Category: 823-57-4

Related Products 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.

2-Bromo-5-chloroaniline 81a (4.13g, 20.0mmol), was dissolved in 50mL ethyl acetate was added 1- (t-butoxycarbonyl) azetidine-3-carboxylic acid (4.83g, 24.0 mmol), triethylamine (4.05g, 40.00mmol), 0°C dropwise tri-n-propyl phosphoric anhydride (74.35g, 116.84mmol), stirred for 16 hours at room temperature. 50mL of water was added, extracted with ethyl acetate (50mL × 3), the combined organic phase was washed with water (50mL × 2), washed with saturated sodium chloride solution (50mL × 2), dried over anhydrous sodium sulfate, filtered, and the filtrate under reduced pressure and concentrated to give tert-butyl 3 – ((2-bromo-5-chlorophenyl) carbamoyloxy azetidine-1-carboxylate 81b (7.3g, pale yellow solid), yield: 84.3percent.

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

Reference:
Patent; Nanjing Mingde New Drug Research And Development Co. Ltd; HE, HAI-YING; SHI, WEI-HUA; JIANG, ZHI-GAN; HAN, LI-XIA; SUN, JI-KUI; LI, JIAN; CHEN, SHU-HUI; (175 pag.)TW2016/5834; (2016); A;,
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

Electric Literature of 823-57-4, A common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

The corresponding imidazopyridine (0.2 mmol) was added sequentially to a 25 ml Schlenk tube filled with oxygen and equipped with a magnetic stirrer at room temperature.Cuprous bromide (0.02 mmol), 2-bromo-5-chloroaniline (0.4 mmol),1,10-azaphenanthroline (0.04 mmol), potassium carbonate (0.6 mmol),Carbon disulfide (0.6 mmol) and toluene (2.0 mL) were added by syringe under oxygen.The reaction tube was placed in a 110 C oil bath and stirred for 12 hours.The resulting solution was cooled to room temperature, and 2 mL of deionized water was added to the reaction solution.Mix well, each time with 3mL of ethyl acetate as extractant through liquid separation extraction operation,The crude product is extracted from the reaction solution, and the extract is combined.The solvent was removed by a rotary evaporator; the residue was purified on a silica gel column (silica gel, 200 to 300 mesh, eluent, petroleum ether/ethyl acetate (10:1 v/v)).The target product was obtained in 65.2 mg, yield 83%.

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

Reference:
Patent; Qingdao University of Science and Technology; Yang Daoshan; Yan Qiuli; (17 pag.)CN110294757; (2019); A;,
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. 823-57-4, name is 2-Bromo-5-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H5BrClN

2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphorinane 2,4,6-trioxide (50 wtpercentsolution in ethyl acetate, 8.1 mL, 13.6 mmol) was added slowly to a stirred solution of2-15 bromo-5-chloroaniline (1.5 g, 7.27 mmol), thiane-4-carboxylic acid (1.0 g, 6.84 mmol)and pyridine (2.7 mL, 33.4 mmol) in ethyl acetate (14 mL) at ooc under nitrogen. Thereaction mixture was allowed to warm slowly to 20°C and stirred for 64 h. The resultantsuspension was diluted with ethyl acetate (20 mL) and quenched with water (30 mL).The solids were collected by filtration, washing sequentially with ethyl acetate (2 x 2020 mL), water (20 mL) and diethyl ether (2 x 20 mL). The solids were dried at 50°C invacuo for 16 h, to afford the title compound (2.08 g, 86percent) as a pink powder. DH (500MHz, DMSO-d6) 9.51 (br s, 1H), 7.71-7.65 (m, 2H), 7.21 (dd, J8.6, 2.6 Hz, 1H), 2.71-2.62 (m, 4H), 2.57 (tt, J 11.5, 3.1 Hz, 1H), 2.19-2.08 (m, 2H), 1.78-1.63 (m, 2H). HPLCMS(method 5): MH+ m/z 334, RT 1.90 minutes.

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

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; DEBOVES, Herve Jean Claude; FOLEY, Anne Marie; FOULKES, Gregory; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; QUINCEY, Joanna Rachel; SCHULZE, Monika-Sarah Elisabeth Dorothea; SELBY, Matthew Duncan; SMALLEY, Adam Peter; TAYLOR, Richard David; TOWNSEND, Robert James; ZHU, Zhaoning; (278 pag.)WO2018/229079; (2018); 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. 823-57-4, name is 2-Bromo-5-chloroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 823-57-4

General procedure: To a solution of 2-bromoaniline (1.0 equiv.) and N,N-diisopropylethylamine (2.4 equiv.) in toluene was added cis-1,4-dichlorobut-2-ene (1.8 equiv.). The mixture was stirred at reflux until complete consumption monitored by TLC. The reaction was cooled to room temperature, diluted with water, and extracted with EtOAc. The combined organic layers were washed with saturated NaCl solution and dried over Na 2 SO 4 . The solvents were removed under reduced pressure, purified by flash chromatography to give the pure or crude desired product 3. The product 3 was dissolved in anhydrous THF, then was cooled to -78 oC, n-BuLi (1.2 equiv., 2.5 mol/L in n-hexane) was added dropwise to the mixture and keep temperature no more than -50 oC, the mixture was stirred for 30 minutes, (COOR3) 2 (1.0-1.2 equiv.) in THF was added dropwise at -78 oC and stirred at -78 oC for 2 h. The reaction was warmed to room temperature slowly, then quenched with saturated NH 4 Cl solution, and extracted with EtOAc. The combined organic layers were washed with saturated NaCl solution and dried over Na 2 SO 4 . The solvents were removed under reduced pressure, purified by flash chromatography to give the desired product 1.

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:
Article; Du, Hong-Jin; Lin, Chao; Wen, Xiaoan; Xu, Qing-Long; Tetrahedron; vol. 74; 52; (2018); p. 7480 – 7484;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature 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.

2-Bromo-5-chloroaniline 81a (4.13g, 20.0mmol), was dissolved in 50mL ethyl acetate was added 1- (t-butoxycarbonyl) azetidine-3-carboxylic acid (4.83g, 24.0 mmol), triethylamine (4.05g, 40.00mmol), 0°C dropwise tri-n-propyl phosphoric anhydride (74.35g, 116.84mmol), stirred for 16 hours at room temperature. 50mL of water was added, extracted with ethyl acetate (50mL × 3), the combined organic phase was washed with water (50mL × 2), washed with saturated sodium chloride solution (50mL × 2), dried over anhydrous sodium sulfate, filtered, and the filtrate under reduced pressure and concentrated to give tert-butyl 3 – ((2-bromo-5-chlorophenyl) carbamoyloxy azetidine-1-carboxylate 81b (7.3g, pale yellow solid), yield: 84.3percent.

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

Reference:
Patent; Nanjing Mingde New Drug Research And Development Co. Ltd; HE, HAI-YING; SHI, WEI-HUA; JIANG, ZHI-GAN; HAN, LI-XIA; SUN, JI-KUI; LI, JIAN; CHEN, SHU-HUI; (175 pag.)TW2016/5834; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 823-57-4, 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. 823-57-4, name is 2-Bromo-5-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

HCl (500ml) for 2-bromo-5-chloroaniline (50 g, 242.16 mmol) and the mixture stirred at 0 while NaNO2 (17.5g, 253.62 mmol) to H2O (50ml) was added dropwise dissolved in a -10 after 1 hour It was stirred. The KI (44.2g, 266.26mmol) was stirred was dropwise added, dissolved in H2O (50ml) one hour at 0 . After completion of the reaction with ethyl acetate and filter the solidExtracts were dried over MgSO4 and the organic layer was filtered under reduced pressure. The filtered organic layer was evaporated under reduced pressure to a rear purified by column chromatography to the desired compound 1-bromo-4-chloro-2-iodobenzene (62 g,Yield: 66%) was obtained.

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

Reference:
Patent; Doosan Corporation; Kim, Tae Hyung; Bae, Hyung Chan; Lee, Chang Jun; Sin, Jin Yong; Jo, Hyun Chong; Baek, Young Mi; Rah, Jong Gyu; Park, Ho Chul; (46 pag.)KR2015/8658; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

823-57-4, name is 2-Bromo-5-chloroaniline, 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. Formula: C6H5BrClN

Step 2: Preparation of Compound a26 (0680) (0681) To a solution of Compound a25 (1 g, 4.84 mmol) in pyridine (8 mL) was added sodium hydride (0.21 g, 5.33 mmol) and acetyl chloride (0.42 ml, 5.81 mmol), and the solution was stirred at 80° C. for 1 hour. To the reaction solution was added water, and the solution was extracted with ethyl acetate twice. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. To a solution of the obtained residue in THF/methanol (1:1, 9 ml) was added 2 mol/L sodium hydroxide aqueous solution (2.6 ml, 5.16 mmol), and the solution was stirred at room temperature for 30 minutes. To the reaction solution was added water, and the solution was extracted with ethyl acetate twice. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. To the obtained residue was added ethyl acetate (5 ml), and the mixture was dissolved in a water bath of 80° C. After cooled to room temperature, hexane (5 ml) was added to the solution, and the precipitated solid was filtered, washed with isopropyl ether (5 ml), and dried under reduced pressure to Compound a26 (674.4 mg, yield: 53percent) as a pale brown solid. (0682) 1H-NMR (CDCl3) delta: 8.46 (s, 1H), 7.59 (s, 1H), 7.45 (d, 1H, J=8.5 Hz), 6.97 (d, 1H, J=8.5 Hz), 2.25 (s, 3H).

The synthetic route of 823-57-4 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; TANAKA, Nobuyuki; KANDA, Yasuhiko; KIOI, Yoshiyuki; TATENO, Yusuke; KIDA, Shiro; YAMANE, Junji; (163 pag.)US2017/158704; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route 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.

Compound 16-3 (0417) A solution of 16-2 (3.778 g, 18.43 mmol), Bis(pinacolato)diboron (8.5 g, 33.17 mol), KOAc (3.2 g, 36.86 mmol) and Pd(dppf)2Cl2DCM (500 mg, 0.92 mmol) in DMSO (50 mL) was stirred at 85¡ã C. for 2.5 h. TLC showed that the reaction was complete. Water (60 mL) was added and the mixture was extracted with ethyl acetate (60 mL¡Á3). The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by silica gel column (PE:EA=10:1) to afford 16-3 as a yellow solid (5.0 g, yield 100percent).

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

Reference:
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, 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. Computed Properties of C6H5BrClN

To a solution of 5-bromo-2-chloroaniline (2.06 g, 9.88minol) in propane-1,2,3-triol (4.23 g, 45.90 minol) was added FeSO4.7H20 (520 mg, 1.87 minol) and sulfuric acid (3 g, 29.67 minol) at room temperature. The resultingminxture was stirred for 4 h at 120 ¡ãC. After cooling to room temperature, the reactionminxture was adJusted to pH 13 using sodium hydroxide solution (2 M). The resultingminxture was extracted with ethyl acetate (50 mL x 3). The organic phases were combined, washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with EtOAc in hexane (0percent to 94percent gradient) to yield 5-bromo-8-chloroquinoline as yellow solid (760 mg, 32percent). MS: m/z = 243.8 [M+Hj.

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

Reference:
Patent; MERCK PATENT GMBH; SHERER, Brian A.; BRUGGER, Nadia; (546 pag.)WO2017/106607; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics