Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 54932-72-8, Recommanded Product: 4-Bromo-1-chloro-2-methylbenzene

Reference Example 5 Preparation of methyl N-(5-bromo-2-chlorobenzyl)carbamate (Compound II-b) A mixture comprising 10.0 g of 5-bromo-2-chlorotoluene, 8.7 g of N-bromosuccinimide, 0.3 g of 2,2′-azobisisobutyronitrile and 60 ml of carbon tetrachloride, was refluxed under heating for 3 hours and, after cooling to room temperature, filtered and concentrated. A mixture comprising the obtained crude product, 5.9 g of potassium cyanate, 10 ml of methanol and 50 ml of N,N-dimethylformamide, was stirred at 100 C. for 2 hours. To this reaction mixture, water was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with isopropanol to obtain 6.8 g of methyl N-(5-bromo-2-chlorobenzyl)carbamate as white crystals.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US6313071; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 2-(4-Chlorophenoxy)aniline

A solution of 2-(4-chloro-phenoxy)-phenylamine (298 mg, 1.4 mmol), N-(2-acetyl- phenyl)-acetamide, (200 mg, 1.13 mmol) and chlorotriisopropoxytitanium IV (0.53 ml, 2.26 mmol) in toluene (15 ml) was stirred at r.t. for 4 days. NaHCO3 was added and the mixture was extracted repeatedly with EtOAc, dried (MgSO4) and evaporated to dryness. The residue was re-dissolved in THF (20 ml) and cooled to 0 C, to this was added succinic acid (270 mg, 2.26 mmol) and borane (IM in THF, 2.3 ml, 2.26 mmol). The reaction was slowly warmed to r.t. and stirred for 8 h. NaHCO3 was added and the volatile solvents removed in vacuo, the mixture was then extracted with EtOAc and dried (MgSO4). The crude material was purified by flash chromatography (0-100 % DCM in hexane) to yield the product, 79 mg, 19 % yield. LCMS: tr= 1.42 min (95 % MeOH in water), m/z M-H 365.33, HPLC: U= 4.49 min (90 % ACN in water), 97 %,1H NMR (CDCl3, 270 MHz,): delta 1.17 (3H, X, J = 12 Hz, CH3CH2), 1.56 (3H, d, J = 6.7 Hz, CH3CH), 3.10 (2H, q, J= 14.1 Hz, CH2), 4.22 (IH, d, J= 6.0 Hz, NH), 4.53 (IH, q, J = 13.3 Hz, CH), 4.59 (IH, br.s, NH), 6.66-6.93 (7H, m, ArH), 7.01 (IH, td, J= 7.9, 1.5 Hz, ArH), 7.16-7.31 (4H, m, ArH).13C NMR (CDCl3, 68 MHz): 14.9, 19.9 (CH3), 38.1 (CH2), 50.9 (CH), 111.1, 113.6, 117.0, 118.0, 118.6, 119.5, 125.5, 126.5 (ArCH), 128.6, 127.8 (ArC), 128.3, 129.7 (ArCH), 13.7, 143.3, 146.7, 156.4 (ArC).HRMS: Calcd for C22H23ClN2O (M+Na)+ 389.1386, found (M+Na)+ 389.1391.

The synthetic route of 2-(4-Chlorophenoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; STERIX LIMITED; WO2009/66072; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

108649-59-8, name is 1-(2-Bromoethyl)-2,4-dichlorobenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 1-(2-Bromoethyl)-2,4-dichlorobenzene

General procedure: Pyridine or 4-picoline (1 mmol) and phenylalkyl halide derivatives (1.2 mmol) were condensed at 140 C to yield the corresponding N-phenylalkyl pyridinium halides.refPreviewPlaceHolder26 W. Wichitnithad, T.J. McManus and P.S. Callery. Rapid Commun. Mass Spectrom., 24 (2010), p. 2547. [26] and refPreviewPlaceHolder[47] The products were solidified from diethyl ether. Sodium borohydride (5 mmol) was added in portions to a stirred solution of the N-phenylalkyl pyridinium halide (1 mmol) in 30 mL of dry methanol at 0 C. The mixture was stirred for an additional 4 h, and the solvent was subsequently removed under reduced pressure. The residue in 30 mL of water was extracted with ethyl acetate (3 × 20 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to near dryness under reduced pressure. The crude tetrahydropyridine was purified by column chromatography on silica using 1% triethylamine in hexane/ethyl acetate (1:5). The obtained product was eluted through a basic alumina column with CH2Cl2 to yield the corresponding N-phenylalkyl substituted 1,2,3,6-tetrahydro-pyridine, which was converted to the hydrochloride salt by dissolving the free base in 10 mL of 120 mM ethanolic HCl and evaporating to afford pure tetrahydropyridine hydrochloride.

The synthetic route of 108649-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wichitnithad, Wisut; O’Callaghan, James P.; Miller, Diane B.; Train, Brian C.; Callery, Patrick S.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7482 – 7492;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

38762-41-3, name is 4-Bromo-2-chloroaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C6H5BrClN

[00402] Synthesis of (4′-amino-3′-chlorobipheyl-4-yl)(4, 4-difluoropiperidin-l- yl)methanone (58): A mixture of 4-bromo-2-chlorobenzenamine (57; 2 g, 9.7 mmol), (4,4- difluoropiperidin-l-yl)(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)methanone (4.1 g, 11.6 mmol), Pd(dppf)Cl2 (709 mg, 0.97 mmol), and K2C03 (2.7 g, 19.4 mmol) in 100 mL of dioxane and 10 mL of H20 was stirred at 100 C under nitrogen atmosphere for 2 h. The reaction mixture was cooled to room temperature and extracted with EtO Ac (100 mL X 3). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and filtered, and the filtrate was concentrated under reduced pressure to give crude product, which was purified by silica gel chromatography (25% EtO Ac/petroleum ether) to yield 3.1 g of (4′-amino-3′-chlorobipheyl-4-yl)(4, 4-difluoropiperidin-l-yl)methanone (58) as a yellow solid (yield 91%). LCMS: m/z 351.1 [M+H]+, tR = 1.84 min.

The synthetic route of 38762-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; (155 pag.)WO2017/31204; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 98-60-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 98-60-2, name is 4-Chlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 4-Methoxybenzenesulfinic acid sodium salt (1j) was prepared by heating 2.5 g of sodium sulfite, 2.06 g of 4-methoxybenzenesulphonyl chloride, and 1.68 g of sodium bicarbonate in 9.6 mL of water at 70-80 C for 4 h. After cooling to room temperature, water was removed under vacuum and the residue was extracted by ethanol, recrystallization as a white solid, the yield was 67% (1.34 g). Similarly, other sodium arenesulfinates were prepared from their corresponding sulphonyl chlorides.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Chlorobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tian, Heng; Cao, Aijuan; Qiao, Lijun; Yu, Ajuan; Chang, Junbiao; Wu, Yangjie; Tetrahedron; vol. 70; 47; (2014); p. 9107 – 9112;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 697-86-9, These common heterocyclic compound, 697-86-9, name is 2-Bromo-4,6-dichloroaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

g) [(2,4-dichloro-6-bromophenyl)-hydrazono]propanedinitrile, mp 134-136 C. from 2,4-dichloro-6-bromoaniline (Eur. J. Med. Chem. Clin. Therap. 12, 361 [1977])

Statistics shows that 2-Bromo-4,6-dichloroaniline is playing an increasingly important role. we look forward to future research findings about 697-86-9.

Reference:
Patent; Boehringer Mannheim GmbH; US5215924; (1993); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 61881-19-4,Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Perbenzoylated glucopyranoside (2.00 g, 2.85 mmol) was dissolved in CH2Cl2 (10 mL) followedby addition of 30% HBr/AcOH (1.33 mL). The reaction mixture was stirred for 3 h and thenpoured into ice water (100 mL). The aqueous phase was extracted with CH2Cl2 (2×50 mL). Thecombined organic phases were dried over MgSO4, filtered and concentrated. Without furtherpurification the off-white solid was dissolved in acetone (10 mL) and H2O (0.5 mL). Ag2CO3 (0.404 g, 1.46 mmol) wasadded and the reaction mixture was stirred for 2 h at 22 C. The suspension was filtered through a plug of celite andconcentrated to give the product in quantitative yield. Rf 0.36 (2:1 heptane/EtOAc).The residue was dissolved in CH2Cl2 (20 mL). The solution was cooled to 0 C followed by addition of PTFAICl (1.18 g,5.70 mmol) and Cs2CO3 (1.86 g, 5.70 mmol). The reaction was stirred at 0 C for 5 h. The reaction was filtered,concentrated and the crude was purified by flash chromatography (9:1 Tol/EtOAc) to give the product 9 as a whitepowder. Yield: 1.73 g (79% over two steps)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, its application will become more common.

Reference:
Article; Andersen, Mathias C.F.; Boos, Irene; Marcus, Susan E.; Kra?un, Stjepan K.; Rydahl, Maja Gro; Willats, William G.T.; Knox, J. Paul; Clausen, Mads H.; Carbohydrate Research; vol. 436; (2016); p. 36 – 40;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 69695-61-0, name is 2-Chloro-4-(trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-4-(trifluoromethoxy)aniline

General procedure: Under argon condition [26], p-TsCl (p-toluenesulfonyl, 1.2 mmol) in 2 mL dichloromethane was injected to the 2 mL dichloromethane mixture of compounds 1-9 (1 mmol) and 4-dimethylaminopyridine (2.4 mmol) at reflux temperature. The aromatic amine or heteroaromatic amine (1.2 mmol) was injected to the reaction mixture 2 h later. The mixture was stirred for another 2 h. After removing solvent in vacuo, the residue was quenched with EtOAc and water, neutralized with sat. NaHCO3 solvent, the EtOAc layer was dried over anhydrous Na2SO4 and concentrated. The residue was chromatographed on silica gel (EtOAc-petroleum ether) to give target compounds. The structures of compounds 1a-9s were showed in the Supporting information.

According to the analysis of related databases, 69695-61-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Ye; Lei, Chao; Xu, Xiao-Yong; Shao, Xu-Sheng; Li, Zhong; Chinese Chemical Letters; vol. 27; 3; (2016); p. 321 – 324;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 39226-96-5, These common heterocyclic compound, 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 49 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-methyl-2-oxo-4- imidazolidinecarboxamide (E49) (in a form obtainable or prepared from (4S)-2-oxo- S-^phenylmethy^oxyJcarbonylJ^-imidazolidinecarboxylic acid); A mixture of 1-methyl-2-oxo-4-imidazolidinecarboxylic acid (144 mg, 1 mmol), N- ethyl morpholine (0.767 ml, 6.00 mmol), 1-hydroxybenzotriazole hydrate (184 mg, 1.200 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (230 mg, 1.200 mmol) in dichloromethane (18 ml) was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (210 mg, 1.000 mmol) in dichloromethane (2 ml) was added and the reaction stirred at room temperature for hours. The mixture was diluted with dichloromethane and the mixture was washed with 3N citric acid solution. The organic phase was separated, washed with brine, dried and evaporated. The residue was purified by mass-directed automated HPLC to give the N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-1-methyl- 2-oxo-4-imidazolidinecarboxamide (150 mg, 55%). LC/MS [M+H]+ = 336, retention time = 2.22 minutes.

The synthetic route of 39226-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 210532-25-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 210532-25-5 name is 3,5-Difluorobenzene-1-sulfonyl chloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A mixture of (4-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d] pyrimidin-7-yl) methyl pivalate 6 (1.00 g, 0.0037 mol) andtriethylaminein (1.12 g, 0.011 mol) were dissolved in N,N-dimethylacetamide(10 ml), followed by addition of various sulfonyl chloride(0.0044 mol) and was stirred at 60 C for 4 h. The reaction mixture waspoured into ice water (50 ml). The residue was filtered and washed withwater, and dried to give compounds 7a-7p.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Difluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Article; Jiang, Feng; Zang, Linghe; Miao, Xiuqi; Jia, Fang; Wang, Jie; Zhu, Minglin; Gong, Ping; Jiang, Nan; Zhai, Xin; Bioorganic and Medicinal Chemistry; vol. 27; 18; (2019); p. 4089 – 4100;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics