Month: August 2021

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. 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-3-chloro-2-methylbenzene

General procedure: A flask is charged with bromoaryl derivative (1 eq.), piperazine (4-6 eq.), BINAP (0.06-0.22 eq.), NaOtBu (1.4-2.5 eq.) and toluene. The reaction mixture is degassed with N2 and Pd2(dba)3 (0.03- 0.11 eq.) is added. Reaction mixture is heated at 100-110C for 2h-20h. The reaction mixture is extracted with HC1 IN solution. The aqueous layer is basified with NaOH 2N solution and extracted with EtOAc or DCM. The combined organic layers are washed with water and brine, dried (over anhydrous Na2S04 or MgS04), filtered and concentrated in vacuo to afford the expected arylpiperazine used without further purification.

The synthetic route of 62356-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; BREBION, Franck, Laurent; ALVEY, Luke, Jonathan; AMANTINI, David; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene, Marie; PEIXOTO, Christophe; VARIN, Marie, Laurence, Claire; DE CEUNINCK, Frederic, Andre; POP-BOTEZ, Iuliana, Ecaterina; (317 pag.)WO2016/102347; (2016); A1;,
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Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1096296-85-3, name is (5-Bromo-2-chlorophenyl)methanamine, 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 1096296-85-3, COA of Formula: C7H7BrClN

To a solution of 5-bromo-2-chlorobenzenemethanamine (i.e. the product of Step A) (600 mg, 2.72 mmol) in toluene (10 mL) at 0 C was added acetic anhydride (0.55 mL, 5.45 mmol). The reaction mixture was stirred at 100 C for 3 h. The reaction mixture was then extracted with ethyl acetate (3x), and the organic layers were combined, washed with water and brine and dried (Na2S04). The solvent was evaporated to provide the title product (600 mg).il NMR (CDCI3) delta 1.9 (s, 3H), 4.3 (d, 2H), 7.4 (d, 1H), 7.5 (m, 2H), 8.4 (m, 1H).

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, (5-Bromo-2-chlorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. du Pont de Nemours and Company; ANDREASSI II, John Lawrence; TAGGI, Andrew, Edmund; WO2011/59619; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 106-39-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 106-39-8 as follows.

The reaction of 1-bromo-4-chlorobenzene(0.191 g, 1.0 mmol), aniline (0.093 g, 1.0 mmol), copper powder (0.0064 g, 0.1mmol), MI (0.036 g, 0.2 mmol), Cs2CO3 (0.720 g, 2.2 mmol), TBAHS (0.068 g, 0.2mmol) produced 0.146 g (72%) of 4-chloro-N-phenylaniline as an brown solid.

According to the analysis of related databases, 106-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhou, Qifan; Du, Fangyu; Chen, Yuanguang; Fu, Yang; Chen, Guoliang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1938 – 1941;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, 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. Recommanded Product: 2-Bromo-5-chloro-4-fluoroaniline

To a solution of Compound 57 (600mg, 2.67mmol) in 1,4-dioxane (6mL) was added bis(pinacolate)diboron(815mg, 3.21 mmol), PdCl2(dppf)-DCM (218mg, 0.27mmol) and potassium acetate (787mg, 8.02mmol), and the solutionwas stirred at 100C for 1 hour. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure.The residue was purified by diol silica gel chromatograpy (ethyl acetate / hexane) to yield crude Compound 59 as black oil.LC-MS: m/z=188. [M+H]+

The synthetic route of 2-Bromo-5-chloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of Tokyo; Tohoku University; Shionogi & Co., Ltd.; NAGANO, Tetsuo; OKABE, Takayoshi; KOJIMA, Hirotatsu; KAWAGUCHI, Mitsuyasu; NUREKI, Osamu; ISHITANI, Ryuichiro; NISHIMASU, Hiroshi; AOKI, Junken; FUJIKOSHI, Chiaki; KATOU, Manabu; ODAN, Masahide; TANAKA, Nobuyuki; TATENO, Yusuke; YAMANE, Junji; (144 pag.)EP3112369; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, Recommanded Product: Methyl 2,2,2-trichloroacetimidate

Step 4: Synthesis of methyl 1-{3-[(tert-butoxycarbonyl)amino]propyl}-2-(trichloromethyl)-1H-benzimidazole-6-carboxylate To a stirred solution of methyl 4-amino-3-({3-[(tert- butoxycarbonyl)amino]propyl}amino)benzoate (4.7 g, 14.5 mmol) in acetic acid (50 mL) is added methyl trichloroacetimidate (3.1 g, 17.4 mmol). After 3 h at room temperature, the solvent is evaporated, the residue is dissolved in EtOAc, and is washed with Na2C03 and brine. The organic layer is dried (Na2S04) and evaporated. The residue is triturated with hexanes to afford the title compound (5.2 g, 80%) as a fine powder. LCMS (Method T), 1.85 min, 450.63 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2,2,2-trichloroacetimidate, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 6223-78-5, name is 2,5-Dichloro-2,5-dimethylhexane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 6223-78-5

Into a 100-mL round-bottom flask, was placed methylbenzene (60 ml_), 2, 5- dichloro-2, 5-dimethylhexane (5 g, 27.30 mmol, 1.00 eq.). This was followed by the addition of AICI3 (2.7 g, 20.48 mmol, 0.75 eq.) in several portions at 0C. The resulting solution was stirred for 1 h at room temperature. The reaction mixture was cooled to 0 C. The reaction was then quenched by the addition of 30 ml_ of water. The resulting solution was extracted with 2×50 ml_ of ethyl acetate and the organic layers combined. The resulting mixture was washed with 1 x50 ml_ of brine and dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with EtOAc/petroleum ether (1/5). This resulted in 6.6 g (crude) of 1 , 1 ,4,4,6-pentamethyl-1 ,2,3,4-tetrahydronaphthalene as light yellow oil.

The synthetic route of 6223-78-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAWN SCIENTIFIC PHARMACEUTICALS, LLC; TSAI, Donald; KAELIN, David; (60 pag.)WO2019/169270; (2019); 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. 1008361-80-5, name is 4-Bromo-3-chlorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Bromo-3-chlorobenzene-1,2-diamine

Compound 14 was prepared following the procedure from Reddy and Reddy (Chem. Pharm. Bull 2010, 58, 953-956): a heterogeneous mixture of 4-bromo-3-chlorobenzene- 1,2-diamine (0.2 g) and (S)-lactic acid in 4N aq. HC1 (2 mL) was refluxed for 16 hours. The reaction mixture was then cooled to room temperature and neutralized with aq. ammonia. The resulting heterogeneous reaction mixture was extracted with EtOAc. The organic layer was dried (Na2S04) and concentrated. The residue was purified by column chromatography (silica gel, 0- 3.5 % MeOH in DCM) to afford the title compound as an orange yellow solid.

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 1008361-80-5.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 622-86-6, These common heterocyclic compound, 622-86-6, name is (2-Chloroethoxy)benzene, 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 3 Preparation of N-n-propyl-N-2-phenoxyethyl amine Into a 1-liter glass reactor, which can withstand a pressure of 6 atmospheres, fitted with a stirrer, heat-ing mantle and a pressure gauge, were added 100 g 2-phenoxy ethyl chloride, 150 g propyl amine, 130 ml ethanol and 100 ml water. The reaction was heated to 100 C. for 5 hours, during which time the pressure increased to 2.2 atmospheres. Afterwards the mixture was cooled to 50 C. to lower the pressure, the propyl amine was distilled off, about 200 ml of 20% aqueous HCl was added and the white hydrochloride precipitated out. This afforded 133 g having a purity of 95% in a yield of 93%.

Statistics shows that (2-Chloroethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 622-86-6.

Reference:
Patent; Makhteshim Chemical Works Ltd.; US5093526; (1992); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2106-04-9, A common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, 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 3 Step 1. A round bottom flask was charged with 1 eq of 3-chloro-2-fluoroaniline (3A), 1- methyl-2-pyrrolidinone (about 1.5 M 3 A in NMP), 2.2 eq of sodium cyanide, and 1.35 eq of nickel(II) bromide at RT under N2. The concentration was halved by the introduction of additional NMP under N2 and the solution was gently warmed to 200+/- 5C and stirred for 4 days under N2. The reaction mixture was allowed to cool to room temperature. The reaction mixture was diluted with 30 volumes of tert-butyl methyl ether (MTBE) and filtered through celite. The celite pad was then rinsed with 10 volumes of MTBE. The organics were washed with 40 volumes of brine, 2 x 40 volumes of water and 40 volumes of brine. The combined organics were dried over sodium sulfate and concentrated to afford a brown solid, which was dried under vacuum (-30 in Hg) at 400C for 8 hours to afford the compound of Formula 3B (71 % yield).

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; CYTOKINETICS, INC.; WO2007/78839; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 10061-02-6, 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. 10061-02-6, name is trans-1,3-Dichloropropene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1.22 g (0.011 mol) of (E)-1,3-dichloropropene 6, 2.07 g(0.015 mol) of K2CO3, 50 mL of anhydrous acetonitrile, and 2.88 g (0.01 mol) of 1-[bis(4-fluorophenyl)-methyl]piperazine 5 was stirred for 0.5 h at room temperature, and then for 4 h under reflux until amine 5 was completely consumed (monitoring with GLC). After cooling, the solution was filtered, and the precipitate was washed with ethyl acetate. The combined organic layers were concentrated, and the residue was purified by column chromatography (hexane-ethylacetate, 9 : 1 ? 2 : 1). Yield 3.31 g (91%), colorless crystals, mp 89C. IR spectrum, nu, cm-1: 1609, 1506,1453, 1288, 1226, 1153, 1137, 1008, 828. 1 NMRspectrum, delta, ppm: 2.43 br.s (4H, CH2N), 2.51 br.s (4H,CH2N), 3.04 d (2H, CH2CH=, J = 7.0 Hz), 4.23 s (1H,HAr2), 5.98 d.t (1H, CH2CH=, Jtrans = 13.2, 7.0 Hz),6.15 d (1H, ClCH=, Jtrans = 13.2 Hz), 6.96 t (4H, CHAr,J = 8.5 Hz), 7.28-7.38 m (4H, CHAr). 13 NMR spectrum,delta, ppm: 51.51 (2CH2N), 52.97 (2CH2N), 58.10(C1), 74.33 (HAr2), 115.13 d (4CHAr, 2JCF = 20 Hz),120.59 (C3), 129.20 d (4CHAr, 3JCF = 6.8 Hz), 129.96(C2), 138.11 (2CAr), 161.78 d (2CFAr, 1JCF = 244.2 Hz).Mass spectrum, m/z (Irel, %): 362 (0.8) [M]+, 203 (41),201 (19), 183 (30), 161 (31), 159 (100), 132 (13), 123(32), 75 (34), 56 (15), 42 (22). Mass spectrum(HRMS), m/z: 362.1348 [M]+ (calculated forC20H21ClF2N2: 362.1361).

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, trans-1,3-Dichloropropene, other downstream synthetic routes, hurry up and to see.

Reference:
Letter; Shakhmaev; Sunagatullina, A. Sh.; Zorin; Russian Journal of General Chemistry; vol. 86; 8; (2016); p. 1969 – 1972; Zh. Obshch. Khim.; vol. 86; 8; (2016); p. 1395 – 1398,4;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics