Tag: M.W=200-300

Application of 328-72-3,Some common heterocyclic compound, 328-72-3, name is 3,5-Bis(trifluoromethyl)chlorobenzene, molecular formula is C8H3ClF6, 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.

Example 9 Synthesis of 3,5-bis(trifluoromethyl)cinnamide (Method I) 0.512 g (7.2 mumol) of acrylamide, 38.7 mg (120 mumol) of NBu4Br, 6.7 mg (30 mumol) of palladium acetate and 26.7 mg (120 mumol) of phenyldi(t-butyl)phosphine are weighed into a Schlenk vessel. 1.49 g (6 mmol) of 3,5-bis(trifluoromethyl)chlorobenzene and 1.53 ml (7.2 mmol) of dicyclohexylmethylamine and also 3.5 ml of dimethylacetamide are then added. The Schlenk vessel is placed in a heating bath at 130 C. and the contents are stirred. After 4 hours, the contents are poured into 30 ml of water, the solid product is filtered off with suction and washed with about 50 ml of water. Light-grey solid, yield after drying: 1.63 g (96% of theory).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Bis(trifluoromethyl)chlorobenzene, its application will become more common.

Reference:
Patent; Rampf, Florian; Eckert, Markus; US2003/105353; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1435-50-3, name is 2-Bromo-1,4-dichlorobenzene, 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 1435-50-3, SDS of cas: 1435-50-3

(1) 1-(2-Diethylaminoethyl)-4-trifluoromethyl-6-iodo-3-hydroxy-3-(2,5-dichlorophenyl)oxindole The title compound (137 mg, 51%) was prepared from 1-(2-diethylaminoethyl)-4-trifluoromethyl-6-iodoisatin (200 mg, 0.454 mmol) and 2,5-dichlorobromobenzene by the procedure similar to that described Example 92(1). 1H-NMR (CDCl3) delta 8.08 (brs, 1H), 7.61 (s, 1H), 7.55 (s, 1H), 7.27 (dd, 1H, J=2.4, 8.6 Hz), 7.15 (d, 1H, J=8.6 Hz), 3.93-4.03 (m, 1H), 3.70-3.80 (m, 1H), 2.53-2.82 (m, 6H), 1.02 (t, 6H, J=7.1 Hz).

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:
Patent; Sumitomo Pharmaceuticals Co., Ltd.; US6576656; (2003); B1;,
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. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

93 mul (730 timol) of 2-bromo-4-chloro-1-fiuorobenzene, 100 mg (735 timol) of 4-(trifluoromethyl)-1H-imidazole, 305 mg (2.20 mmol) of potassium carbonate and 3.7 ml of DMF were stirred in the microwave at 130C for 3 hours. After cooling, 40 ml of methyl tert-butyl ether and 15 ml of waterwere added. After phase separation, the aqueous phase was extracted with methyl-tert-butyl ether. The combined organic phases were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by preparative HPLC (acetonitrile/water gradient with addition of 0.1% formic acid). Yield: 58 mg (24% of theory).LC/MS [Method 1]: R = 1,06 mm; MS (ESIpos): m/z = 327 [M+H],?H-NMR (400 MHz, DMSO-d6): oe [ppm] = 8.18 (t, 1H), 8.13 (s, 1H), 8.08 (t, 1H), 7.71-7.66 (m,2H).

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; BAYER PHARMA AKTIENGESELLSCHAFT; JIMENEZ NUNEZ, Eloisa; ACKERSTAFF, Jens; ROeHRIG, Susanne; HILLISCH, Alexander; MEIER, Katharina; HEITMEIER, Stefan; TERSTEEGEN, Adrian; STAMPFUSS, Jan; ELLERBROCK, Pascal; MEIBOM, Daniel; LANG, Dieter; (399 pag.)WO2017/5725; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 33863-76-2, 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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 1-bromo-3-chloro-5-fluorobenzene (50.0 g, 239 mmol) in DMF (300 ml.) was treated with sodium methoxide (15.5 g, 286 mmol) and the reaction was stirred overnight at rt. The mixture was diluted with ethyl acetate (500 mL) and washed with water (700 mL). The organic layer was isolated, washed with brine, dried over magnesium sulfate, filtered, and concentrated to give 51.0 g of the title compound which was used without purification. 1H NMR (DMSO-c/6) delta 7.23 (t, 1 H), 7.13 – 7.15 (m, 1 H), 7.05 (t, 1 H), 3.77 (s, 3 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, 1-Bromo-3-chloro-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 63624-28-2,Some common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, molecular formula is C8H9ClO4S, 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.

EXAMPLE 86 5-Ethoxy-3-(2-ethoxycarbonyl-1-ethoxycarbonylhydrazino)-1,3-dihydro-1-(2,4-dimethoxybenzenesulfonyl)-3-phenylindol-2-one This compound is prepared according to the procedure described in EXAMPLE 1 from 0.500 g of 5-ethoxy-3-(2-ethoxycarbonyl-1-ethoxycarbonylhydrazino)-1,3-dihydro-3-phenylindol-2-one and 0.280 g of 2,4-dimethoxybenzenesulfonyl chloride. The expected product is obtained after crystallization from a DCM/iso ether mixture. m=0.383 g. M.p.=228-229 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dimethoxybenzene-1-sulfonyl chloride, its application will become more common.

Reference:
Patent; Sanofi; US5594023; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1996-29-8, 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. 1996-29-8 name is 1-Bromo-4-chloro-2-fluorobenzene, 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.

1. Preparation of 3-bromo-6-chloro-2-fluorophenol; A solution of 1-bromo-4-chloro-2-fluorobenzene (20.4 g, 0.100 mol) in tetrahydrofuran (THF; 50 mL) was slowly added to lithium diisopropyl amide (LDA; 0.125 mol) in THF (600 mL) at -50 C. After addition the solution was warmed to -20 C. and then cooled to -50 C. and a solution of trimethyl borate (13.5 g, 0.130 mol) in tetrahydrofuran (20 mL) was added slowly and the temperature was warmed to -20 C. The mixture was then cooled to -70 C. and solution of peracetic acid (32% in acetic acid, 0.150 mol) was slowly added and the mixture was warmed to ambient temperature. Water (250 mL) was added and solution extracted with ethyl acetate (2×200 mL). The combined organic phases were dried and concentrated. The black oil was purified by column chromatography (20% ethyl acetate in hexanes) to give 3-bromo-6-chloro-2-fluorophenol (14.1 g, 0.063 mol): 1H NMR (CDCl3): delta 7.05 (m, 2H), 5.5 (bs, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-chloro-2-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Balko, Terry W.; Schmitzer, Paul R.; Daeuble, John F.; Yerkes, Carla N.; Siddall, Thomas L.; US2007/179060; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 60633-25-2, 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. 60633-25-2 name is 2-Bromo-4-chloro-1-methoxybenzene, 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.

a Ethyl 5-chloro-2-methoxycinnamate A solution of 10.6 g (48.2 mmol) of 2-bromo-4-chloroanisole in 30 ml of triethylamine was treated with 1 0.1 ml (81.2 mmol) of ethyl acrylate, 1.23 g of tri-o-tolylphosphine, and 0.45 g of palladium(II) acetate in an argon atmosphere. The reaction mixture was stirred at 100 C. for 2 days, then diluted with EA and filtered through Celite. The filtrate was washed with 1 N HCl and saturated NaCl solution, dried over Na2SO4, and concentrated. After chromatographic purification over SiO2 using EA/heptane (1:8) as an eluent, 0.85 g of the title compound resulted as a pale yellow oil. Rf (SiO2, EA/heptane 1:4)=0.34. MS (ESI): m/e=241 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-4-chloro-1-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US6350778; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 210532-25-5, 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 210532-25-5 as follows.

To a mixture of 3-({3-[(tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-acetyl)-amino]-pyridine- 4-carbonyl}-amino)-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-l-carboxylic acid ethyl ester hydrochloride (0.75 mmol), dry dichloromethane (50 mL) and triethylamine (0.84 mL, 6 mmol) was added 3,5-difluorobenzenesulfonyl chloride (478 mg, 2.25 mmol). The mixture was stirred at room temperature for 4 hours then methanol (10 mL) and triethylamine (5 mL) were added. The mixture was then heated to 600C and the stirring continued for 2 hours. The solvents were evaporated and the crude residue purified by flash chromatography on silica gel, affording the title compound as pale yellow solid (100 mg). IH-NMR (400 MHz), delta (ppm, DMSOtZ6): 12.59, 12.35 (2s, IH), 11.04, 11.02 (2s, IH), 8.87, 8.82 (2s, IH), 7.93, 7.86 (2m, IH), 7.71-7.52 (m, 4H), 7.28 (d, IH), 4.61, 4.52 (2s, 2H), 3.86 (m, 2H), 3.81 (m, IH), 3.50 (m, 2H), 1.98 (m, 2H), 1.68, 1.64 (2s, 6H), 1.44 (m, 2H), mixture of tautomers

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; WO2007/68637; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 30273-47-3,Some common heterocyclic compound, 30273-47-3, name is 4-Bromo-5-chloro-2-methylaniline, molecular formula is C7H7BrClN, 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.

EXAMPLE 95 Preparation of 4-bromo-2,3-dichloro-6-methylaniline This material was prepared from 4-bromo-5-chloro-2-methylaniline by chlorination with N-chlorosuccinimide. The product was isolated as a solid, m.p. 66-68 C. The product was characterized by IR and 1 H NMR spectroscopy and combustion analysis.

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-5-chloro-2-methylaniline, its application will become more common.

Reference:
Patent; The Dow Chemical Company; US4818273; (1989); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 328-84-7, These common heterocyclic compound, 328-84-7, name is 3,4-Dichlorobenzotrifluoride, 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 procedure of Example 4 was repeated but using 3,4-dichlorobenzotrifluoride. After work up there was isolated a 95% yield of the title compound. It was shown that 100% of the starting material had been consumed, thus indicating that the reaction had occurred with both high selectivity and high yield.

Statistics shows that 3,4-Dichlorobenzotrifluoride is playing an increasingly important role. we look forward to future research findings about 328-84-7.

Reference:
Patent; Aventis CropScience, S.A.; US6410737; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics