Tag: M.W=100-200

Reference of 623-12-1,Some common heterocyclic compound, 623-12-1, name is 1-Chloro-4-methoxybenzene, molecular formula is C7H7ClO, 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.

The appropriate quantity of stock solution C was added to a 4 mL vial containing the aryl chloride (1.00 mmol) and potasium terf-butoxide (123 mg, 1.10 mmol) in 1.5 mL of toluene. The aromatic thiol (1.00 mmol) was then added, and the vial sealed with a cap containing a PTFE septum. The mixture was heated at 110 0C until the chloroarene was consumed, as determined by GC. Silica gel (0.5 g) was then added, and solvents were evaporated under reduced pressure. The crude residue was purified by column chromatography on silica gel using hexane or a mixture of hexane and ethyl acetate as eluent. Aryl sulfides were isolated in the yields reported in Table 4.4-Methoxyphenyl phenyl sulfide (Table 4, entry 1).[49] 100 muL of stock solution C were used. A 50:1 mixture of hexane/ethyl acetate was used as chromatography eluent. 98% yield. Colorless liquid. 1H NMR (CDCl3): delta = 7.23 (d, J= 8.8 Hz5 2H), 7.06-7.02 (m, 2H), 7.00-6.93 (m, 3H), 6.71 (d, J= 8.8 Hz5 2H)5 3.62 (s, 3H). 13C NMR (CDCl3): delta = 159.7, 138.5, 135.3 (2C), 128.8 (2C), 128.1 (2C), 125.7, 124.2, 114.9 (2C)5 55.3.

The synthetic route of 623-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; WO2007/64869; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1005-56-7, name is O-Phenyl carbonochloridothioate, A new synthetic method of this compound is introduced below., Safety of O-Phenyl carbonochloridothioate

General procedure: Phenyl chlorothionoformate (345 mg, 2.0 mmol), amine 2 (4.0 mmol) and water (15 mL) were added successively to a 50 mL round-bottom flask. The reaction mixture was stirred at room temperature for 1 h (monitored by TLC). After the reaction was complete, the solid was filtered off, washed with 10% HCl (2 ¡Á 20 mL) and deionised water(2 ¡Á 20 mL), and dried under vacuum to give the pure thiocarbamates 3. All products are known compounds and were identified by comparison of their physical and spectral data with those reported inthe literature.28

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Li, Zhengyi; Chen, Yuan; Yin, Yue; Wang, Zhiming; Sun, Xiaoqiang; Journal of Chemical Research; vol. 40; 11; (2016); p. 670 – 673;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2845-89-8, A common heterocyclic compound, 2845-89-8, name is 1-Chloro-3-methoxybenzene, molecular formula is C7H7ClO, 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.

General procedure: 1.0 mol%), KOtBu (224.4 mg, 2.0 mmol), toluene (1.0 mL), ketones3 (2.0 mmol or 0.7 mmol), and aryl chlorides 2 (1.0 mmol) weresuccessively added into a Schlenk reaction tube. The mixture wasstirred at the specified temperature for the listed time shown inTables 1-3. The reaction mixture was cooled to room temperature,then the solvent was evaporated under reduced pressure and theresidue was purified by flash column chromatography to give thepure products.

The synthetic route of 2845-89-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xiao, Zheng-Kang; Yin, Hui-Ying; Lu, Jian-Mei; Inorganica Chimica Acta; vol. 423; PART A; (2014); p. 106 – 108;,
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. 932-32-1, name is 2-Chloro-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-N-methylaniline

General procedure: A suspension of N-arylglycine ester 1 (0.5 mmol), N-substituted anilines 2 (0.6 mmol) and Methylene blue (0.025 mmol) in CH3CN was stirred for 24 h at 50 C under an air atmosphere irradiated by blue lights. After cooling, water (10 mL) was added and the mixture was extracted with CH2Cl2 (3 x 10 mL). The combined organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residues were purified by flash column chromatography (n-hexane-EtOAc) to afford the desired product 3.

According to the analysis of related databases, 932-32-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sun, Bin; Deng, Jiacheng; Li, Deyu; Jin, Can; Su, Weike; Tetrahedron Letters; vol. 59; 49; (2018); p. 4364 – 4369;,
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. 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4090-55-5

The flask accommodating the post-reaction solution containing intermediate 4 was filled with 121.4 g (1.2 mol) of triethylamine and 1.85 g (0.015 mol) of 4-(dimethylamino) pyridine. While the mixed solution was stirred, a mixed solution of 164.2 g (0.89 mol) of material 1 and 450 g of toluene was added thereto at 20C over 2 hours. After that, the substances were reacted at the same temperature (20C) for 8 hours. The obtained post-reaction solution was neutralized at room temperature using an aqueous solution of hydrochloric acid in an amount corresponding to the excess amount of triethylamine. The resultant solution was kept still so as to be separated into different layers. Then, the organic layer was neutralized using an aqueous solution of sodium hydrogen carbonate. The organic layer was then washed with water twice. The obtained organic layer was dried by anhydrous magnesium sulfate. The solvent and water were removed by distillation, thereby obtaining 311.2 g of phosphorus compound (3). Phosphorus compound (3) had a purity measured by GPC (gel permeation chromatography) of 95.1% by area. The yield was 94.0%.

According to the analysis of related databases, 4090-55-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAIHACHI CHEMICAL INDUSTRY CO., LTD.; EP1632497; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 39191-07-6, name is 1-(3-Chlorophenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., name: 1-(3-Chlorophenyl)-N-methylmethanamine

To a stirred solution of [1 -(3 -fluorobenzylsulfonyl)-2-methylindolizin-3-yl] acetic acid (Intermediate 26, 70 mg, 0.194 mmol) in DMF (2 mL) were added EDCI (46 mg, 0.23 mmol), HOBt (32 mg, 0.23 mmol) and DIPEA (0.82 mL, 0.46 mmol). The resulting solution was stirred for 5 min prior to the addition of N-methylbenzyl amine (36 mg, 0.23 mmol) and stirred overnight. The reaction was quenched with water (50 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were washed with water (10 mL), saturated brine (10 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by FCC eluting with 40 % EtOAc / hexane to afford the title compound (45 mg, 47 %). HPLC-MS, MH+ requires m/z=499; Found m/z=499, Rt 3.92 min (100%). 1H NMR (300 MHz, CDC13), mixture of rotamers, delta 8.13-8.03 (2d, IH), 7.82- 7.73 (2d, IH), 7.28 – 6.89 (m, 7H), 6.80 -6.75 (m, 3H), 4.57 – 4.55 (2s, 2H), 4.28-4.20 (2s, 2H), 3.93 – 3.87 (2s, 2H), 3.00- 2.97 (2s, 3H) and 2.09-1.98 (2s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; EVOTEC AG; BENTLEY, Jonathan, Mark; DAVENPORT, Tara; HALLETT, David, James; WO2011/138266; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 445-13-6,Some common heterocyclic compound, 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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.

To a solution of triphosgene (609 mg, 2.14 mmol) in toluene (5 mL) was added a solution of 3-chloro-4-(trifluoromethyl)aniline (100 mg, 0.51 mmol) and the mixture was refluxed at 80 C. for 0.5 h. After cooling to RT, the mixture was concentrated under vacuum and dissolved in THF (4 mL), then 3-(1-(aminomethyl)-4-oxo-4H-thieno[3,4-c]pyrrol-5(6H)-yl)piperidine-2,6-dione 2,2,2-trifluoroacetic acid (51.5 mg, 0.18 mmol) was added, followed by TEA (36 mg, 0.36 mmol). The solution was stirred at RT for 2 h then concentrated under vacuum and purified by prep-HPLC to give 1-(3-chloro-4-(trifluoromethyl)phenyl)-3-((5-(2,6-dioxopiperidin-3-yl)-4-oxo-5,6-dihydro-4H-thieno[3,4-c]pyrrol-1-yl)methyl)urea (18.6 mg, yield: 20.7%) as a white solid. MS (ESI) m/z 500.7, 502.6 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta 10.98 (s, 1H), 9.35 (s, 1H), 7.87 (s, 1H), 7.69 (d, J=9.2 Hz, 1H), 7.43 (dd, J=7.2, 8.4 Hz, 1H), 7.11 (t, J=6.0 Hz, 1H), 5.01 (dd, J=8.0, 13.2 Hz, 1H), 4.40 (d, J=6.0 Hz, 2H), 4.28 (q, J=41.6 Hz, 2H), 2.93-2.84 (m, 1H), 2.73-2.60 (m, 1H), 2.37-2.26 (m, 1H), 2.07-1.97 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-4-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; BioTheryX, Inc.; Chan, Kyle W.H.; Erdman, Paul E.; Fung, Leah; Mercurio, Frank; Sullivan, Robert; Torres, Eduardo; (112 pag.)US2018/170948; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 33406-96-1, The chemical industry reduces the impact on the environment during synthesis 33406-96-1, name is 1-Chloro-4-fluoro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

General procedure: Example 3Tandem Borylation/Dehalogenation of 1-Chloro-4-fluoro-3-Substituted- and 1-Bromo-4-fluoro-3-Substituted BenzenesTandem borylation/dehalogenation was also investigated as a strategy for the ortho-borylation of arenes that are substituted with an electron-withdrawing group. The scheme below illustrates the tandem borylation/dehalogenation methodology which was investigated. As discussed above, in the case of arenes that are substituted with an electron-withdrawing group, iridium-catalyzed C-H activation-borylation of the arene is typically governed by steric effects. In tandem borylation/dehalogenation, the substrate can include an electron-withdrawing group and a sacrificial atom (e.g., a halogen such as Cl or Br) positioned para to the electron-withdrawing group, so as to sterically hinder attack of the iridium catalyst at the otherwise sterically favored position meta to the electron-withdrawing group. As a result, iridium-catalyzed C-H activation-borylation of the arene exclusively generates the ortho-borylated (electronic) product. Subsequent dehalogenation can afford exclusively the desired electronic product.[0337] General Procedure for Borylation [0338] In a nitrogen atmosphere glovebox B2Pin2 (140 mg, 0.55 mmol) was weighed into a 20 mL vial containing a magnetic stir bar. [Ir(OMe)cod]2 (6.6 mg, 0.02 mmol) and 4,4?-di-tert-butyl-2,2?-dipyridyl ligand (5.4 mg, 0.02 mmol) were weighed into two separate test tubes, each being diluted with THF (2 mL). The [Ir(OMe)cod]2 solution was transferred into the 20 mL vial containing B2Pin2. This mixture was stirred until a golden yellow clear solution was obtained. The solution containing ligand was transferred into the vial, and the mixture was stirred until it became a dark brown color solution. The substrate (1 mmol) was added to the vial, which was then sealed. The reaction mixture stirred for 24 h at rt, after which the vial was removed from the glovebox. The reaction mixture was passed through a short plug of silica eluting with a 10:1 hexane/EtOAc solution (2¡Á10 mL). The volatiles were removed by rotary evaporation affording the product, which was characterized using standard methodologies. 1-Chloro-4-fluoro-2-methylbenzene was borylated using the general procedure described above. After workup, a white solid was obtained (2.38 g, 88%): mp 48-49 C.; 1H NMR (500 MHz, CDCl3) delta 7.66 (d, J=5.5 Hz, 1H), 6.91 (d, J=9.5 Hz, 1H), 2.35 (s, 3H), 1.34 (s, 12H); 13C NMR (125 MHz, CDCl3) delta 165.4 (d, J=249.4 Hz), 141.7 (d, J=9.5 Hz), 136.5 (d, J=8.5 Hz), 129.1 (d, J=2.9 Hz), 117.7 (d, J=25.6 Hz), 84.1, 24.7, 20.4 (d, J=1.9 Hz); 19F NMR (470 MHz, CDCl3) delta 106.5; 11B NMR (160 MHz, CDCl3) delta 29.8 (br s).

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, 1-Chloro-4-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Smith, III, Milton R.; Maleczka, JR., Robert E.; Li, Hao; Jayasundara, Chathurika; Oppenheimer, Jossian; Sabasovs, Dmitrijs; US2015/65743; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4584-46-7, These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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.

A mixture of 2-(2,4-dimethoxy-benzyl)-4-hydroxy-isoindole-1 ,3-dione (317 mg, 1.01 mmol), 2- dimethylaminoethyl chloride hydrochloride (160 mg, 1.11 mmol) and potassium carbonate (350 mg, 2.5 mmol) in DMF (4 mL) was heated at 60C for 18 hours. The mixture was concentrated in vacuo, taken up in ethyl acetate and extracted twice with 1N hydrochloric acid. The aqueous extracts were made basic with solid potassium carbonate and extracted with ethyl acetate (*2). The combined organic extracts were washed with brine, dried (MgSO4) and concentrated to give the title compound (236 mg, 61 %) as an off-white solid. 1H NMR (methanol-d4) 7.73 (1 H, t), 7.44-7.40 (2H, m), 7.02 (1 H, d), 6.51 (1 H, d), 6.42 (1H, dd), 4.72 (2H, s), 4.33 (2H, t), 3.80 (3H, s), 3.76 (3H, s), 2.87 (2H, t), 2.40 (6H, s). MS: [M+H]+ 385.

The synthetic route of 4584-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); A1;,
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. 2401-24-3, name is 2-Chloro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Chloro-5-methoxyaniline

General procedure: A mixture of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (247 mg, 1.0 mmol), 2-bromo-4-methoxyaniline (303 mg, 1.5 mmol) and lithium perchlorate (190 mg, 1.7 mmol) were taken in acetonitrile (3.0 mL). The reaction mixture was heated to 90 C for 18 h. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the product was purified by column chromatography (silica gel, 50% EtOAc/hexanes) to provide benzyl 4-(((2-bromo-4-methoxyphenyl)amino)methyl)-4-hydroxypiperidine-1-carboxylate, 5c (358 mg, 80%) as a colourless syrup.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2401-24-3.

Reference:
Article; Kurissery, A. Tony; Rajkumar, G. Abraham; Arvapalli, Venkata Satyanarayana; Pitchumani, Venkatachalam; Tetrahedron Letters; vol. 58; 37; (2017); p. 3607 – 3611;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics