Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 2732-80-1, name is 2-Bromo-1-chloro-4-methoxybenzene, 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 2732-80-1, name: 2-Bromo-1-chloro-4-methoxybenzene

4-Chloro-3-(4-fluorophenoxy)phenol; 2-Bromo-1-chloro-4-methoxybenzene (200 mg, 0.9 mmol), cesium carbonate (588 mg, 1.8 mmol), 4-fluorophenol (202 mg, 1.8 mmol), CuI (17 mg, 0.09 mmol) and N-methylpyrrolidine (1 mL) were sealed in a microwave vessel and heated in a microwave at 200 C. for 1800 s. The crude reaction mixture was purified by chromatography on silica gel. Elution with 10:90 ethyl acetate:heptane with a gradient to 30:70 ethyl acetate:heptane afforded 1-chloro-2-(4-fluorophenoxy)-4-methoxybenzene (112 mg, 0.44 mmol, 49%). 1-Chloro-2-(4-fluorophenoxy)-4-methoxybenzene (110 mg, 0.44 mmol) prepared above, was dissolved in DCM (5.00 mL) and stirred under argon at -78 C. Boron tribromide (1.0M in DCM, 2.20 mL) was then added and the reaction stirred at -78 C. for 1 h. The reaction was allowed to warm to ambient temperature overnight, quenched with saturated Na2CO3 (aq) and then the aqueous and organic layers were separated. The solvent was removed in vacuo and the crude product was purified by chromatography on silica gel. Elution with 2:98 ethyl acetate:heptane with a gradient to 20:80 ethyl acetate:heptane afforded 4-chloro-3-(4-fluorophenoxy)phenol (92 mg, 0.38 mmol, 87%). M.S. (ESI) (m/z): 237, 239 [M-H]-

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Reference:
Patent; N.V. Organon; US2007/185156; (2007); A1;,
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Application of 1940-29-0,Some common heterocyclic compound, 1940-29-0, name is 4-Bromo-3,5-dichloroaniline, molecular formula is C6H4BrCl2N, 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 solution of 4-bromo-3,5-dichloroaniline (1.00 g, 4.18 mmol) in Ac20 (5 mL) was added pyridine (0.1 mL). The reaction was stirred at room temperature for 2 h. The mixture was poured into 50 mL ice water and extracted with EA (20 mL X 3). The organic layer was washed with brine (50 mL), dried with Na2S04, and concentrated in vacuo to afford product (1 g, 85%). ESI-MS m/z calcd for [CsHeBrCkNOf [M+H]+: 2820; found: 282.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3,5-dichloroaniline, its application will become more common.

Reference:
Patent; GALECTO BIOTECH AB; ZETTERBERG, Fredrik; LEFFLER, Hakon; NILSSON, Ulf; (131 pag.)WO2018/11093; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl 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 6579-54-0, SDS of cas: 6579-54-0

General procedure: To a suspension of 2.5 mmol (2.5 equiv) of NaH (60% in oil) in 5 mL of anhydrous THF was added asolution of 188 mg (1 mmol) of 4-nitro-1-naphthylamine in 1 mL of THF. The mixture was stirred for 10 min at 0C,and 1 mmol of the appropriate benzenesulfonyl chloride was added. The mixture was stirred for 12 h at 25C, quenched with saturated NaHCO3 and extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous MgSO4 and concentrated. The crude products were purified by recrystallization and/or chromatography as noted below.

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Reference:
Article; Kril, Liliia M.; Vilchez, Valery; Jiang, Jieyun; Turcios, Lilia; Chen, Changguo; Sviripa, Vitaliy M.; Zhang, Wen; Liu, Chunming; Spear, Brett; Watt, David S.; Gedaly, Roberto; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 3897 – 3899;,
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Application of 30273-47-3, 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. 30273-47-3, name is 4-Bromo-5-chloro-2-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under ice-bath cooling, acetic anhydride (1.553 mL, 16.46 mmol), was added to a solution of 4-bromo-5-chloro-2-methylaniline (1.815 g, 8.23 mmol) in chloroform (20 mL), Potassium acetate (0.889 g, 9.05 mmol), a solution of 18-crown-6 (0.435 g, 1 ,646 mmol) in chloroform (5 mL) and then t-butyl nitrite (2.282 mL, 17.29 mmol) were then added sequentially and the mixture was refluxed at 78C for 16 h. The reaction mixture was cooled and stirred (under ice bath cooling) with saturated aqueous sodium bicarbonate solution (20 mL). The aqueous layer was separated and extracted with DCM (3 x 20 mL) and the organics combined and reduced. The resulting residue was purified twice by chromatography on silica gel, eluting with a gradient of 0-20% ethyl acetate in isohexane to afford the title compound as an orange solid (1.52 g). H NMR (CDCI3, 400MHz) delta ppm: 2.79 (3H, s), 8.03 (1 H, s), 8.06 (1 H, d, J 1 Hz), 8.64 (1 H, m).

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, 4-Bromo-5-chloro-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; BAILEY, James; KING, Nigel Paul; LIN, Xichen; REN, Feng; TAN, Kheng-Chuan; MAK, Sing Yeung; WO2011/72488; (2011); A1;,
Chloride – Wikipedia,
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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. 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H6BrClO

Palladium tetrakis (triphenylphosphine) (174 mg, 0.15 [MMOL)] was added in one portion to a stirred solution of the bromide of Preparation 6 (500 mg, 2.26 [MMOL)] and zinc cyanide (146 mg, 1.24 mmol) in [N, N-DIMETHYLFORMAMIDE] (3 [ML)] at room temperature under a nitrogen atmosphere. The reaction was heated at [100C] for 14 hours and then cooled to room temperature. The solvent was evaporated under reduced pressure and the residue was purified by chromatography on silica gel using ethyl acetate in cyclohexane as eluant (5: 95) to provide the title compound as a yellow oil (380mg). [1H-NMR] [(300MHZ,] [CDC13)] : [8 3.] 82 (s, 3H), 7.04 (s, 1 H), 7.12 (s, 1 H), 7.23 (s, [1 H).] Microanalysis : Found: C, 57.50 ; H, 3.63 ; N, 8.16. [C8H6CINO] requires; C, 57.33 ; H, 3.61 ; N, 8.36%.

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; PFIZER LIMITED; PFIZER INC.; WO2004/29051; (2004); 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. 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H5ClF3N

To a stirred solution of 25 (0.05 g, 0.05 mmol) in acetone(0.5 ml) was added K2CO3 (8 mg, 0.06 mmol) and N-phenyl trifluoroacetimidoylchloride (0.01 ml, 0.07 mmol) were added. The reactionmixture was stirred for 3 days under a dry atmosphere at rt.The reaction mixture was dried over MgSO4 and concentrated invacuo. Column chromatography yielded compound 26 (0.056 g,0.05 mmol) in >98% yield. TLC: Rf 0.76 (20% EtOAc/pentane); IR(neat, cm1): 3311, 2954, 2924, 2854, 2112, 1714, 1207, 1151,1112, 731, 696; 1H NMR (400 MHz, CDCl3): d = 7.65-6.78 (m,35H), 5.17-5.16 (m, 1H), 5.06-5.03 (m, 1H), 4.94-4.89 (m, 1H),4.80-4.75 (m, 3H), 4.59-4.55 (m, 3H), 4.46-4.37 (m, 1H), 4.15-3.91 (m, 6H), 3.78-3.58 (m, 5H), 1.07 (s, 9H); 13C NMR (101 MHz,CDCl3): d = 138.3, 138.2, 137.6, 137.5, 135.6, 133.3, 133.1, 129.9,128.8, 128.7, 128.6, 128.5, 128.4, 128.3, 128.2, 128.1, 128.0,127.9, 127.8, 127.6, 124.5, 119.4, 94.5, 77.53, 75.6, 75.1, 74.974.5, 73.6, 73.6, 72.7, 72.0, 70.4, 67.8, 62.7, 61.7, 59.7, 27.0; HRMS:[C64H66F3N7O9Si+Na] requires 1184.45356, found 1184.45410

According to the analysis of related databases, 61881-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; van der Es, Daan; Groenia, Nadia A.; Laverde, Diana; Overkleeft, Herman S.; Huebner, Johannes; van der Marel, Gijsbert A.; Codee, Jeroen D.C.; Bioorganic and Medicinal Chemistry; vol. 24; 17; (2016); p. 3893 – 3907;,
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Synthetic Route of 1996-29-8, The chemical industry reduces the impact on the environment during synthesis 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, I believe this compound will play a more active role in future production and life.

In a 500 ml round bottom flask1-Bromo-4-chloro-2-fluorobenzene(1-bromo-4-chloro-2-fluorobenzene, 20 g, 95.5 mmol)And methyl anthranilate (15.9 g, 105 mmol), Cesium carbonate (40.4 g, 124 mmol), bis (tri-tert-butylphosphine)Palladium (0.5 g, 1 mmol), and toluene And refluxed with stirring for 7 hours.Cooled to room temperature20 g of Celite 545 was added and stirred for 30 minutes.The reaction solution was filtered and concentrated under reduced pressure. ColumnTo obtain Compound 1 (20.6 g, 73.7 mmol) in a yield of 77.1%.

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, 1-Bromo-4-chloro-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chemical Co., Ltd.; Hong, Sung Gil; Kim, Yeon Hwan; Kim, Sung So; Ho, Jung Oh; Cho, Sung Mi; Kim, Hyung Suk; (37 pag.)KR101680413; (2016); B1;,
Chloride – Wikipedia,
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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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-2-chloro-1-fluorobenzene

To a solution of 4-bromo-2-chloro-1-fluorobenzene (20 g, 95 mmol) in THF (150mL) was added lithium diisopropylamide (55 mL, 2.0 M in THF, 110 mmol) dropwise at -78C. The resulting mixture was stirred at -78 C for 2 h. Then DMF (11 mL, 142 mmol) was added and the reaction mixture was stirred at -78 C for additonal 2 h. The reaction wasquenched with sat. NH4C1, and extracted with EtOAc. The combined organics were washed with brine, dried over Na2504, and concentrated. The crude residue was purified by flashchromatography to give the title compound. ?H NMR (400 MHz, DM50-cl6) 3 10.71 (s, 1H),8.36(dd,J=8.6Hz,4.7Hz, 1H), 8.18 (t,J 8.8 Hz, 1H).

According to the analysis of related databases, 60811-21-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHANG, Hongjun; BARR, Kenneth, Jay; LAPOINTE, Blair, T.; GUNAYDIN, Hakan; LIU, Kun; TROTTER, B., Wesley; (67 pag.)WO2017/75185; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 19752-55-7, A common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

In Nitrogen environment I-16(99 g, 208 mmol) was dissolved in in 600 mL tetrahydrofuran (THF), where the 1-bromo-3,5-dichlorobenzene(56.4 g, 250 mmol) and tetrakis( triphenylphosphine) palladium was stirred into the (2.40 g, 2.08 mmol) into a saturated potassium carbonate in water (71.9 g, 520 mmol) was heated to reflux at 80 ° C for 8 hours. After the reaction was completed, the reaction solution into water and extracted with dichloromethane (DCM) and then water was removed with anhydrous MgSO4, filter and was concentrated under reduced pressure. Thus the resulting residue was separated and purified by flash column chromatography to obtain the compound I-17(53.7 g, 79percent).

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheil Industries Co., Ltd; Lee, Han Ir; Yu, Uhn Sun; Kang, Dong Min; Kang, Uii Soo; Yang, Yong Tak; Oh, Jae Jin; Yu, Dong Gyu; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; Hong, Jin Suk; (59 pag.)KR2015/6758; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 38762-41-3, The chemical industry reduces the impact on the environment during synthesis 38762-41-3, name is 4-Bromo-2-chloroaniline, I believe this compound will play a more active role in future production and life.

4-bromo-2-chloroaniline (5 g, 24.2 mmol), cyclopropylboronic acid (4 g, 48.4 mmol), tricyclohexylphosphine (680 mg, 2.42 mmol), palladium acetate (271 mg, 1.21 mmol)and potassium carbonate (15.4 g, 72.6 mmol)were added to 130 mL of a mixture of toluene and water (V:V=25:1). The mixture was heated to 100C and stirred for 12 hours. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with elution system B to obtain the title compound 24a (2.5 g, yield 61.7%)as a yellow liquid. MS m/z (ESI): 168.1 [M+1]

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, 4-Bromo-2-chloroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Hengrui Medicine Co. Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; YANG, Fanglong; ZHANG, Ling; WANG, Chunfei; HE, Mingxun; HU, Qiyue; HE, Feng; TAO, Weikang; SUN, Piaoyang; (101 pag.)EP3395809; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics