Category: chlorides-buliding-blocks

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 933190-51-3 as follows. Safety of 8-Bromo-6-chloroimidazo[1,2-b]pyridazine

A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 104a (2.0 g, 4 mmol), 5-(4-methylpiperazin-1-yl)pyridin-2-amine (920 mg, 4.8 mmol), tris(dibenzylideneacetone)dipalladium(0) (366 mg, 0.4 mmol), XantPhos (688 mg, 1.2 mmol), Cs2CO3 (2.6 g, 8.0 mmol), and 1,4-dioxane (60 mL). After three cycles of vacuum/argon flush, the mixture was heated at reflux for 15 h. It was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (20:1) to afford 104b as yellow solid (1.4 g, 70%). MS: [M+H]+344.

According to the analysis of related databases, 933190-51-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B.; US2013/116262; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 445-14-7, 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. 445-14-7, name is 2-Amino-4-chlorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-chloro-2-(trifluoromethyl)aniline (6.0 g, 30.7 mmol) in acetic acid (16.1 mL, 281 mmol) at rt was added concentrated hydrochloric acid (32 mL, 1053 mmol). To the resulting suspension at 0 °C was added a solution of sodium nitrite (2.54 g, 36.8 mmol) in water (9.2 mL) over 10 min. The mixture was stirred at rt for 4 h before a solution of tin(II) chloride dihydrate (15.23 g, 67.5 mmol) in concentrated hydrochloric acid (32 mL, 1053 mmol) was added over 10 min. The mixture was stirred at rt for 1.5 h. The precipitating solid was collected by suction filtration, then dissolved in water (100 mL), basified with 6N NaOH solution to pH 9, and extracted with EtOAc (4 x 50 mL). The combined extract was dried over MgSO4 and concentrated to a crude solid. The crude was purified with a silica gel flash column, eluting with 0-5percent MeOH in DCM to afford (5-chloro-2-(trifluoromethyl)phenyl)hydrazine (5.35 g, 25.4 mmol, 83 percent yield) as an off- white solid. MS (ESI) m/z: 210.9/212.9 (M+H)+; 1H NMR (400 MHz, METHANOL-d4) delta 7.36-7.44 (m, 2H), 6.79 (br d, J=7.92 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 2-Amino-4-chlorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JALAGAM, Prasada Rao; NAIR, Satheesh Kesavan; PANDA, Manoranjan; FENG, Jianxin; WANG, Wei; LIU, Chunjian; ELLSWORTH, Bruce A.; SARABU, Ramakanth; SWIDORSKI, Jacob; HARTZ, Richard, A.; XU, Li; YOON, David S.; BENO, Brett R.; REGUEIRO-REN, Alicia; (457 pag.)WO2019/67702; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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 13078-79-0, category: chlorides-buliding-blocks

GammaAlpha1 r2-(3-Chloro-phenyl)-ethyll-carbamic acid methyl ester At 0 C, methyl chloroformate (4.6 g, 48 mmol) was added drop wise to a solution of 2-(3- chloro-phenyl)-ethylamine (5.0 g, 32 mmol) and Et3N (6.4 g, 64 mmol) in DCM (100 mL). After the addition, the mixture was stirred at room temperature for 0.5 hours. The organic layer was washed with water (3 x 30 mL), IN HCl (20 mL) and brine (30 mL), dried over anhy. Na2S04, filtered and concentrated in vacuo. After vacuum drying, the title compound was obtained (6.49 g, 95%) as a white solid. MS: 214.1 (M+H)+.

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, 2-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt E.; CHEN, Junli; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; LI, Dongbo; MAERKI, Hans Peter; MARTIN, Rainer E.; MAYWEG, Alexander; TAN, Xuefei; WU, Jun; YU, Jianhua; (109 pag.)WO2016/55394; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 53145-38-3, 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. 53145-38-3, name is 2-Chloro-6-fluoroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

100ml three-neck eggplant flask fully dried2- (4,4,5,5-tetramethyl-1,3,2-dioxabolan-2-yl) aniline (manufactured by Tokyo Chemical Industry Co., Ltd.) (with condenser, three-way cock and magnetic stir bar)2.41 g (11 mmol),1.61 g (10 mmol) of 2-chloro-6-fluoroanisole,1,3-bis- (2,6-diisopropylphenyl) imidazolium- (allyl) -palladium (II) -chloride(Sigma Aldrich Japan Co., Ltd.)0.029 g (0.05 mmol),Barium hydroxide octahydrate (manufactured by Wako Pure Chemical Industries, Ltd.)4.73 g (15 mmol) was added,Dissolved in 50 mL of isopropyl alcohol,The reaction was performed at 80 C. for 6 hours.After the reaction, the solid residue is removed by filtration,The solvent was distilled off under reduced pressure to obtain a crude product.Crude product is silica gel column chromatograph(Eluent; hexane / ethyl acetate = 9/1)1.37 g (63%, white solid) was obtained.

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, 2-Chloro-6-fluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsui Chemical Inc; Hanada, Shiori; Kinoshita, Shinsuke; Kawamura, Noromori; Muroto, Toshihiro; Tanaka, Kenichi; Ishii, Seiichi; Terao, Hiroshi; Saito, Yasunori; Hara, Retsu; Mizobuchi, Yusuke; (67 pag.)JP5769444; (2015); B2;,
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. 108-37-2, name is 1-Bromo-3-chlorobenzene, A new synthetic method of this compound is introduced below., Formula: C6H4BrCl

General procedure: General procedure: a 50 mL ask equipped with a magnetic stir bar was charged with aryboronic acid (1 mmol, 1 equiv), aromatic halides (1.2 mmol, 1.2 equiv), catalyst (2 mol%), base (2 mmol, 2 equiv), DMF (5 mL) solution under CO (1 atm) atmosphere, along with sealed the reaction flask by a rubber stopper and CO was injected into it with a stainless steel gas flowmeter. The mixture was then stirred at 120 C forthe indicated time (SI, Fig. S1). After being allowed to cool to roomtemperature, the reaction mixture was diluted with 5 mL water and extracted with diethyl ether (3 × 5 mL). The organic phases werecombined, and the volatile components were evaporated in a rotaryevaporator. The residue was puried by column chromatography onsilica gel.

The synthetic route of 108-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zheng-Jun; Wang, Xue-Yan; Wang, Xia; Liang, Zhi-Wu; Xu, Xinhua; Catalysis Communications; vol. 101; (2017); p. 10 – 14;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 626-43-7,Some common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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: In an open-capped cylindrical pyrex-glass (50mL), was added a mixture of an appropriate 2-bromobenzaldehyde (10mmol), proper primary amine (12mmol), TBAA (15mmol), and CDSCS (0.3g, 0.05mol%) in DMSO (10mL) and the mixture was kept at room temperature and irradiated at 60W power (cup horn: 20kHz) in ultrasonic apparatus. The progress of the reaction was monitored by TLC. After completion of the reaction (Table 5), then the reaction mixture was filtered to separate the catalyst and catalyst was washed with EtOAc (3×50mL). The filtrate was then mixed with water (100mL). The separated organic layer was washed with water (2×100mL). Afterward, the organic layer was dried over anhydrous Na2SO4 and evaporated. The crude product was then purified by column chromatography on silica gel eluting with a mixture of n-hexane/EtOAc. 2.2.1 2-Phenyl-2H-indazole (3a) White solid; yield: 1.79g (92%); mp 81-82C; IR (KBr): 3100, 2945, 1652, 1567, 1470cm-1; 1H NMR (250MHz, CDCl3): delta=7.16 (t, 1H, J=7.8Hz), 7.39 (t, 1H, J=7.8Hz), 7.48-7.51 (m, 3H), 7.73 (d, 1H, J=8.5Hz), 7.81-7.86 (m, 2H), 7.97 (d, 1H, J=8.5Hz), 8.46 (s, 1H); 13C NMR (250MHz, CDCl3): delta=118.78, 120.84, 121.07, 121.79, 122.90, 123.34, 127.41, 128.77, 130.12, 141.86, 150.26; MS (EI): m/z (%)=194 (15.7) [M+]; Anal. Calcd for C13H10N2: C, 80.39; H, 5.19; N, 14.42. Found: C, 80.30; H, 5.12; N, 14.49.

The synthetic route of 626-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Soltani Rad, Mohammad Navid; Ultrasonics Sonochemistry; vol. 34; (2017); p. 865 – 872;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene, 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 3972-56-3, Application In Synthesis of 1-tert-Butyl-4-chlorobenzene

General procedure: Alkynyl carboxylic acid (1.0 mmol), aryl chloride (1.0 mmol), Pd(OAc)2 (3.4 mg, 0.015 mmol), L5 (17.5 mg, 0.03 mmol), Cs2CO3 (391 mg, 2.4 mmol), and DMSO (5.0 mL) were added to the reaction vial. The mixture was stirred at 130 °C for 12 h, after which the mixture was extracted with Et2O and the organic layer was dried over magnesium sulfate. Evaporation of the solvent under reduced pressure provided the crude product, which was purified by column chromatography on silica gel.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-tert-Butyl-4-chlorobenzene, and friends who are interested can also refer to it.

Reference:
Note; Lee, Ju-Hyeon; Raja, Gabriel Charles Edwin; Kim, Jimin; Nam, Kye Chun; Lee, Sunwoo; Bulletin of the Korean Chemical Society; vol. 38; 11; (2017); p. 1368 – 1371;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 20850-43-5, 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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows.

Taking 10 g about 89.7% content piperazine pyrimidine, 12 g triethylamine, 34 ml isopropanol into 100 ml three port into reaction, stirring at the room temperature under the chlorosilane dropping pepper, in 30 minutes in the transfusion. Heating to 50 C, thermal insulation 4 hours, stirring under cooling to room temperature, filter, recovery mother liquor, in the filter cake by adding 20 ml water beating, filtering, adding 10 ml water washes filters cake. 50 C drying, the crude product shall piribedil 16.6 g, HPLC analysis content 99.2%. Yield 92%

The chemical industry reduces the impact on the environment during synthesis 5-(Chloromethyl)benzo[d][1,3]dioxole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Taicang Hongshan Environmental Protection Technology Co., Ltd.; Liu Lu; (9 pag.)CN107216318; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 4152-90-3,Some common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, molecular formula is C7H8ClN, 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 ethyl 6-brorno-4-hydroxyquinazoline-2-carboxylate (0.891 g, 3 rnrnol) and brornotri(pyrrolidin-1-yl)phosphoniurn hexafluorophosphate (2.10 g, 4.50 rnrnol) in 1,4-dioxane (12 rnl) was added Et3N (1.254 rnl, 9.0 rnrnol). The rnixture was stirred at rt for 3 h and then (3-chlorophenyl)rnethanarnine (0.85 g, 6.0 rnrnol) was added. The rnixture was stirred at rt for another 5 h. The rnixture was poured into hexane/H20 (10 rnL/10 rnL). The solid was filtered and triturated with 3percent EtOAc/hexane and then dried to give ethyl 6-brorno-4-((3- chlorobenzyl)arnino)quinazoline-2-carboxylate (1.2 g, 2.85 rnrnol, 95 percent yield). The rnaterial wasused without further purification. MS (M+H)= 421.

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

Reference:
Patent; STROVEL, Jeffrey William; YOSHIOKA, Makoto; MALONEY, David J.; YANG, Shyh Ming; JADHAV, Ajit; URBAN, Daniel Jason; (334 pag.)WO2017/91661; (2017); 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. 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H9ClO

The residue from the previous step was dissolved in 100 mL dioxane, was treated with bis(pinacolato)diboron (11.47 g, 45.2 mmol), potassium phosphate (28.8 g, 135 mmol), XPhos (0.215 g, 0.452 mmol) and (Xphos) palladium(II) phenethylamine chloride (0.334 g, 0.452 mmol) and was heated to 100 C. After stirring overnight, the reaction mixture was concentrated. Silica gel column chromatography (0-20% EtOAc/heptane) gave 2-(5-methoxy-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (7.80 g, 31.4 mmol, 69.6% yield over two steps). m/z (ESI) 249.3 (M+H)+.

According to the analysis of related databases, 54788-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics