Author: Jessica.F

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. 697-86-9, name is 2-Bromo-4,6-dichloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 697-86-9

1. 2,3,5-Trichlorobromobenzene Sodium nitrite (3.88 g, 0.056 mole) was added in portions to concentrated sulphuric acid (28.16 ml) stirred below 10 C. A solution of 2-bromo-4,6-dichloroaniline (12 g, 0.05 mole, Lancaster) in glacial acetic acid (126 ml) was added maintaining the temperature below 10 C. The mixture was stirred below 10 C. for 1 hr and then slowly added to a stirred solution of cuprous chloride (10.11 g, 0.10 mole) in concentrated hydrochloric acid (101.05 ml) at room temperature. The mixture was then stirred at room temperature for 17 hrs. The product was filtered, washed with water (3*50 ml), dissolved in chloroform (150 ml), dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated in vacuo to give the desired product. Yield 10 g (77%), M.p. 55-57 C.

The synthetic route of 697-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Wellcome, Inc.; US6255307; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 41965-95-1, name is 3-Chloro-4-methoxybenzylamine 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. Product Details of 41965-95-1

To a 25 ml three-necked flask was added ethyl 2,4-dichloro-5-pyrimidinecarboxylate (150 mg, 0.679 mmol)Triethylamine (270 mg, 2.668 mmol), dichloromethane (2 ml), gradually stirred to dissolve,The ice bath was cooled to 0 C or below, and 3-chloro-4-methoxybenzylamine hydrochloride (145 mg, 0.697 mmol) was added in portions to the reaction solution, and the reaction was carried out for two hours after completion of the addition.L-proline (105 mg, 1.038 mmol) was added dropwise to the reaction solution, and the reaction was continued for 2 hours.The reaction solution was added to water (30 ml) and extracted with dichloromethane.The organic phases were combined, washed twice, dried over anhydrous sodium sulfate, the desiccant was filtered off, and the organic phase was concentrated to the crude product.The crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 6: 1) to give 200 mg of product in 70% yield.

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

Reference:
Patent; SUZHOU WANGSHAN WANGSHUI BIOMEDICAL CO LTD; TOPHARMAN SHANGHAI CO LTD; SHANDONG TOPHARMAN PHARMACEUTICAL CO LTD; TIAN, GUANGHUI; LI, JUNQI; (17 pag.)CN104650045; (2017); B;,
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. 7464-11-1, name is 5,7-Dichloro-2-methylthiazolo[5,4-d]pyrimidine, A new synthetic method of this compound is introduced below., Quality Control of 5,7-Dichloro-2-methylthiazolo[5,4-d]pyrimidine

Into a 50 mL round-bottom flask, was placed a solution of intermediate 38.2 (121 mg, 0.58 mmol, 1.05 equiv) in CH3CN (10 mL),compound 23.1 (121 mg, 0.55 mmol, 1.00 equiv) and K3P04 (352 mg, 1.66 mmol, 3.00 equiv). The reaction was stirred overnight at 80 C. The solids were filtered out and the resulting solution was concentrated under vacuum. The crude was purified using flash column chromatography to give 140 mg (65%) of intermediate 38.3 as a white solid.

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; NIMBUS IRIS, INC.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine; WO2015/48281; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, 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 220227-21-4, Formula: C6H2ClF3O2S

A mixture of 2,4,5-trifluorobenzene-1-sulfonyl chloride (5.00 g, 21.7 mmol), 2,4- dimethoxybenzylamine (3.63 g, 21.7 mmol), diethylpropylethylamine (3.36 g, 26.0 mmol) in dichloromethane (100 mL) was stirred at ambient temperature for 16 h. The mixture was diluted in dichloromethane (100 mL), washed with iN hydrochloric acid, 25% aqueous ammonium chloride and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was crystallized from dichloromethane/hexanes to obtain N-(2,4-dimethoxybenzyl)-2,4,5- trifluorobenzenesulfonamide as a cream solid in 95% yield (7.5 g): 1H NMR (300 MHz, CDCI3) delta 7.55-7.47 (m, 1H), 6.81-6.76 (m, 2H), 6.25-6.20 (m, 2H), 5.50 (s, 1H), 4.18 (5, 2H), 3.76-3.73 (m, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4,5-Trifluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 19230-27-4,Some common heterocyclic compound, 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, 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.

To a suspension of I ,3 dibromo2chorobenzene (300 mg, 1.11 mmo), 4methoxypiperidine (168 mg, 1.11mmo), sodium tert-butoxide (160 mg, 167 mmo) in touene (30 m), was added BNAP (35 mg, 005 mrnofl and Pd2(dba)3 (20 mg, 002 mmo) at once. The mixture was degassed with nitrogen for 10 minutes and then heated at 140 C for I h in microwave. After coohng to rt, the reaction mixture was diuted with water and extracted with EtOAc(x 3). The combined organic extracts were dried (Na2SO4), fi[tered and concentrated. Purification (FCC, Si02 0 -. 100% EtOAc/hexanes) afforded the tWe compound as a oH (168 mg, 50% yied). MS (ES): mass cacd. for C12H15BrCNO, 304.6; mfz found, 305.6 [M+HJ. 1H NMR (400 MHz, DMSO): oe 742 (dd, J= 7.7, 1.7 Hz, IH), 7.28-7.14 (m, 2H), 3.39-3.33 (m, IH), 3.28 (s, 3H), 3.14(dt, J= 10.5, 4.5 Hz, 2H), 277 (ddd, J=12.0, 9.2, 3.0 Hz, 2H), 2.04- 1.91 (m, 2H), 1.61 (dtd, J= 12.2, 8.8, 3.4 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromo-2-chlorobenzene, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14862-52-3, name is 3,5-Dibromochlorobenzene, 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 14862-52-3, Safety of 3,5-Dibromochlorobenzene

3-cyanophenyl boronic acid (25.0 g, 0.17 mol) and 1,3-dibromo-5-chlorobenzene (23.0 g, 0.08 mol) Dissolved in 290 mL of tetrahydrofuran, 1.5 M aqueous potassium carbonate solution (90 mL) was added,Tetrakis- (triphenylphosphine) palladium (3.94 g, 0.34 mmol) was added thereto, followed by heating with stirring for 13 hours.The temperature was lowered to room temperature, the water layer was separated off, dried over anhydrous magnesium sulfate and concentrated under reduced pressureRecrystallization was performed using chloroform and ethanolWas dried to prepare the intermediate n (44.7 g, yield 83%).

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

Reference:
Patent; LG Chem, Ltd.; Lee Jeong-ha; Moon Jeong-uk; Jeong Min-u; Lee Dong-hun; Chae Mi-yeong; (49 pag.)KR2018/32517; (2018); A;,
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. 367-22-6, name is 4-Chloro-3-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5ClFN

To a solution of 4-chloro-3-fluoroaniline (15 g, 103.05 mmol) in dichloromethane (150 mL) was added ICl (25 g, 154.57 mmol) drop wise. The resulting black mixture was stirred at 24-29C for 2h. The mixture was diluted with 100 mL dichloromethane and washed with saturated solution of sodium bicarbonate (200 mL). The organic layer was concentrated to give the crude residue, which was purified by flash column chromatography on silica gel (0 to 0.5%ethyl acetate in Petroleum ether) to afford compound 41a (8 g brown solid and 12 g black solid, 71.5% yield in total). LCMS: R t = 0.974 min in 5-95AB_220&254 chromatography (MERCK RP18 2.5-2mm), MS (ESI) m/z = 271.8 [M+H] +. 1H NMR: (400MHz, CDCl 3) delta 7.53 (d, J = 8.0 Hz, 1H), 6.46 (d, J = 10.4 Hz, 1H), 4.12 (s, 2H).

The synthetic route of 367-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD; LI, Zhengtao; ZOU, Hao; ZHU, Wei; SHEN, Changmao; WANG, Rumin; LIU, Wengeng; CHEN, Xiang; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (307 pag.)WO2019/149164; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13078-79-0, 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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Triethylamine (153 muL, 1.10 mmol) was added dropwise at 0 C to a stirred suspension of 2-(1H-indol-3-yl)-2-oxoacetyl chloride (5; 208 mg, 1.00 mmol) and 2-(3-chlorophenyl)ethylamine (139 muL, 1.00 mmol) in anhydrous tert-butyl methyl ether (20 mL). The reaction mixture was stirred at 0 C for 15 min and then for 1 h at room temperature, monitoring the reaction by TLC analysis. After completion of the reaction the mixture was washed with a saturated NaHCO3 aqueous solution and water (3 × 20 mL in each case). The organic layer was dried over anhydrous Na2SO4 and evaporated. Recrystallization of the crude product from ethanol 70% yielded colourless crystals (33%).Mp.: 184-186 C; IR (KBr): 3347 cm-1 and 3190 cm-1 (NH), 2938 cm-1 (CH aliph.), 1657 cm-1 (CO); 1H NMR (DMSO-d6, 400.1 MHz): delta (ppm) = 2.88 (t, 2H, J = 7.0 Hz, NHCH2CH2), 3.50 (dt, 2H, J = 6.4/6.8 Hz, NHCH2CH2), 7.21-7.34 (m, 6H, ar-H), 7.52-7.57 (m, 1H, ar-H), 8.21-8.27 (m, 1H, ar-H), 8.67 (s, 1H, ar-H), 8.81 (t, 1H, J = 5.8 Hz, NH), 12.24 (s, 1H, indole-NH); 13C NMR (DMSO-d6, 100.6 MHz): delta (ppm) = 34.2 (CH2), 39.2 (CH2); 112.5, 121.2, 122.5, 123.4, 126.1, 127.5, 128.5, 130.1, 138.4 (tert. C); 112.1, 132.9, 136.3, 141.9, 163.6, 182.1 (quat. C, one signal is missing due to peak overlap); C18H15ClN2O2 (326.78); calcd. C 66.16, H 4.63, N 8.57; found C 65.84, H 4.60, N 8.31; HPLC-purity: 99.3% at 254 nm and 98.9% at 280 nm, tN = 3.38 min, tM = 1.03 min (ACN/H2O; 55:45), lambdamax: 256 nm and 327 nm.

The chemical industry reduces the impact on the environment during synthesis 2-(3-Chlorophenyl)ethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Schmidt, Stefanie; Preu, Lutz; Lemcke, Thomas; Totzke, Frank; Schaechtele, Christoph; Kubbutat, Michael H.G.; Kunick, Conrad; European Journal of Medicinal Chemistry; vol. 46; 7; (2011); p. 2759 – 2769;,
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. 50638-46-5, name is 4-Bromo-3-chloroanisole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Bromo-3-chloroanisole

A mixture of 1 -bromo-2-chloro-4-methoxybenzene (1.5 g, 6.8 mmol), oxazole (878 mg, 12.7 mmol), /-BuOK (1.52 g, 13.5 mmol) and tetrakis (1.56 g, 1.35 mmol) in dioxane (10 mL) was heated to 100C under N2 atmosphere for 4 hr. After cooling to r.t., the reaction mixture was concentrated under reduced pressure to give the crude product which was purified by flash chromatography (silica gel, 0 to 25% EA in PE) to afford 2-(2-chloro-4-methoxyphenyl)oxazole (40) (600 mg, 42 % yield) as a yellow solid. LC-MS (ESI): mlz (M+l) 210.0.

According to the analysis of related databases, 50638-46-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACYCLICS LLC; CHEN, Wei; WANG, Longcheng; YAN, Shunqi; LOURY, David, J.; JIA, Zhaozhong, J.; FRYE, Leah, Lynn; GREENWOOD, Jeremy, Robert; SHELLEY, Mee, Yoo; ATALLAH, Gordana, Babic; ZANALETTI, Riccardo; CATALANI, Maria, Pia; RAVEGLIA, Luca, Francesco; (402 pag.)WO2016/4272; (2016); 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. 93-50-5, name is 4-Chloro-2-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Chloro-2-methoxyaniline

Example 57; 4-(4-Chloro-2-methoxy-phenyl)-3-(4-ethoxy-phenyl)-5-methyl-4H-[1,2,4]triazole; The products of preparations 4 (1g, 4. 9mmol) and 91 (926mg, 5. 88mmol) were dissolved in xylene (20ml) and the reaction mixture was heated for 10 hours at 150C. Heating was continued for 4.5 hours with portions of para-toluenesulfonic acid (100mg) added to the mixture at regular intervals until tic analysis showed all of the starting material to be consumed. The reaction mixture was then taken up into 2N hydrochloric acid and ethyl acetate and partitioned. The aqueous layer was basified with sodium hydroxide pellets and re-extracted with ethyl acetate. The combined organic phase was dried over sodium sulfate and evaporated to give a dark brown oil. Trituration with diethyl ether formed a dark brown solid that was re-crystallised from ethyl acetate to produce the title compound as a beige solid (340mg). Evaporation of the ethyl acetate gave a further residue that was purified by column chromatography on silica gel, eluting with dichloromethane : methanol : 0.88 ammonia, 98.2 : 0.2, to afford further amounts of product giving a total yield of 37% (629mg). ‘H NMR (CDCI3, 400MHz) d : 1.39 (t, 3H), 2.27 (s, 3H), 3.73 (s, 3H), 3.99 (q, 2H), 6.78 (d, 2H), 7.02-7. 06 (m, 3H), 7.31 (d, 2H). MS APCI+ m/z 344 [MH] +

According to the analysis of related databases, 93-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/82866; (2005); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics