Tag: 100-200

Iron-Catalyzed C(sp²)-H Bond Functionalization with Organoboron Compounds was written by Shang, Rui;Ilies, Laurean;Asako, Sobi;Nakamura, Eiichi. And the article was included in Journal of the American Chemical Society in 2014.Quality Control of 3-Cyanobenzoyl chloride This article mentions the following:

We report here that an iron-catalyzed directed C-H functionalization reaction allows the coupling of a variety of aromatic, heteroaromatic, and olefinic substrates with alkenyl and aryl boron compounds under mild oxidative conditions. We rationalize these results by the involvement of an organoiron(III) reactive intermediate that is responsible for the C-H bond-activation process. A zinc salt is crucial to promote the transfer of the organic group from the boron atom to the iron(III) atom. Thus, e.g., coupling of (E)-N-(quinolin-8-yl)tiglamide I with (Z)-alkenylboronic acid pinacol ester II (Z/E = 93:7) employing BuLi for conversion to II to the corresponding borate, catalytic Fe(acac)₃, ZnBr₂.TMEDA, a bidentate phosphine ligand and 1,2-dichloroisobutane oxidant afforded (Z,Z)-diene III (90%; Z,Z/Z,E = 82:18). In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Quality Control of 3-Cyanobenzoyl chloride).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Quality Control of 3-Cyanobenzoyl chloride

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

Two efficient methods for the preparation of 2-chloro-6-methylbenzoic acid was written by Daniewski, Andrzej R.;Liu, Wen;Puentener, Kurt;Scalone, Michelangelo. And the article was included in Organic Process Research & Development in 2002.Safety of Methyl 2-chloro-6-methylbenzoate This article mentions the following:

Two efficient methods for the preparation of 2-chloro-6-methylbenzoic acid (I) were developed: one based on nucleophilic aromatic substitution and the other based on carbonylation. In the first approach, 2-chloro-6-fluorobenzaldehyde was converted to its butylimine, then treated with 2 equiv of methylmagnesium chloride in THF to give, after hydrolysis, 2-chloro-6-methylbenzaldehyde. Subsequent oxidation of this compound gave I in 85% overall yield. In the second approach, 3-chloro-2-iodotoluene was efficiently carbonylated in methanol to give Me 2-chloro-6-methylbenzoate, which after hydrolysis afforded I in 94% yield (84% yield after recrystallization). The carbomethoxylation proceeded smoothly even at a high substrate-to-Pd ratio of 10 000. Both methods do not require isolation of intermediates and are suitable for the preparation of kilogram quantities of I. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-6-methylbenzoate (cas: 99585-14-5Safety of Methyl 2-chloro-6-methylbenzoate).

Methyl 2-chloro-6-methylbenzoate (cas: 99585-14-5) 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. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Safety of Methyl 2-chloro-6-methylbenzoate

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

An Efficient Route to Novel Uracil-Based Drug-Like Molecules was written by Babkov, Denis A.;Chizhov, Alexander O.;Khandazhinskaya, Anastasia L.;Corona, Angela;Esposito, Francesca;Tramontano, Enzo;Seley-Radtke, Katherine L.;Novikov, Mikhail S.. And the article was included in Synthesis in 2015.SDS of cas: 1711-11-1 This article mentions the following:

In order to identify new antiretroviral agents, a series of novel uracil derivatives have been synthesized (e.g., I). Optimized conditions for coupling of Weinreb amides with aromatic Grignard reagents allow the convenient preparation of key benzophenone intermediates in high yields and purities. The use of a modified silyl Hilbert-Johnson reaction affords the target compounds under mild conditions. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1SDS of cas: 1711-11-1).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.SDS of cas: 1711-11-1

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

Synthesis and pharmacological evaluation of novel 1-(2, 6- difluorobenzyl)-1h-1, 2, 3-triazole derivatives for Cns depressant and anticonvulsant profile was written by Shukla, Jagdish D.;Ali Khan, Pathan Arif Md.;Deo, Keshav. And the article was included in American Journal of PharmTech Research in 2015.Application of 697-73-4 This article mentions the following:

A series of 1-(2, 6-difluorobenzyl)-1H-1, 2, 3-triazole (5a-d and 7a-d) were synthesized and evaluated for CNS depressant and anticonvulsant activities by photoactometer, rotarod and pentylene tetrazole induced convulsion method resp. in Swiss albino mice. Diazepam was used as a standard drug. Out of the 8 compounds tested, compounds (5b, 7a and 7b) were showed the CNS depressant activity comparable to that of diazepam at a dose of 5 mg/kg. The active members of the series (5b, 7a and 7b) were selected for anticonvulsant activity study. In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4Application of 697-73-4).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) 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. 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 697-73-4

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

Efficient copper-catalyzed synthesis of 2-arylbenzimidazole derivatives by reaction of 1-fluoro-2-nitrobenzene with benzamidine hydrochlorides was written by Sayahi, Mohammad Hosein;Khoshneviszadeh, Mehdi;Soheilizad, Mehdi;Saghanezhad, Seyyed Jafar;Mahdavi, Mohammad. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2018.Reference of 18637-02-0 This article mentions the following:

A novel and efficient approach to the preparation of 2-arylbenzimidazoles is described. Heating a mixture of 1-fluoro-2-nitrobenzene and benzamidine hydrochlorides in the presence of CuBr and K₂CO₃ in DMSO afforded 2-arylbenzimidazoles in good to excellent yields. The reaction was initiated by nucleophilic aromatic substitution and further proceeded by intramol. nucleophilic copper-catalyzed cyclization reaction of benzamidine. In the experiment, the researchers used many compounds, for example, 2-Chloro-benzamidine hydrochloride (cas: 18637-02-0Reference of 18637-02-0).

2-Chloro-benzamidine hydrochloride (cas: 18637-02-0) 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.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.Reference of 18637-02-0

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

Three C-N valence vibrations in substituted dimethylanilines was written by Ritschl, Friedrich;Kuenkel, Gerhard. And the article was included in Zeitschrift fuer Physikalische Chemie (Muenchen, Germany) in 1965.Safety of 2-Chloro-N,N-dimethylaniline This article mentions the following:

The phenyl-N and the twice occurring N-methyl valence vibrations of the ir spectra were determined For the first-named kind of vibrations a linear interrelation between the Hammett substitution constants (aniline system) with a pos. slope corresponding to a decrease of the degree of bond of the phenyl-N bond was found. The other 2 frequencies, too, can be brought into a connection with the substitution constant on one hand, and with the phenyl-N valence frequency on the other hand. For the purposes of assigning of the ir spectra, the spectrum of dimethylaniline-¹⁵ N was measured. The method was applied for the determination of the constants of some substituents and the effect of an electron deficiency on the dimethylaminophenyl group in an aromatic radical mol. was determined 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 are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Safety of 2-Chloro-N,N-dimethylaniline

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

Synthesis of trans-stilbenes via phosphine-catalyzed coupling reactions of benzylic halides was written by Zhang, Sheng;Xie, Zhilong;Ye, Zhanqiang;Zhang, Mingyang;Li, Dongdeng;Yamaguchi, Masahiko;Bao, Ming. And the article was included in Organic & Biomolecular Chemistry in 2022.SDS of cas: 620-19-9 This article mentions the following:

An efficient and practical phosphine-catalyzed homo-coupling reaction of benzyl chlorides was described. The reactions proceed smoothly in the presence of CsF/B(OMe)₃ and NaH as the base, resp., to provide trans-stilbenes in good yields with a broad scope. Unsym. stilbenes was also generated from the reactions of benzyl chlorides with phosphonium salts. Several P-based key intermediates was detected by NMR and HRMS analyses, which shed light on the postulated catalytic cycle. In the presence of different bases, the transformations involve two different pathways, in which phenylcarbene and phosphonium alkoxide was considered as key intermediates, resp. The two pathways were complementary in synthesis but different in mechanisms. The synthetic utility, including gram-scale reactions and straightforward access to π-conjugated mols., was demonstrated as well. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9SDS of cas: 620-19-9).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) 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).SDS of cas: 620-19-9

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

Unexpected C=N bond formation via NaI-catalyzed oxidative de-tetra-hydrogenative cross-couplings between N,N-dimethyl aniline and sulfamides was written by Zheng, Yang;Mao, Jincheng;Chen, Jie;Rong, Guangwei;Liu, Defu;Yan, Hong;Chi, Yongjian;Xu, Xinfang. And the article was included in RSC Advances in 2015.Related Products of 698-01-1 This article mentions the following:

A direct and convenient C=N bond formation reaction was reported, which was a de-tetra-hydrogenative cross-coupling (DTCC) reaction between N,N-di-Me aniline and sulfamide under transition-metal-free conditions to give sulfonyl amidine derivatives in moderate to high yields. In the experiment, the researchers used many compounds, for example, 2-Chloro-N,N-dimethylaniline (cas: 698-01-1Related Products of 698-01-1).

2-Chloro-N,N-dimethylaniline (cas: 698-01-1) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin.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.Related Products of 698-01-1

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

3-Substituted thiophenes. VI. Substitution reactions of 3-thenoic acid was written by Campaigne, E. E.;Bourgeois, R. C.. And the article was included in Journal of the American Chemical Society in 1954.Product Details of 36157-41-2 This article mentions the following:

3-Thenoic acid (I) was brominated, chlorinated, and nitrated in the 5-position. A 2nd substituent was found to enter in the 2-position to form the 2,5-disubstituted-3-thenoic acids, but 5-nitro-3-thenoic acid (II) could not be further nitrated, even at high temperatures in mixed acid. LiAlH₄ caused the reductive dehalogenation of 5-bromo-(III) and 2,5-dichloro-3-thenoic acid (IV) to 3-thenyl alc. (V). Br (46 g.) in 225 cc. glacial AcOH added slowly with stirring to 38 g. I in 350 cc. glacial AcOH at room temperature, the mixture stirred 15 min., poured into 2 l. H₂O, and the white precipitate washed with H₂O and recrystallized from hot H₂O yielded 42 g. (69%) III, white needles, m. 117-18°. III refluxed in excess SOCl₂, the mixture poured into cold NH₄OH, and the precipitate recrystallized from H₂O gave the amide, white plates, m. 100-1°. The crude acid chloride from III warmed with PhNH₂ in C₆H₆ yielded the anilide, m. 142-3° (from aqueous EtOH). III (2 g.) in 25 cc. glacial AcOH warmed with 5.6 g. Br, the mixture poured into H₂O, decolorized with NaHSO₃, and the white precipitate recrystallized from H₂O gave 1.0 g. 2,5-dibromo-3-thenoic acid (VI), m. 175-6°, also obtained from I or 2-bromo-3-thenoic acid by the same method. I (3 g.) in 200 cc. glacial AcOH treated at room temperature with gaseous Cl to a weight increase of 1.6 g., the mixture allowed to stand a few min., poured into 1 l. ice water, stirred, refrigerated overnight, a small amount of white crystals filtered off, the filtrate extracted with Et₂O, the extract dried, evaporated, and the combined solids recrystallized from hot H₂O yielded 1.5 g. (40%) 5-chloro-3-thenoic acid (VII), m. 156-7°; amide, white needles, m. 135-6° (from H₂O); anilide, white microcrystalline powder, m. 170-1° (from 50% EtOH). Cl gas passed into 3 g. I in 100 cc. glacial AcOH at room temperature to a weight increase of 3.2 g., and the mixture allowed to stand 0.5 hr. and worked up as for VII yielded 2 g. IV, m. 147-8°, also obtained from VII or 2-chloro-3-thenoic acid in AcOH by the same method. I (5 g.) added in small portions with stirring below -5° to 20 cc. concentrated HNO₃ (d. 1.42) and 11.5 cc. 96% H₂SO₄, the mixture poured on ice, steam distilled, the distillate washed with Et₂O, cooled, and the resulting yellow needles (4.1 g.) recrystallized 3 times from C₆H₆ gave II, m. 145-6°; amide, light tan needles, m. 162-3° (from H₂O); anilide, light tan plates, m. 179-80° (from 50% EtOH). II (5-g. samples) stirred into 2 parts concentrated HNO₃ and 1 part concentrated H₂SO₄ at temperatures between -10° and 140° gave at 20-120 min. reaction times 95-50% recovered II. N’-(2-Pyridyl)-N,N-dimethylethylenediamine (16.4 g.) in 200 cc. pyridine treated with the crude acid chloride from 15 g. III, the mixture warmed 8 hrs., the pyridine distilled off in vacuo, the residue poured into ice water, extracted with Et₂O, the Et₂O solution extracted with dilute HCl, the acid extract treated with Norit, neutralized with cold dilute aqueous NaOH, the precipitated oil extracted into Et₂O, the extract dried, evaporated, the residual dark oil (13 g.) distilled, the pale oily orange distillate (8 g., 32%), b₁ 193-7°, reduced with LiAlH₄ in Et₂O, the resulting pale yellow oil (2 g.), b₁ 165-70°, dissolved in 10 cc. iso-PrOH, the solution treated with 0.7 cc. concentrated HCl, refrigerated overnight, cooled in ice-MeOH, and the crystalline deposit dried gave N’-(2-pyridyl)-N’-(3-thenyl)-N,N-dimethylethylenediamine HCl salt, m. 168-9°. III (42 g.) in Et₂O reduced with an equimol. amount of LiAlH₄ yielded 30% V, b₁₀ 88-90°. V (2 cc.) and 1 cc. 1-C₁₀H₇NCO heated 5 min. on the steam bath, and the resulting brown solid recrystallized from CCl₄ gave V 1-naphthylurethan, m. 133-4° (authentic sample, m. 132-3°). The reduction of IV under the same conditions yielded 35% V, b₁₀ 86-8°. In the experiment, the researchers used many compounds, for example, 2,5-Dichlorothiophene-3-carboxylic acid (cas: 36157-41-2Product Details of 36157-41-2).

2,5-Dichlorothiophene-3-carboxylic acid (cas: 36157-41-2) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. 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.Product Details of 36157-41-2

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

Synthesis and pharmacological evaluation of carboxamide derivatives as selective serotoninergic 5-HT₄ receptor agonists was written by Itoh, Katsuhiko;Kanzaki, Koji;Ikebe, Tsuguo;Kuroita, Takanobu;Tomozane, Hideo;Sonda, Shuji;Sato, Noriko;Haga, Keiichiro;Kawakita, Takeshi. And the article was included in European Journal of Medicinal Chemistry in 1999.Electric Literature of C8H7ClO3 This article mentions the following:

A number of new carboxamide derivatives, e.g. benzoxazinecarboxamides I (n = 0, 1, 2; m = 1, 0) and benzamides II (R = Et, Bu, hexyl, MeSO₂NHCH₂CH₂) were prepared The affinity of these compounds for the serotoninergic 5-HT₄ receptor was evaluated by use of radioligand-binding techniques. The agonistic activity was evaluated as the contractile effect of the ascending colon isolated from guinea-pigs. Among these compounds, II (R = MeSO₂NHCH₂CH₂) (III) showed a high affinity for the 5-HT₄ receptor. III displayed a higher affinity for 5-HT₄ receptors than the other receptors, including 5-HT₃ and dopamine D₂ receptors. In addition, III was confirmed to be a potent 5-HT₄ receptor agonist. An interaction model between III and 5-HT₄ receptor was proposed. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Electric Literature of C8H7ClO3).

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. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Electric Literature of C8H7ClO3

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