Tag: M.W=200-300

Synthetic Route of 204930-37-0, 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. 204930-37-0, name is 5-Bromo-1,3-dichloro-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 3; 5-bromo-2-(bromomethyl)- 1 ,3-dichlorobenzene; Heat a solution of 5-bromo-l,3-dichloro-2-methylbenzene (97 mg, 0.40 mmol),N-bromosuccinimide (76 mg, 0.425 mmol) and benzoyl peroxide (16 mg, 0.06 mmol) in CCl4 (5 mL) to reflux for 3 hours under N2. Cool the reaction to room temperature and concentrate to an orange residue. Purify the residue by silica gel chromatography eluting with hexanes to afford 112 mg (87percent) of the product as white crystals.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1,3-dichloro-2-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/127763; (2007); A2;,
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Adding a certain compound to certain chemical reactions, such as: 1481-63-6, name is 1-Bromo-2,4-dichloro-5-fluorobenzene, 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 1481-63-6, COA of Formula: C6H2BrCl2F

EXAMPLE In a 500 ml three-necked flask equipped with reflux condenser and vane stirrer, 243.89 g (1 mol) of 5-bromo-2,4-dichlorofluorobenzene, 80.61 g (0.9 mol) of copper(I) cyanide and 70 g (0.81 mol) of dimethylacetamide are initially introduced into the reaction vessel and heated to 150 C. The reaction suspension is maintained for a further 4 to 5 hours at this temperature with vigorous stirring. Subsequently, it is cooled to 40 C. to 50 C. and the precipitated salts are filtered off by suction. The filter cake is washed 3 times each with 50 ml of methylene chloride and the combined organic phases are fractionally distilled together with the mother liquor. In addition to 39.0 g of 5-bromo-2,4-dichlorofluorobenzene, 127.6 g (80.1%) of 2,4-dichloro-5-fluorobenzonitrile are obtained, relative to reacted 5-bromo-2,4-dichlorofluorobenzene, having a purity (GC) >98%.

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Reference:
Patent; Hoechst Aktiengesellschaft; US5187295; (1993); A;,
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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. 179897-90-6, name is 1,3-Dibromo-2-chloro-5-fluorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H2Br2ClF

EXAMPLE 185 6-(3-Bromo-2-chloro-5-fluorophenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 285, Structure 4 of Scheme II, where R1 =3-bromo-2-chloro-5-fluorophenyl) This compound was prepared according to General Method 2 (EXAMPLE 9) from Compound 9 (143.3 mg, 0.45 mmol) and 1-chloro-2,6-dibromo-4-fluorobenzene (129.9 mg, 0.45 mmol). The crude material was purified by flash column chromatography (50 mL silica, hexane) followed by reverse phase preparatory TLC (1000 mL ODS, 80% methanol/water) to afford 4.3 mg (3%) of Compound 285. Data for Compound 285: 1 H NMR (400 MHz, acetone-d6) 7.50 (dd, J=7.8, 3.0, 1 H), 7.19 (dd, J=9.2, 3.0, 1 H), 7.10 (d, J=2.0, 1 H), 7.03 (dd, J=8.1, 2.0, 1 H), 6.55 (d, J=8.3, 1 H), 5.61 (s, 1 H), 5.37 (s, 1 H), 1.97 (s, 3 H), 1.29 (s, 6 H).

The synthetic route of 179897-90-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693646; (1997); A;,
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Electric Literature of 174913-12-3,Some common heterocyclic compound, 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, molecular formula is C7H6BrClO, 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.

A solution of 1-bromo-3-chloro-5-methoxybenzene (50.0 g, 226 mmol) in dichloromethane (200 mL) was treated with boron tribromide (226 mL, 226 mmol, 1.0 M solution in dichloromethane) and the mixture stirred for 4 h at rt. Additional boron tribromide (678 mL, 678 mmol, 1.0 M solution in dichloromethane) was added and the reaction stirred overnight. The mixture was quenched with water, and the organic phase separated and concentrated to dryness. The residue was dissolved in hexanes and extracted with 1.0 N sodium hydroxide. The aqueous layer was isolated, acidified with 1.0 N hydrochloric acid and extracted with ethyl acetate. The organic layer was isolated, washed with brine, dried over magnesium sulfate, filtered and concentrated to give 43 g of the title compound. 1H NMR (DMSO-c/6) delta 10.36 (s, 1 H), 7.01 – 7.10 (m, 1 H), 6.86 – 6.94 (m, 1 H), 6.75 – 6.84 (m, 1 H).

The synthetic route of 174913-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 174913-12-3, name is 1-Bromo-3-chloro-5-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 174913-12-3, COA of Formula: C7H6BrClO

steps 1 and 2-A solution of 1-bromo-3-chloro-5-fluoro-benzene (42a, 55 g, 263 mmol) was cooled to 0 C. and treated with a 25% methanolic sodium methoxide solution (68 mL, 315 mmol) and heated to 40 C. for 3 h. The solution was cooled and partitioned between water (1 L) and a 1:1 mixture of hexane/diethyl ether (3¡Á200 mL). The combined extracts were washed with brine (60 mL), dried (Na2SO4), filtered and the solvents evaporated in vacuo to afford 42b as an oil (57.3 g, 92% pure, 238 mmol). The ether 42b (43 g, 173 mmol) was treated with glacial HOAc (150 mL) and 48% aqueous HBr (100 mL) and heated to 120 C. After 40 h, the volatiles were removed while heated to 80 C. and then cooled to RT. The residue was partitioned between water (100 mL) and DCM (3¡Á250 mL). The combined extracts were washed with H2O (50 mL), aqueous NaHCO3 solution (2¡Á50 mL), brine (50 mL), and (MgSO4). The solvents were removed to afford 23.3 g of 42c as a grey solid.

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-3-chloro-5-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2006/25462; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, 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 13526-66-4, Safety of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

General procedure: Example 15-5 General procedure for the synthesis of 3-bromo-6-R1-imidazo[1,2-b]pyridazine 4*. (R1= aminyl) by amine (R1H) displacement A mixture of 3-bromo-6-chloroimadazo[1,2-b]pyridazine 2*a (15 g, 64.52 mmol, 1 eq.), the appropriate amine (R1H, 96.78 mmol, 1.5 eq.) and DIPEA (16.90 ml, 96.78 mmol, 1.5eq.) in ethanol (15 ml) was placed in the CEM Microwave and stirred and heated at 160 C for 10 minutes and 180 C for 2 hours. The solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate, washed with water (twice) and brine and then filtered through a pad of silica and washed with ethyl acetate. The organic solvent was evaporated under reduced pressure and the crude residue was slurried in hexane/10% ether. The crystalline product was filtered and washed with hexane/ 10% ether and dried to give the intermediate 3-bromo-6-R1-imidazo[1,2-b]pyridazine 4*.

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Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline, 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 64628-73-5, Recommanded Product: 64628-73-5

General procedure: To a solution of 6 (0.13 mmol, 1 eq) in THF (0.5 mL, 0.26M) in a 1-dram vial at room temperature aniline/heterocyclic amine (0.13 mmol, 1 eq) was added in one portion. The vial was sealed and the mixture heated to reflux for 16 hours to yield crude 7. For compounds 8, after cooling to room temperature, N,N-Diisopropylethylamine (0.143 mmol, 1.1 eq) and isobutyl chloroformate (0.143 mmol, 1.1 eq) were added and the reaction was stirred for 30 minutes at room temperature. For primary carboxamide congeners, ammonium hydroxide (1mL) was added and the reaction was stirred for an additional hour at room temperature. For substituted amide analogs, desired amine (0.26, 2 eq) was added instead of ammonium hydroxide and stirring was continued for an additional 2 hours. The reaction was then diluted with ether (1mL), the layers were separated and the aqueous layer was extracted with ether (3x2mL). The organic layers were passed through a phase separator and concentrated in vacuo, and then crude product was purified using preparative HPLC (30x50mm column, MeCN/0.1% TFA: Water, 4 min gradient) to yield desired compounds 8.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Fulton, Mark Gallant; Loch, Matthew Thomas; Cuoco, Caroline Anne; Rodriguez, Alice Lambert; Days, Emily; Vinson, Paige Newton; Kozek, Krystian Andrezej; Weaver, Charles David; Blobaum, Anna Louise; Conn, Peter Jeffrey; Niswender, Colleen Marie; Lindsley, Craig William; Letters in drug design and discovery; vol. 16; 12; (2019); p. 1387 – 1394;,
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Reference of 61881-19-4,Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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: Add sodium acetate, trifluoroethylimidyl chloride (II), hydrazone (III), and 1 mL of organic solvent to the 35 mL Schlenk tube according to the raw material ratio in Table 1.Mix and stir well. After the reaction is completed according to the reaction conditions in Table 2, 2-4 hours,Add elemental iodine, continue the reaction for 1-2 hours, filter, and stir the sample in silica gel.After purification by column chromatography, the corresponding 5-trifluoromethyl-substituted 1,2,4-triazole compound (I) is obtained. The reaction process is shown by the following formula:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, its application will become more common.

Reference:
Patent; Zhejiang Sci-Tech University; Chen Zhengkai; Hu Sipei; Yang Zuguang; (10 pag.)CN110467579; (2019); A;,
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Related Products of 50638-46-5, The chemical industry reduces the impact on the environment during synthesis 50638-46-5, name is 4-Bromo-3-chloroanisole, I believe this compound will play a more active role in future production and life.

Step C: Preparation of a-(2-chloro-4-methoxyphenyl)- 1 -(2,6-difluorophenyl)- 1H- imidazole-5 -methanol; To a mixture of l-bromo-2-chloro-4-methoxybenzene (5.31 g, 24.0 mmol) in tetrahydrofuran (40 mL) cooled in an ice-water bath was added dropwise isopropylmagnesium chloride lithium chloride complex (1.3 M tetrahydrofuran, 18.4 mL, 24.0 mmol) over 15 minutes. The reaction mixture was allowed to warm to ambient temperature (about 20 C) and stirred for 16 h. After 16 h, the reaction mixture was cooled to 0 C and l-(2,6-difluorophenyl)-lH-imidazole-5-carboxaldehyde (i.e. the product of Step B) (2.50 g, 12.0 mmol) in tetrahydrofuran (10 mL) was added dropwise. The reaction mixture was stirred for about 15 minutes, and then saturated aqueous ammonium chloride solution (about 3 mL) was added. After about 5 minutes more saturated aqueous ammonium chloride solution (about 100 mL) was added and the resulting mixture was extracted with ethyl acetate (100 mL). The organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound as a white solid (2.77 g).in NMR (CDCI3): delta 7.51 (s, 1H), 7.43 (m, 1H), 7.38 (d, 1H) 7.1-7.0 (m, 2H), 6.9 (m, 1H), 6.82 (m, 1H), 6.78 (m, 1H), 5.98 (m, 1H), 3.80 (s, 3H), 2.4 (m, 1H).

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-3-chloroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; BEREZNAK, James, Francis; KAR, Moumita; TAGGI, Andrew, Edmund; CHEN, Yuzhong; WO2012/44650; (2012); A1;,
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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. 771583-81-4, name is 4-Chloro-2-(trifluoromethyl)benzylamine, A new synthetic method of this compound is introduced below., Formula: C8H7ClF3N

5-((4- (ethylsulfonyl) benzyl) carbamoyl) -2- (2-fluoroethoxy) benzoic acid (200.0 mg, 0.5 mmol), HATU (278.6 mg, 0.7 mmol) and DIPEA (189.0 mg, 1.5 mmol) was dissolved in tetrahydrofuran (10 mL), and after stirring at room temperature for 0.5 hours, 4-chloro-2- (trifluoromethyl) benzylamine (153.6 mg, 0.7 mmol) was added. At room temperature After reacting for 4 hours, an appropriate amount of water was added and extraction was performed 3 times with ethyl acetate. The organic phases were combined and washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The concentrate was purified by preparative high performance liquid chromatography to obtain the title compound (150.0 mg, yield: 51%) in this step.

The synthetic route of 771583-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Chunchi; Liu Jinming; Ren Yun; Cai Jiaqiang; Wang Lichun; Wang Jingyi; (42 pag.)CN110724075; (2020); A;,
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