Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 53145-38-3, name is 2-Chloro-6-fluoroanisole, 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 53145-38-3, Computed Properties of C7H6ClFO

The product of preparation 20 (150mg, 0.431 mmol) in dimethylformamide (3ml) was added drop wise to an ice-cooled solution of sodium hydride (60% dispersion in mineral oil, 52mg,1.293mmol) in dimethylformamide (1ml). After stirring for 1 hour the product of preparation 22(103mg, 0.646mmol) in dimethylformamide (1ml) was added and the mixture was heated to60c for 96 hours. The solution was concentrated in vacuo and partitioned between ethyl acetate (10ml) and water (10ml). The organic layer was extracted and washed again with water (10ml), then dried over sodium sulphate and concentrated in vacuo, to afford the title compound as a brown oil in 74% yield, 156mg.1HNMR(400MHz, CD3OD) delta: 1.03(s, 3H), 1.08(s, 3H), 1.44-1.49(m, 2H), 1.90-1.97(m, 1H), 2.12-2.21 (m, 1H), 2.50-2.62(m, 3H), 2.74-2.83(m, 2H), 2.87-2.91 (m, 1H), 3.74(s, 3H), 4.81- 4.84(m, 1H), 6.83-6.85(dd, 1H), 6.93-7 ,00(m, 2H), 7.25-7.42(m, 10H); LRMS ESI m/z 489 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-fluoroanisole, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2007/34325; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 870-24-6, name is 2-Chloroethanamine hydrochloride, molecular formula is C2H7Cl2N, 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-Chloroethanamine hydrochloride

In a round-bottomed flask, 2-chloroethylamine hydrochloride (2 g, 17.0 mmol) and Et3N (2.37 mL, 11.0 mmol) were dissolved in anhydrous CH2Cl2 (24 mL). Boc2O (3.6 mL, 15.3 mmol) was added to the resulting solution under N2 at 0 C. The reaction mixture was stirredat r.t. for 4 h. The mixture was then washed with H2O and brine, dried (Na2SO4), filtered, and concentrated under reduced pressure to give the title product as a dark liquid; yield: 2.91 g (16.21 mmol, 99%), which was used directly in the next synthetic step. IR (neat): 3347, 2924, 2854, 2361, 2342, 1725, 1709, 1503, 1462 cm-1. 1H NMR (400 MHz, CDCl3): delta = 1.18 [s, 9 H, C(CH3)3], 3.36-3.48 (m, 2H, CH2NH), 3.49-3.63 (m, 2 H, ClCH2), 4.93 (br s, 1 H, NHCO). 13C NMR (100 MHz, CDCl3): delta = 28.2 [C(CH3)3], 32.8 (CH2NH), 45.7 (CH2Cl), 79.8 [C(CH3)3], 155.8 (C=O). Anal. Calcd for C7H14ClNO2: C, 46.80; H, 7.86; N, 7.80. Found: C, 46.91; H, 7.89; N, 7.74.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 870-24-6, its application will become more common.

Reference:
Article; Manasieva, Leda Ivanova; Maria, Battisti Umberto; Prandi, Adolfo; Brasili, Livio; Franchini, Silvia; Synthesis; vol. 47; 23; (2015); p. 3767 – 3775;,
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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1996-29-8

General Procedure: In a 2OmL tube equipped with a stir bar added l-bromo-4-chloro-2- fluorobenzene (Ig, 4.77mmol), ‘butyl- 1-piperazinecarboxylate (1.74g, 9.55mmol), palladium acetate (0.107g, 0.48mmol), 2-ditbutylphosphenylbiphenyl (0.143g, 0.48mmol), sodium tert- butoxide (0.688g, 7.16mmol) and toluene (10 mL). The reaction vessel was sealed and placed in a microwave oven at 15O0C for 15 min. The reaction mixture was filtered though Diatomaceous earth. The filtrate was diluted with ethyl acetate (50 mL), sequentially washed with water (3 x 5OmL) and brine (5OmL) in a separation funnel. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified on silica gel using hexanes: ethyl acetate= 93: 7 to hexanes: ethyl acetate= 95: 5 in a gradient fashion, to isolate the desired product as yellow oil (639mg, 43%). 1H NMR (300 MHz, CDCl3): delta 7.03 (m, 2H), 6.83(m, IH), 3.57 (t, 4H)5 2.95 (t, 4H), 1.46 (s, 9H).

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; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2007/87135; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 328-84-7, 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. 328-84-7, name is 3,4-Dichlorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The procedure of Example 4 was repeated but using 3,4-dichlorobenzotrifluoride. After work up there was isolated a 95% yield of the title compound. It was shown that 100% of the starting material had been consumed, thus indicating that the reaction had occurred with both high selectivity and high yield. The above reaction was repeated but using various other solvents. The following yields of title compound were obtained: tetrahydrofuran 90 1,4-dioxan 93 N,N,N’,N’-tetramethylurea 72

The synthetic route of 3,4-Dichlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aventis CropScience, S.A.; US6410737; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. Product Details of 61881-19-4

General procedure: A mixture of acetimidoyl chloride (1 mmol), sodium azide (1 mmol), and acetonitrile (3 mL) was irradiated in a microwave oven at 300 W for 8-10 min, after completion of the reaction, as indicated by TLC, the reaction mixture was filtered. After removing the solvent under reduced pressure, if necessary, the crude products were purified by washing with n-hexane to give the target product 3a-3j (90-95%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61881-19-4, its application will become more common.

Reference:
Article; Rahmani, Fariba; Darehkordi, Ali; Notash, Behrouz; Journal of Fluorine Chemistry; vol. 166; (2014); p. 84 – 87;,
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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Formula: C8H9ClO4S

A solution of 2,4-dimethoxybenzene-1-sulfonyl chloride (0.0799 g, 0.337 mmol) and 5-methylbenzo[d]isoxazol-3-amine I60 (0.050 g, 0.34 mmol) in pyridine (1 ml.) was irradiated in the microwave at 110 C for 2 hours. The resultant mixture was loaded onto silica gel and the product purified by column chromatography (12 g S1O2 cartridge, 0-45% EtOAc in petroleum benzine 40-60 C) [205] to yield the title compound (55.0 mg, 42% yield) as a white solid. NMR (400 MHz, CDCb) d 7.86 – 7.82 (m,1H), 7.72 (d, J = 8.81Hz, 1H), 7.37 – 7.28 (m, 2H), 6.49 (d, J = 2.26 Hz, 1H), 6.43 (dd, J = 2.29, 8.82 Hz, 1H), 3.96 (s, 3H), 3.80 (s, 3H), 2.47 (s, 3H). LCMS-A: rt 5.66 min, m/z 348.8 [M+H]+, 347.1 [M-H]

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; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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: 4-Bromo-2-chloro-1-fluorobenzene

4-Bromo-2-chloro-l- fluorobenzene (1; 16 g, 76.5 mmol) was dissolved in 50 mL of THF. The reaction mixture was cooled down to -78 C. A solution of LDA in THF (2 M, 38.2 mL, 76.4 mmol) was added dropwise over 20 min. The reaction mixture was stirred at -78 C for 10 min. DMF (8.4 mL) was added dropwise. The reaction mixture was allowed to warm -20 C and quenched with 30 mL of saturated ammonium chloride aqueous solution, extracted with methyl tert- at l ether (50 mL X 3). The combined organic layers were washed with brine, dried over anhydrous Na2S04, and concentrated under reduced pressure to give crude product, which was purified by silica gel chromatography (5-10% EtO Ac/petroleum ether) to afford 8.4 g of 5-bromo-3-chloro-2-fluorobenzaldehyde (2) as white solid (yield: 46%). 1H MR (400 MHz, DMSO-i) delta 10.10 (s, 1H), 8.26 (s, 1H), 7.93 (s, 1H).

The synthetic route of 4-Bromo-2-chloro-1-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SENAPEDIS, William; SHACHAM, Sharon; (160 pag.)WO2016/100515; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 14862-52-3,Some common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, molecular formula is C6H3Br2Cl, 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.

3,5-dibromochlorobenzene (2.7 g, 10 mmol), 9-phenylcarbazole-3-boronic acid (6.0 g, 21 mmol), sodium carbonate(10.2 g, 96 mmol), Pd2 (dba) 3 (0.4 g, 0.4 mmol), 50 mL each of toluene, ethanol and water The reaction flask was refluxed under nitrogen for 10 hours and cooled to room temperature. The aqueous layer was washed with ethyl acetate The organic layers were separated and washed with saturated brine and water. The organic layer was dried over magnesium sulfate, filtered, The filtrate was spin dried and passed through a silica gel column to give 4.4 g of product, HPLC purity 99.2%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromochlorobenzene, its application will become more common.

Reference:
Patent; CECEP Wanrun Co., Ltd.; Li Chong; Yu Kaichao; Zhang Zhaochao; (39 pag.)CN107056807; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 38762-41-3, 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. 38762-41-3, name is 4-Bromo-2-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 25 mL RBF was subsequently charged with 1.0 mmol aromatic amines, 1.0 mmol 4-hydroxybutan-2-one, 10 mol% I2 (25.4 mg), 2mL DMSO. The resulting mixture was performed at room temperature for 8 h. After reaction was complete, the resulting mixturewas poured into water (20 mL) and extracted with ethyl acetate (3 x10 mL). The combined organic extracts were washed with brine (3 5 mL), then dried over Na2SO4 and concentrated in vacuum. The resulting residue was purified by silica gel columnchromatography (ethyl acetate/petroleum ether 1:20-1:4) to afford the desired products.

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

Reference:
Article; Miao, Changqing; Jiang, Liya; Ren, Lanhui; Xue, Qingxia; Yan, Fang; Shi, Weiwei; Li, Xinjian; Sheng, Jiwen; Kai, Shuangshuang; Tetrahedron; vol. 75; 14; (2019); p. 2215 – 2228;,
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. 102-49-8, name is 3,4-Dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 102-49-8

General procedure: EDC hydrochloride (1.2 mmol) and HOBt (1.0 mmol) were added at 0 °C to each parallel vial containing a solution of the appropriate acid 44-53 (1 mmol) in dichloromethane, and either cyclohexylamine or 2,3-dichlorobenzylamine (1.5 mmol) was added at the same temperature. After warming up to room temperature, the vials were placed in the Buechi Syncore reactor. Stirring was maintained at 300 rpm overnight and then morpholinomethylpolystyrene (3 equiv/mol) was added. The solutions were kept at room temperature for 1 h, then polymer bound p-toluenesulfonic acid (3 equiv/mol) was added to each vial, and the reaction mixtures were stirred at room temperature for an additional 24 h. The mixtures were filtered and the solutions were evaporated to dryness to give carboxamides 6-25. Solid products were purified by crystallization from ethanol or aqueous ethanol. Oil products were purified by silica gel column chromatography column (dichloromethane as eluent).

According to the analysis of related databases, 102-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Piscitelli, Francesco; Ligresti, Alessia; La Regina, Giuseppe; Gatti, Valerio; Brizzi, Antonella; Pasquini, Serena; Allar, Marco; Carai, Mauro Antonio Maria; Novellino, Ettore; Colombo, Giancarlo; Di Marzo, Vincenzo; Corelli, Federico; Silvestri, Romano; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5641 – 5653;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics