated Radical Smiles Rearrangement and its Application to the Synthesis of a Difluoro-Substituted Spirocyclic ORL-1 Antagonist》 were Douglas, James J.; Albright, Haley; Sevrin, Martin J.; Cole, Kevin P.; Stephenson, Corey R. J.. And the article was published in Angewandte Chemie, International Edition in 2015. Safety of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate The author mentioned the following in the article:

In the presence of Ru(bpy)3Cl2 (bpy = 2,2′-bipyridine), 2-bromo-2,2-difluoroethyl arylsulfonates (and a styrenesulfonate) such as bromodifluoroethoxysulfonylthiophenecarboxylate I underwent chemoselective photochem. Smiles rearrangements mediated by Bu3 and HCO2H in DMSO to yield β-aryl-β,β-difluoroethanols such as II in 24-94% yields; a pyridinesulfonate and a chloropyrazolesulfonate were ineffective substrates in the photochem. Smiles rearrangement. Using the method, I was converted to the ORL-1 receptor antagonist III•HCl in five steps; the photochem. step could be conducted on 15 g scale using 0.01 mol% of the ruthenium catalyst, and the overall route compares favorably to the current synthetic sequence for III. The bromodifluoroethyl esters were prepared in two steps from Et bromodifluoroacetate via reduction to 2-bromo-2,2-difluoroethanol which was prepared on 40 g scale. 2-Bromo-2,2-difluoroethanol is volatile and a lachrymator and should be handled in a hood, and the photochem. Smiles rearrangements generate toxic SO2 gas as a byproduct. In the experiment, the researchers used Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate(cas: 306936-53-8Safety of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate)

Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate(cas: 306936-53-8) belongs to pyrroles. Pyrroles are components of more complex macrocycles, including the porphyrinogens and products derived therefrom, including porphyrins of heme, the chlorins, bacteriochlorins, and chlorophylls. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme.Safety of Methyl 5-(chlorosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Computed Properties of C11H13ClO2On March 7, 2022, Calogero, Francesco; Potenti, Simone; Bassan, Elena; Fermi, Andrea; Gualandi, Andrea; Monaldi, Jacopo; Dereli, Busra; Maity, Bholanath; Cavallo, Luigi; Ceroni, Paola; Giorgio Cozzi, Pier published an article in Angewandte Chemie, International Edition. The article was 《Nickel-Mediated Enantioselective Photoredox Allylation of Aldehydes with Visible Light》. The article mentions the following:

Here a practical, highly enantioselective photoredox allylation of aldehydes mediated by chiral nickel complexes with com. available allyl acetate as the allylating agent was reported. The methodol. allowed the clean stereoselective allylation of aldehydes in good to excellent yields and up to 93% e.e. using a catalytic amount of NiCl2(glyme) in the presence of the chiral aminoindanol-derived bis(oxazoline) as the chiral ligand. The photoredox system was constituted by the organic dye 3DPAFIPN and a Hantzsch’s ester as the sacrificial reductant. The reaction proceeded under visible-light irradiation Compared to other published procedures, no metal reductants (such as Zn or Mn), additives (e.g. CuI) or air-sensitive Ni(COD)2 were necessary for this reaction. Accurate DFT calculations and photophys. experiments had clarified the mechanistic picture of this stereoselective allylation reaction. After reading the article, we found that the author used Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Computed Properties of C11H13ClO2)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Computed Properties of C11H13ClO2 The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《The unexpected kinetic effect of enzyme mixture: The case of enzymatic esterification》 was written by Zysk, Malgorzata; Zadlo, Anna; Brodzka, Anna; Wisniewska, Catalina; Ostaszewski, Ryszard. Quality Control of Ethyl 3-(4-chlorophenyl)propanoate And the article was included in Journal of Molecular Catalysis B: Enzymatic on April 30 ,2014. The article conveys some information:

During the studies towards synthesis of carboxylic acids esters, using Et carbonate and carboxylic acid as substrates, we found that different single enzyme systems provide model Et 3-phenylpropanoate in very low yield. Systematic studies proved that combination of two or more enzymes enhances yield of reaction. Application of selected enzyme mixture for enzymic esterification of various carboxylic acids provided resp. esters in excellent yields. Unexpectedly, the same reaction performed with mixture of five enzymes proceeds in almost quant. yield. For racemic substrates reaction catalyzed by enzyme mixture was enantioselective. To the best of our knowledge it is the very first evidence of cooperation between multiple enzymes in organic solvents. In addition to this study using Ethyl 3-(4-chlorophenyl)propanoate, there are many other studies that have used Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Quality Control of Ethyl 3-(4-chlorophenyl)propanoate) was used in this study.

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. Quality Control of Ethyl 3-(4-chlorophenyl)propanoate Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Multicomponent click reaction catalyzed by organic surfactant-free copper sulfide (sf-CuS) nano/micro flowers》 was written by Velpuri, Venkateswara Rao; Muralidharan, Krishnamurthi. Related Products of 622-95-7This research focused ontriazole preparation green chem; benzyl bromide epoxide azide phenylacetylene multicomponent click reaction; surfactant free copper sulfide nano micro flower catalyst. The article conveys some information:

The copper sulfide (sf-CuS) nano/micro particles without having organic surfactant mols. as the capping agent is synthesized. These particles with a flower-like architecture (micro flowers, mf) were obtained readily under the supersaturated condition at room temperature In these particles, the surface was freely available for adsorption and desorption reactions. When utilized as a catalyst in multicomponent cycloaddition reactions, the sf-CuS mf exhibited excellent catalytic activity compared with some other nanoparticles with surfactants. This sf-CuS mf catalyzed the one-pot synthesis of 1,2,3-triazole and β-hydroxy-1,2,3-triazole effectively from a variety of benzyl bromide derivatives and epoxides resp. Both these reactions proceeded in the presence of azide and phenylacetylene in the water at room temperature The catalyst was reusable, and there was no catalyst leaching observed during reactions. Synthesis of β-hydroxy triazoles and 1,2,3-triazoles under exceptionally mild conditions with high yields proved the sf-CuS mf as the robust and recyclable catalyst. In the experimental materials used by the author, we found 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Related Products of 622-95-7)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Related Products of 622-95-7 It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Design, synthesis, and evaluation of novel N′-substituted-1-(4-chlorobenzyl)-1H-indol-3-carbohydrazides as antitumor agents》 was published in Journal of Enzyme Inhibition and Medicinal Chemistry in 2020. These research results belong to Huan, Le Cong; Anh, Duong Tien; Hai, Pham-The; Anh, Lai Duc; Park, Eun Jae; Ji, A. Young; Kang, Jong Soon; Dung, Do Thi Mai; Oanh, Dao Thi Kim; Tung, Truong Thanh; Hai, Dinh Thi Thanh; Han, Sang-Bae; Nam, Nguyen-Hai. Computed Properties of C7H6BrCl The article mentions the following:

In continuity of our search for novel anticancer agents acting as procaspase activators, we have designed and synthesized two series of (E)-N′-benzylidene-carbohydrazides (4a-m) and (Z)-N′-(2-oxoindolin-3-ylidene)carbohydrazides (5a-g) incorporating 1-(4-chlorobenzyl)-1H-indole core. Bioevaluation showed that the compounds, especially compounds in series 4a-m,, exhibited potent cytotoxicity against three human cancer cell lines (SW620, colon cancer; PC-3, prostate cancer; NCI-H23, lung cancer). Within series , compounds with 2-OH substituent (4g-i) exhibited very strong cytotoxicity in three human cancer cell lines assayed with IC50 values in the range of 0.56-0.83 μM. In particular, two compounds 4d and 4f bearing 4-CL and 4-NO2 substituents, resp., were the most potent in term of cytotoxicity with IC50 values of 0.011-0.001 μM. In caspase activation assay, compounds 4b and 4f were found to activate caspase activity by 314.3 and 270.7% relative to PAC-1. This investigation has demonstrated the potential of these simple acetohydrazides, especially compounds 4b, 4d, and 4f as anticancer agents. In the experimental materials used by the author, we found 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Computed Properties of C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) is a useful reagent for the preparation of panicinotam derivatives for use as anti-inflammatory agents or immunomodulators.Computed Properties of C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Thines, Eckhard; Daussmann, Thomas; Semar, Martin; Sterner, Olov; Anke, Heidrun published their research in Zeitschrift fuer Naturforschung, C: Biosciences on December 31 ,1995. The article was titled 《Fungal melanin biosynthesis inhibitors: introduction of a test system based on the production of dihydroxynaphthalene (DHN) melanin in agar cultures》.Reference of 3,5-Dichloro-4-methoxybenzoic acid The article contains the following contents:

In a screening for inhibitors of fungal melanin biosynthesis a novel test system was successfully employed. With this test system, based on the production of dihydroxynaphthalene melanin (DHN melanin) by a Lachnellula species in agar cultures, extracts of cultures of basidiomycetes, ascomycetes and deuteromycetes were tested. From fermentation of Collybia dryophila, 6-methylpurine and 6-methyl-9-β-D-ribofuranosyl purine were isolated as the active principles and 3,5-dichloro-4-methoxybenzoic acid (I) was obtained from cultures of Stropharia squamosa. The corresponding alc. (II) and aldehyde (III) previously isolated from several basidiomycetes were also active in this test system. In a screening of fungal metabolites, 1-methoxy-8-hydroxynaphthalene and 1,8-dimethoxynaphthalene inhibited biosynthesis of DHN melanin. Among the inhibitors identified, compounds I-III were the most selective ones. They were the only metabolites without cytotoxic activities. In the experiment, the researchers used many compounds, for example, 3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7Reference of 3,5-Dichloro-4-methoxybenzoic acid)

3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Reference of 3,5-Dichloro-4-methoxybenzoic acid

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 622-95-7In 2019 ,《Thiourea dioxide as a source of sulfonyl groups: photoredox generation of sulfones and sulfonamides from heteroaryl/aryl halides》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Ye, Shengqing; Li, Yuewen; Wu, Jie; Li, Zhiming. The article contains the following contents:

Thiourea dioxide as the source of sulfonyl groups for the efficient synthesis of heteroaryl sulfones and sulfonamides from heteroaryl halides under visible light irradiation is reported. This transformation proceeds smoothly via heteroaryl sulfinate intermediates, which can be trapped in situ by various electrophiles. A broad reaction scope is demonstrated, especially for the electron-deficient heteroaryl halides. Mechanistic studies show that the radical coupling of the heteroaryl radical and sulfur dioxide radical anion may be the key step during the reaction process, as supported by EPR spectroscopy and DFT calculations In addition to this study using 1-(Bromomethyl)-4-chlorobenzene, there are many other studies that have used 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Application of 622-95-7) was used in this study.

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Application of 622-95-7 It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Palladium-catalyzed cross-coupling reaction of sulfoxonium ylides and benzyl bromides by carbene migratory insertion》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Yan, Kaichuan; He, Maoyao; Li, Jianglian; He, Hua; Lai, Ruizhi; Luo, Yi; Guo, Li; Wu, Yong. Reference of 1-(Bromomethyl)-4-chlorobenzene The article mentions the following:

A palladium-catalyzed cross-coupling reaction of sulfoxonium ylides 3-R-4-R1-C6H3C(C(O)OR2)=S(O)(CH3)2 [R = H, OMe; R1 = H, Cl, Me; R2 = Et, i-Bu] and benzyl bromides R3CH(R4)Br (R3 = ethenyl, Ph, naphthalen-2-yl, etc.; R4 = H, Ph) has been developed, which has potential safety advantages over previous carbene coupling reactions using either diazo compounds or their in situ precursors. This reaction affords polysubstituted olefins (Z/E)-3-R-4-R1-C6H3C(C(O)OR2)=C(R3)R4, and features good substrate tolerance and is suitable for late-stage modification of biol. active mols. Pd-carbene migratory insertion is supposed to be involved in this coupling reaction.1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Reference of 1-(Bromomethyl)-4-chlorobenzene) was used in this study.

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) is a useful reagent for the preparation of panicinotam derivatives for use as anti-inflammatory agents or immunomodulators.Reference of 1-(Bromomethyl)-4-chlorobenzene It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Chen, Xin-Lei; Zhou, Sheng-Hua; Lin, Jin-Hong; Deng, Qing-Hai; Xiao, Ji-Chang. Application In Synthesis of 1-(Bromomethyl)-4-chlorobenzene. The article was titled 《Difluorocarbene-derived trifluoromethylselenolation of benzyl halides》. The information in the text is summarized as follows:

Cu-Promoted difluorocarbene-derived trifluoromethylselenolation of benzyl halides RX [R = C6H5(CH2)2, naphthalen-2-ylmethyl, (3,4-dichlorophenyl)methyl, etc.; X = Cl, Br] with the Ph3P+CF2CO2-/Se/F- system is described. Three new carbon-heteroatom bonds, a Se-CF2 bond, SeCF2-F bond, and C-SeCF3 bond, were sequentially formed in the reaction. This work represents the first trifluoromethylselenolation protocol involving an external fluoride for the generation of the key intermediate, CF3Se- anion. The experimental process involved the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Application In Synthesis of 1-(Bromomethyl)-4-chlorobenzene)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) is a useful reagent for the preparation of panicinotam derivatives for use as anti-inflammatory agents or immunomodulators.Application In Synthesis of 1-(Bromomethyl)-4-chlorobenzene It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The author of 《Infrared spectra of 1,2,3,5-tetrasubstituted benzene derivatives. II》 were Varsanyi, Gyorgy; Sohar, Pal. And the article was published in Acta Chimica Academiae Scientiarum Hungaricae in 1973. HPLC of Formula: 37908-97-7 The author mentioned the following in the article:

A detailed interpretation is given of the ir spectra of 35 1,2,3,5-tetrasubstituted benzenes containing light atoms (at. weight <20) in positions 2 and 5 and heavy atoms (at. weight >20) in positions 1 and 3. Correlations were established between the intensity and frequency of the spectral bands, and the influence of substituents on the electron distribution. The coupling of certain vibrations having identical symmetry was demonstrated and the association structure of the individual compounds was established. The results came from multiple reactions, including the reaction of 3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7HPLC of Formula: 37908-97-7)

3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.HPLC of Formula: 37908-97-7

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics