Tag: M.W=200-300

Related Products of 96558-78-0, 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. 96558-78-0, name is 3-Bromo-5-chlorophenylamine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-bromo-5-chloro-aniline (280 mg, 1.36 mmol) in l,4-dioxane (5 ml) and H20 (0.5 ml) was added 4,4,5,5-tetramethyl-2- [ 1 -methylprop- 1 -enyl]- 1 ,3 ,2-dioxaborolane (296 mg, 1.63 mmol), Pd(dppf)Cl2 (99 mg, 0.14 mmol) and Cs2C03 (1.33 g, 4.07 mmol) under N2. The mixture was heated at 130 C for 12 h under N2. The solution was filtered and concentrated in vacuo. The residue was purified by FCC (25 % EtOAc in petroleum ether) to give the title compound as a green oil (Y = 81 %). LC- MS (ESI): m/z: [M+H]+ = 182.1

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-5-chlorophenylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); 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. 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, A new synthetic method of this compound is introduced below., Recommanded Product: 13745-86-3

The typical procedure for the iron-catalyzed cross-coupling reaction of imidoyl chlorides with alkylmagnesium halide was applied to form the title compound and the following reagents were employed: ll-chloro-dibenzo[b,fj[l,4]thiazepine ( 49 mg, 0.20 mmol), Fe(acac)3 (3.53 mg, 0.001 mmol), THF (2 mL) and N-methylpyrrolidone (0.2 mL), cyclohexyl magnesium chloride (2 M in Et2O, 0.20 mL, 0.40 mmol). Purification by flash chromatography (ethyl acetate/heptane 1:4) afforded 51.9 mg (89%) of the title compound as an oil. 1H NMR (400 MHz, CDCl3): delta 7.45-7.43 (IH, m), 7.04-7.36 (2H, m), 7.33-7.21 (4H, m), 7.16 (IH, d, J = 8.0, 1.6Hz), 7.02-6.98 (IH, m), 2.86 (IH, tt, J = 11.2, 3.2Hz), 2.19-2.15 (IH, m), 1.96-1.92 (IH, m), 1.86-1.70 (4H, m), 1.45-1.26 (4H, m).I3C NMR (100 MHz, CDCl3): delta 176.7, 149.0, 141.2, 139.4, 132.4, 131.8, 130.2, 129.1, 128.9, 128.5, 127.4, 125.4, 125.1, 49.1, 32.6, 30.2, 27.0, 26.4, 26.2.

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; ACADIA PHARMACEUTICALS INC.; WO2007/47776; (2007); 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. 50638-47-6, name is 4-Bromo-2-chloro-1-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H6BrClO

Step 2 Preparation of 3-chloro-4-methoxyphenylboronic acid Following the general procedure outlined in Synthetic Scheme I, 10.2 g (46.2 mmol) of 4-bromo-2-chloroanisole (Step 1) was converted to 3-chloro-4-methoxyphenylboronic acid: NMR (CDCl3) delta 3.83 (s, 3H), 6.57 (s, 2H), 6.83 (d, J=8 Hz, 1H), 7.64 (dd, J=1.5, 8 Hz, 1H), 7.77 (d, J=1.5 Hz, 1H).

According to the analysis of related databases, 50638-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; G.D. Searle & Co.; US5739166; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 115843-99-7, name is 4-Bromo-3-chloro-2-fluoroaniline, molecular formula is C6H4BrClFN, 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. Safety of 4-Bromo-3-chloro-2-fluoroaniline

To a solution of 4-bromo-3-chloro-2-fluoroaniline (25 g, 111 mmol) and di-iso-propylethylamine (48.5 ml, 278 mmol) in DCM (250 mL) cooled in an ice bath was added acetic anhydride (11 .05 ml, 117 mmol)over 1.5 h. The reaction was warmed to RT and stirred for 24 h. The reaction was washed with HCI (1 M, 250 mL), NaHCO3 (150 mL) and water (100 mL). The organic phase was dried (MgSO4) and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (gradient elution, 0-40% EtOAc/petrol) to give the title compound (23.8 g). 1H NMR (500 MHz, DMSO-de) 9.97 (5, 1H), 7.95-7.77 (m, 1H), 7.56 (dd, 1H), 2.10 (5, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 115843-99-7, its application will become more common.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; TAIHO PHARMACEUTICAL CO., LTD.; JOHNSON, Christopher Norbert; BUCK, Ildiko Maria; CHESSARI, Gianni; DAY, James Edward Harvey; FUJIWARA, Hideto; HAMLETT, Christopher Charles Frederick; HISCOCK, Steven Douglas; HOLVEY, Rhian Sara; HOWARD, Steven; LIEBESCHUETZ, John Walter; PALMER, Nicholas John; ST DENIS, Jeffrey David; TWIGG, David Geoffrey; WOODHEAD, Andrew James; (377 pag.)WO2019/167000; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 51419-59-1, These common heterocyclic compound, 51419-59-1, name is p-Tolylmethanesulfonyl chloride, 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.

No. B1-152: N-(1?-Methyl-2?-oxo-1?,2?-dihydrospiro[cyclobutane-1,3?-indol]-5-yl)-1-(4-methylphenyl)methanesulfonamide (0136) (0137) In a round-bottom flask which had been dried by heating, and under argon, 1-methyl-1,3-dihydro-2H-indol-2-one (1.00 g, 7 mmol) and 1,3-dibromopropane (2.06 g, 10 mmol) were dissolved in abs. N,N-dimethylformamide, and the mixture was stirred at room temperature for 5 min. The reaction solution was then cooled to 0° C., and sodium hydride (0.82 g, 20 mmol, 60percent strength dispersion) was then added a little at a time. The resulting reaction mixture was stirred for about 2 h, methanol (4 ml) was then added and after a further 5 min sat. ammonium chloride solution (15 ml) and water (200 ml) were added. The aqueous phase was extracted intensively with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification of the resulting crude product by column chromatography (gradient ethyl acetate/heptane) gave 1?-methylspiro[cyclobutane-1,3?-indol]-2?(1?H)-one (360 mg, 29percent of theory). 1H-NMR (400 MHz, CDCl3 delta, ppm) 7.52 (d, 1H), 7.27 (m, 1H), 7.09 (m, 1H), 6.77 (d, 1H), 3.20 (s, 3H), 2.67 (m, 2H), 2.33 (m, 4H). 1?-Methylspiro[cyclobutane-1,3?-indol]-2?(1?H)-one (360 mg, 1.92 mmol) was added to conc. acetic acid (5 ml), and fuming nitric acid (0.21 ml, 5.06 mmol) was then added carefully. The resulting reaction mixture was stirred at room temperature for 2 h and then diluted with ice-water. The aqueous phase was then repeatedly extracted with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification of the resulting crude product by column chromatography (gradient ethyl acetate/heptane) gave 1?-methyl-5?-nitrospiro[cyclobutane-1,3?-indol]-2?(1?H)-one (380 mg, 85percent of theory) as a colorless solid. 1H-NMR (400 MHz, CDCl3 delta, ppm) 8.38 (d, 1H), 8.26 (dd, 1H), 6.86 (d, 1H), 3.25 (s, 3H), 2.70 (m, 2H), 2.42 (m, 4H). In the next step, 1?-methyl-5-nitrospiro[cyclobutane-1,3?-indol]-2?(1?H)-one (450 mg, 1.55 mmol) and tin(II) chloride dihydrate (1.40 g, 6.20 mmol) were added together to abs. ethanol and stirred under argon at a temperature of 80° C. for 5 h. After cooling to room temperature, the reaction mixture was poured into ice-water and then adjusted to pH 12 using aqueous NaOH. The aqueous phase was then repeatedly extracted with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification of the resulting crude product by column chromatography (gradient ethyl acetate/heptane) gave 5?-amino-1?-methylspiro[cyclobutane-1,3?-indol]-2?(1?H)-one (230 mg, 66percent of theory) as a colorless solid. 1H-NMR (400 MHz, CDCl3 delta, ppm) 6.98 (d, 1H), 6.62 (m, 2H), 3.14 (s, 3H), 2.64 (m, 2H), 2.38-2.20 (m, 4H). Under argon, 5?-amino-1?-methylspiro[cyclobutane-1,3?-indol]-2?(1?H)-one (150 mg, 0.79 mmol) and (4-methylphenyl)methanesulfonyl chloride (156 mg, 0.76 mmol) were dissolved in abs. acetonitrile (5 ml) in a round-bottom flask which had been dried by heating, pyridine (0.11 ml, 1.38 mmol) and dimethyl sulfoxide (0.03 ml, 0.42 mmol) were then added and the mixture was stirred at room temperature for 6 h. The reaction mixture was then concentrated under reduced pressure, water, dil. hydrochloric acid and dichloromethane were added to the residue that remained and the aqueous phase was extracted repeatedly with dichloromethane. The combined organic phases were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification of the resulting crude product by column chromatography (gradient ethyl acetate/heptane) gave N-(1?-methyl-2?-oxo-1?,2?-dihydrospiro[cyclobutane-1,3?-indol]-5?-yl)-1-(4-methylphenyl)methanesulfonamide (118 mg, 46percent of theory) as a colorless solid. 1H-NMR (400 MHz, CDCl3 delta, ppm) 7.29 (m, 3H), 7.16 (d, 1H), 6.96 (br. s, 1H, NH), 6.61 (d, 1H), 4.30 (s, 2H), 3.13 (s, 3H), 2.62 (m, 2H), 2.33 (s, 3H), 2.32-2.17 (m, 4H).

The synthetic route of 51419-59-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FRACKENPOHL, Jens; BOJACK, GUIDO; HELMKE, HENDRIK; LEHR, STEFAN; MUELLER, THOMAS; WILLMS, LOTHAR; DITTGEN, JAN; SCHMUTZLER, DIRK; BICKERS, UDO; STREK, HARRY; BALTZ, RACHEL; (88 pag.)US2016/237035; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1996-29-8, 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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 1-bromo-4-chloro-2-fluorobenzene (5 g, 23.87mmol) in tetrahydrofuran (40 mL) was cooled to -78 C was added LDA, 2M inTHF/heptane/ethylbenzene (14.92 mL, 29.8 mmol) dropwise and the reaction mixture was stirred at this temperature for 30 mm. The solution was allowed to warm to -20 C and stirred for 30 mm. The reaction was cooled to -78 C and trimethyl borate (3.47 mL, 31.0 mmol) dissolved in THF (5 mL) was addeddropwise and the reaction mixture was warmed to -20 C and stirred for 1 h. The reaction mixture was cooled to -78 C and peracetic acid (16 mL, 84 mmol) was added dropwise and the mixture allowed to warm to rt and stirred for 12 h. The reaction mixture was cooled to 0 C and quenched with 5% aqueous ammonium chloride and extracted with ethyl acetate (2X50 mL). The combined organiclayers were washed with brine (50 mL). The organic layer was dried over sodium sulphate and concentrated under reduced pressure to yield 3-bromo-6-chloro-2- fluorophenol (4.99 g, 18.25 mmol, 76% yield) as yellow oil. LCMS (ESI) m/e 225.1 [(M+H), calcd for C6H4BrC1FO 224.9]; LC/MS retention time (method G): tR = 0.87 mm.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VRUDHULA, Vivekananda M.; PAN, Senliang; RAJAMANI, Ramkumar; MACOR, John E.; BRONSON, Joanne J.; DZIERBA, Carolyn Diane; NARA, Susheel Jethanand; KARATHOLUVHU, Maheswaran Sivasamban; WO2015/38112; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 89794-02-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 89794-02-5 name is 4-Bromo-2-chlorotoluene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

l-(3-Chloro-4-methylphenyl)-3-phenylpiperazine (compound of type 14, Figure 11): 2-phenyl- piperazine (0.13 g, 0.80 mmol), 2-Cl-4-Br-toluene (0.10 ml, 0.76 mmol), Pd2dba3 (0.07 g, 0.08 mmol), BINAP (0.048 g, 0.08 mmol) and OtBu (0.13 g, 1.14 mmol) were stirred in toluene (2 mL) at 80C. Aqueous work up, dichloromethane extraction and removal of volatiles was followed by flash chromatography separation using ethyl acetate gradient ( 10-60%) in hexanes to afford 0.13 g (56%) of l-(3–Chloro-4-methylphenyl)-3 -phenylpiperazine 14. 1H – NMR (CDC13, 400 MHz, delta ppm) 7.46-7.44 (m, 2H), 7.39-7.29 (m, 3H), 7.08 (d, / = 8.4 Hz, 1H), 6.91 (d, / = 2.8 Hz, 1H), 6.75 (dd, / = 8.8, 2.8 Hz, 1H), 3.96 (dd, / = 10.4, 2.8 Hz, 1H), 3.57-3.54 (m, 2H), 3.24 (dt, / = 11.6, 3.2 Hz, 1H), 2.86 (td, / = 11.6, 3.2 Hz, 1H), 2.68 (t, / = 11.2 Hz, 1H), 2.27 (s, 3H).

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

Reference:
Patent; SHIFA BIOMEDICAL CORPORATION; ABDEL-MEGUID, Sherin, Salaheldin; ABOU-GHARBIA, Magid; BLASS, Benjamin; CHILDERS, Wayne; ELSHOURBAGY, Nabil; GHIDU, Victor; MARTINEZ, Rogelio; MEYERS, Harold; MOUSA, Shaker, A.; WO2014/150395; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

a) ierf-Butyl 4-[(3-bromoimidazo[1 ,2-b]pyridazin-6-yl)amino]piperidine-1 -carboxylateA solution of 3-bromo-6-chloroimidazo[1 ,2-b]pyridazine (3.00 g, 12.9 mmol 1.0 eq) in NMP (15 ml_) was treated with te/f-butyl 4-aminopiperidine-1 -carboxylate (5.10 g, 25.8 mmol, 2.0 eq), DIPEA (5.60 mL, 32.3 mmol, 2.5 eq) and heated at 130C for 5 h. The reaction mixture was diluted with DCM (100 mL) and washed with de-ionised water (3 x 150 mL). The separated organic was concentrated in vacuo and column chromatography (10-80% EtOAc/pet ether) gave a brown solid (3.01 g, 59%); 1H NMR (400 MHz, DMSO-d6) delta ppm 7.71 (d, J=9.6 Hz, 1 H), 7.48 (s, 1 H), 7.10 (d, br, J=7.3 Hz, 1H), 6.68 (d, J=10.1 Hz, 1H), 3.87-3.82 (m, 3H), 3.02-2.93 (m, 2H), 2.02-1.98 (m, 2H), 1.41 (s, 9H), 1.40-1.31 (m, 2H); m/z (ES+APCI)+: 396/398 [M+H]+.

The synthetic route of 13526-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 823-57-4,Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

(1H-indol-2-yl)boronic acid ((1H-indol-2-yl) boronic acid) (100 g, 0.621 mol) 2-Bromo-5-chloroaniline (2-bromo-5-chloroaniline) (115 g, 0.558 mol) Was dissolved in toluene (Toluene), EtOH, H2O 1000 mL: 200 mL: 200 mL , Pd (PPh3) 4 (35.8 g, 0.031 mol) and NaHCO3 (156.5 g, 1.863 mol) were added and stirred at 100 ° C for 3 hours. After completion of the reaction, MC and distilled water are added to the reaction solution to be extracted. After drying with anhydrous MgSO 4, the solvent was removed using a rotary evaporator to obtain Compound 1-1 (110 g, 74percent) in liquid form.

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; L Ti Material Co., Ltd.; Ji Hye-su; Oh Han-guk; Lee Yun-ji; Jeong Won-jang; Choi Jin-seok; Choi Dae-hyeok; (217 pag.)KR2019/33911; (2019); 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. 50638-46-5, name is 4-Bromo-3-chloroanisole, A new synthetic method of this compound is introduced below., COA of Formula: C7H6BrClO

Under an argon atmosphere, 1-bromo-2-chloro-4-methoxybenzene (44.3 g) was dissolved in toluene (220 ml), ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate (60.8 g), water (132 ml), sodium hydrogen carbonate (33.6 g) and dichlorobis(triphenylphosphine)palladium(II) (2.8 g) were added, and the mixture was stirred at an oil bath temperature of 120 C. for 7 hr. To the reaction mixture was added ethyl 2-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoate (5.2 g), and the mixture was further stirred for 2 hr. The reaction mixture was cooled to room temperature, toluene (100 ml) and water (200 ml) were added, and the mixture was stirred overnight. To the reaction mixture was added activated carbon (3 g), and the mixture was further stirred for 1 hr. The insoluble material was filtered off through celite, and the insoluble material was washed with toluene (100 ml) and water (200 ml). The obtained filtrates were combined to allow for layer separation. The obtained organic layer was washed with water (100 ml), and the solvent was evaporated to give the title compound (67.7 g). [0120] 1H-NMR (400 MHz, DMSO-D6) delta: 7.88-7.86 (1H, m), 7.63 (1H, td, J=7.6, 1.4 Hz), 7.51 (1H, td, J=7.6, 1.4 Hz), 7.27 (1H, dd, J=7.6, 0.9 Hz), 7.18 (1H, d, J=8.6 Hz), 7.06 (1H, d, J=2.6 Hz), 6.95 (1H, dd, J=8.6, 2.6 Hz), 4.01 (2H, m), 3.80 (3H, s), 0.96 (3H, t, J=7.1 Hz)

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; JAPAN TOBACCO INC.; Motomura, Takahisa; Shomi, Gakujun; US2014/296315; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics