Tag: 100-200

Geometry and spectra of substituted anilines was written by Klevens, H. B.;Platt, J. R.. And the article was included in Journal of the American Chemical Society in 1949.Safety of 2-Chloro-N,N-dimethylaniline This article mentions the following:

The absorption curves for N,N-dimethylaniline and its derivatives, o-methyl, o,o’-dimethyl-, p-methyl, o-fluoro-, o-chloro-, o-bromodimethylaniline have been determined to 1700 A. Four characteristic regions of absorption were found near 1800, 2100, 2500, and 3000 A. The effect of steric inhibition of resonance on these absorption spectra was studied. Total oscillator strengths were shown to decrease almost linearly with the van der Waals’ radius of the group substituted in the o-position. The min. angle of twist of the -N(CH₃)₂ group with respect to the ring was estimated from the van der Waals’ radius of each crowding group. The oscillator strengths of the different bands varied with cosine-square of the angle. With certain simple assumptions, purely spectroscopic calculations were made of the angle of twist and of the variation of the N-C₆H₅ bond order and bond distance. The 3 strong aniline bands transform into the 3 alkylbenzene bands with respect to both intensity and position as the angle of twist approaches 90°. In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1Safety of 2-Chloro-N,N-dimethylaniline).

2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Safety of 2-Chloro-N,N-dimethylaniline

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

Intermolecular C-H Amidation of Alkenes with Carbon Monoxide and Azides via Tandem Palladium Catalysis was written by Gu, Zheng-Yang;Wu, Yang;Jin, Feng;Bao, Xiaoguang;Xia, Ji-Bao. And the article was included in Synthesis in 2021.Name: 5-Chloro-2-methoxybenzoic acid This article mentions the following:

An atom- and step-economic intermol. multi-component palladium-catalyzed C-H amidation of alkenes with carbon monoxide and organic azides has been developed for the synthesis of alkenyl amides. The reaction proceeds efficiently without an ortho-directing group on the alkene substrates. Nontoxic dinitrogen is generated as the sole byproduct. Computational studies and control experiments have revealed that the reaction takes place via an unexpected mechanism by tandem palladium catalysis. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Name: 5-Chloro-2-methoxybenzoic acid).

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Name: 5-Chloro-2-methoxybenzoic acid

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

Synthesis of 1,2,3,4-tetrafluorobenzene by potassium fluoride fluorination was written by Finger, G. C.;Shiley, R. H.;Dickerson, D. R.. And the article was included in Journal of Fluorine Chemistry in 1974.HPLC of Formula: 2613-34-5 This article mentions the following:

1,2,3,4-C6H2F4 (I) was prepared in ∼26% yield by reaction of 2,3,6-F3C6H2Cl with KF-CsF in Me2SO2 at ∼265° for 1.5-2 hr. With KF alone the yield of I was 16.4%. The yield of I by similar reaction with 2,3,4-F3C6H2Cl did not exceed 2.5% even when CsF was used alone. The fluorination of 2,3,1,4-Cl2F2C6H2 via this halogen exchange reaction gave 22.6% I, but under similar conditions 3,4,1,2- and 2,4,1,3-Cl2F2C6H2 gave I in 1.8 and 1.3% yield, resp. In the experiment, the researchers used many compounds, for example, 3-Chloro-2,4-difluoroaniline (cas: 2613-34-5HPLC of Formula: 2613-34-5).

3-Chloro-2,4-difluoroaniline (cas: 2613-34-5) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).HPLC of Formula: 2613-34-5

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

Synthesis and biological evaluation of new pyrazol-4-ylpyrimidine derivatives as potential ROS1 kinase inhibitors was written by Abdelazem, Ahmed Z.;Al-Sanea, Mohammad M.;Park, Byung Sun;Park, Hye Mi;Yoo, Kyung Ho;Sim, Taebo;Park, Jong Bae;Lee, Seung-Hoon;Lee, So Ha. And the article was included in European Journal of Medicinal Chemistry in 2015.SDS of cas: 85953-29-3 This article mentions the following:

With the aim of discovering potent and selective kinase inhibitors targeting ROS1 kinase, we designed, synthesized and screened a series of new pyrazol-4-ylpyrimidine derivatives based on our previously discovered lead compound KIST301072. Compounds I (R’ = H, Me) showed good to excellent activities against ROS1 kinase, and seven out of tested compounds were more potent than KIST301072. Compound I (R = CH₂CH₂CH₂CH₂OH, R’ = H) was the most potent with IC₅₀ of 24 nM. Moreover, compound I (R = CH₂CH₂CH₂CH₂OH, R’ = H) showed ROS1 inhibitory selectivity of about 170-fold, relative to that of ALK sharing about 49% amino acid sequence homol. with ROS1 kinase in the kinase domain. In silico modeling of 7c at ROS1 active site revealed some essential features for ROS1 inhibitory activity. Based on this study and the previous studies, we could build a hypothetical model predicting the required essential features for ROS1 inhibitory activity. The model validity was tested through a second set of compounds In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-4-fluorobenzoate (cas: 85953-29-3SDS of cas: 85953-29-3).

Methyl 2-chloro-4-fluorobenzoate (cas: 85953-29-3) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.SDS of cas: 85953-29-3

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

Design, synthesis and antitumor study of novel 1,4-bispiperazinecarbodithioic acid [1 -substituted-(1,2,3-triazole)-4]-methyl esters was written by Wang, Mengmeng;Duan, Yingchao;Ye, Xianwei;Ren, Jingli;Yu, Bin;Zhang, En;Liu, Hongmin. And the article was included in Youji Huaxue in 2013.Computed Properties of C7H5ClF2 This article mentions the following:

In order to find novel lead compounds with promising antitumor activity, a series of novel 1,4-bispiperazinecarbodithioic acid [1 -substituted-(1,2,3-triazole)-4]-Me esters were designed and synthesized. Piperazine reacting with CS₂ and propargyl bromide in the presence of Na₃PO₄ · 12H₂O in one pot gave compound 1, which was further reacted with appropriately substituted azide derivatives by click reaction to afford desired target compounds The structures were characterized by ¹H NMR, ¹³C NMR and HRMS. The compounds were evaluated for antitumor activity against four selected human tumor cell lines of EC-9706, MGC-803, SMMC-7721 and MCF-7. Several compounds exhibited moderate to potent activity. Particularly, compound I was more potent than 5-fluorouracil against MGC-803 and SMMC-7721 with IC50 values of 11.15 and 14.75 μmol/L. In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4Computed Properties of C7H5ClF2).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. 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.Computed Properties of C7H5ClF2

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

Metal- and Oxidant-Free Green Three-Component Desulfurization and Deamination Condensation Approach to Fully Substituted 1H-1,2,4-Triazol-3-amines and Their Photophysical Properties was written by Guo, Wei;Liu, Gongping;Deng, Ling;Mei, Weijie;Zou, Xiaoying;Zhong, Yumei;Zhuo, Xiaoya;Fan, Xiaolin;Zheng, Lvyin. And the article was included in Journal of Organic Chemistry in 2021.SDS of cas: 18637-02-0 This article mentions the following:

A metal-/oxidant-free three-component desulfurization and deamination condensation of amidines, isothiocyanates and hydrazines for the synthesis of structurally diverse full substituted 1H-1,2,4-triazol-3-amines I [R = Me, c-hexyl, Ph, etc.; R¹ = Me, Ph, 3-pyridyl, etc.; R² = c-hexyl, Ph, 2-pyridyl, etc.] was described. The reaction proceeded without the requirement of any external catalysts, metals, ligands and oxidants. This [2 + 1 + 2] cyclization strategy involved C-N/C-S bond cleavage and new C-N bonds formation in one pot. This transformation provided a series of full substituted 1H-1,2,4-triazol-3-amines with advantages of broad substrates scope, mild reaction conditions, environmental friendliness and easily gram-scale applications. The fluorescence and aggregation-induced emission (AIE) properties of selected products were further tested. In the experiment, the researchers used many compounds, for example, 2-Chloro-benzamidine hydrochloride (cas: 18637-02-0SDS of cas: 18637-02-0).

2-Chloro-benzamidine hydrochloride (cas: 18637-02-0) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.SDS of cas: 18637-02-0

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

17β-HSD2 inhibitors for the treatment of osteoporosis: Identification of a promising scaffold was written by Wetzel, Marie;Marchais-Oberwinkler, Sandrine;Hartmann, Rolf W.. And the article was included in Bioorganic & Medicinal Chemistry in 2011.COA of Formula: C9H9ClO2 This article mentions the following:

17β-Hydroxysteroid dehydrogenase type 2 (17β-HSD2) catalyzes the conversion of active 17β-hydroxysteroids into the less active 17-ketosteroids thereby controlling the availability of biol. active estrogens (E2) and androgens (T) in the tissues. The skeletal disease osteoporosis occurs mainly in post-menopausal women and in elderly men when the levels of estrogens and androgens, resp., decrease. Since 17β-HSD2 is present in osteoblasts, inhibition of this enzyme may provide a new and promising approach to prevent the onset of osteoporosis, keeping a certain level in estrogens and androgens in bone cells of ageing people. Hydroxynaphthyl, hydroxyphenyl and hydroxymethylphenyl-substituted moieties were synthesized as mimetics of the steroidal substrate. Compound 8 has been identified as promising scaffold for 17β-HSD2 inhibitors displaying high activity and good selectivity toward 17β-HSD1, ERα and ERβ. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0COA of Formula: C9H9ClO2).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).COA of Formula: C9H9ClO2

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

3-[(5-Chloro-2-hydroxyphenyl)methyl]-5-[4-(trifluoromethyl)phenyl ]-1,3,4-oxadiazol-2(3H)-one, BMS-191011: Opener of Large-Conductance Ca²⁺-Activated Potassium (Maxi-K) Channels, Identification, Solubility, and SAR was written by Romine, Jeffrey L.;Martin, Scott W.;Meanwell, Nicholas A.;Gribkoff, Valentin K.;Boissard, Christopher G.;Dworetzky, Steven I.;Natale, Joanne;Moon, Sandra;Ortiz, Astrid;Yeleswaram, Swamy;Pajor, Lorraine;Gao, Qi;Starrett, John E. Jr.. And the article was included in Journal of Medicinal Chemistry in 2007.Application of 3438-16-2 This article mentions the following:

BMS-191011 (I), an opener of the cloned large-conductance, Ca²⁺-activated potassium (maxi-K) channel, demonstrated efficacy in in vivo stroke models, which led to its nomination as a candidate for clin. evaluation. Its maxi-K channel opening properties were consistent with its structural topol., being derived by combining elements from other known maxi-K openers. However, I suffered from poor aqueous solubility, which complicated elucidation of SAR during in vitro evaluation. The activity of I in in vivo stroke models and studies directed toward improving its solubility are reported herein. Enhanced solubility was achieved by appending heterocycles to the I scaffold, and a notable observation was made that inclusion of a simple amino group (anilines II and III) yielded excellent in vitro maxi-K ion channel opening activity and enhanced brain-to-plasma partitioning compared to the appended heterocycles. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Application of 3438-16-2).

5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Application of 3438-16-2

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

Visible Light-Promoted Sulfoxonium Ylides Synthesis from Aryl Diazoacetates and Sulfoxides was written by Lu, Juan;Li, Lei;He, Xiang-Kui;Xu, Guo-Yong;Xuan, Jun. And the article was included in Chinese Journal of Chemistry in 2021.Name: Methyl 2-chloro-2-phenylacetate This article mentions the following:

A visible light-promoted reaction of donor/acceptor diazoalkanes ArC(=N₂)C(O)₂R (R = CH₃, CH(CH₃)₂, cyclobutyl, etc.) with sulfoxides R¹S(O)R² (R¹ = Me, Ph; R² = Me, Ph) towards the synthesis of synthetically useful sulfoxonium ylides ArC(=S(O)R¹R²)C(O)₂R was reported. The reaction occurred under sole visible light irradiation without the need of any transition-metals or additives, affording the corresponding sulfoxonium ylides in moderate to good yields. The success of late-stage modification of natural isolates or drug candidates, scale-up reaction and transformation of sulfoxonium ylides to other useful mols. further rendered the approach valuable. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6Name: Methyl 2-chloro-2-phenylacetate).

Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Name: Methyl 2-chloro-2-phenylacetate

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

Methylation of aromatic amines by the Wallach method was written by Borkowski, Walter L.;Wagner, E. C.. And the article was included in Journal of Organic Chemistry in 1952.Quality Control of 2-Chloro-N,N-dimethylaniline This article mentions the following:

The methylation of PhNH₂, o- (I) and p-MeC₆H₄NH₂ (II), 5,2-BrMeC₆H₃NH₂ (III), o-ClC₆H₄NH₂ (IV), and 2,6- (V) and 2,4-xylidine (VI) with (HCHO)_n and HCO₂H, HCl, HBr, or AcOH, or without acid shows that, without acid, only negligible condensation takes place. Heating PhNMe₂, (HCHO)_n, and 98% HCO₂H (1:1:1) 1 h. gives 92% (p-Me₂NC₆H₄)₂CH₂, m. 85-6°; p-MeC₆H₄NMe₂, (HCHO)_n, and HCO₂H (1:1:1), heated 3.5 h., give 98% [5,2-Me(Me₂N)C₆H₃]₂CH₂. Heating V, (HCHO)_n, and HCO₂H (1:3:3) 0.5 h. gives 33% 2,6-Me₂C₆H₃NMe₂, b. 194-9°, and 63% diphenylmethane base, b_0.8 170.5°, m. 49.5-50.5°, resolidifying and m. again 60-60.5°; 2,6-Br₂C₆H₃NH₂ (VII), (HCHO)₃, and HCO₂H (1:3:8), heated 3 h., give 83% [3,5,4-Br₂(H₂N)C₆H₂]₂CH₂, m. 159-60°; m-O₂NC₆H₄NH₂ (VIII), (HCHO)_n, and HCO₂H (1:2.6:4), heated 10.5hrs., give [4,2-Me₂N(O₂N)C₆H₃]₂CH₂, m. 191-2°. II, (HCHO)_n, and HCO₂H (1:3:3), heated 0.5 h., give a trace of p-MeC₆H₄NMe₂ and 10% 3-p-tolyl-6-methyl-3,4-dihydroquinazoline, m. 156.5-7°. VI (0.2 mol.) added to (HCHO)_n and HCO₂H (1:3:3)reacts vigorously; when the mixture is heated 0.5 h. 33% 2,4-Me₂C₆H₃NMe₂ and an unidentified compound, b_0.8 186-7°, m. 165-6°, are formed. Similarly, 2,4-Cl₂C₆H₃NH₂ (IX), (HCHO)_n, and HCO₂H (1:3:3) give 84% 2,4-Cl₂C₆H₃NMe₂, m. 169.5-70.5°, which is changed when refluxed with Ac₂O alone or with C₅H₅N. The rate of methylation is measured by determining the CO₂ formed. After an extensive study of the effect of the amount of HCHO, of H₂O, of variation in the amounts of HCO₂H, of strong acids, of the order of mixing the reagents, and of agitation, the results of which are given in 5 tables, a modified procedure for the Wallach methylation of aromatic amines is given: 1 mol. amine is added gradually to a gently warmed and stirred mixture of 2.5 mols. (HCHO)_n and 3 mols. HCO₂H, the mixture heated 5 min. on a steam bath, poured into ice-cold NaOH (1.3 equivalents to 1 of the HCO₂H) and Na₂SO₃ (1.2 equivalents to 1 of the HCHO), the solution steam-distilled, and the distillate extracted with ether. In this way the following amines give the corresponding N,N-di-Me derivatives (% yield): 1 40, II 50, IV 23, p-isomer 65, VI 65, V 97, p-O₂NC₆H₄NH₂ 50, p-MeOC₆H₄NH₂ 50, mesidine 98, IX 92, VII 92, 2,4-MeBrC₆H₃NH₂ 98, 2,4,6-Br₃C₆H₂NH₂ 98, o-MeC₆H₄NHMe 55, p-isomer 95, 2,4-Me₂C₆H₃NHMe 98, 2,6-isomer 98. PhNH₂, m-MeC₆H₄NH₂, 1- and 2-C₁₀H₇NH₂, p-H₂N’C₆H₄SO₃H, VIII, PhNHMe, and m-MeC₆H₄NHMe are not methylated by this procedure. The primary and secondary amines successfully methylated all have 1 or more of the o- and p-H atoms replaced. With all reactive positions unsubstituted, the nuclear condensations predominate; with 1 or 2 reactive positions blocked, methylation reaches 90%; with all reactive positions blocked, methylation is almost 100%. In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1Quality Control of 2-Chloro-N,N-dimethylaniline).

2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Quality Control of 2-Chloro-N,N-dimethylaniline

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