Month: August 2021

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,
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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

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: 622-86-6, name is (2-Chloroethoxy)benzene, 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 622-86-6, Recommanded Product: 622-86-6

2-Bromophenyl acetic acid (5.0 g, 23.3 mmol,) was suspended in trifluoroacetic anhydride (13.5 mL, 93.5 mmol). Chloroethyoxylbenzene (3.3 mL, 23.3 mmol) was added to the stirred suspension dropwise. The resulting mixture was allowed to stir overnight at room temperature. The reaction was quenched with 40% aqueous sodium hydroxide solution and then extracted with ethyl acetate (2 x 20 mL). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated on a rotary evaporator. The resulting residue was purified by chromatography on silica gel (ethyl acetate/hexane) to afford 5.98 g (73%) of the desired product as a light orange solid. NMR (0836) (400 MHz, CDC13) delta 8.05 (d, J = 8.9 Hz, 2H), 7.60 (d, J = 8.5 Hz, 1H), 7.24 (m, 2H), 7.18 (m, 1H), 6.96 (d, J = 9.0 Hz, 2H), 4.40 (s, 2H), 4.37 (t, J = 5.5 Hz, 2H), 3.88 (t, J = 5.7 Hz, 2H); MS (ESI) (m/z) 354.0/356.0 (M+H)+.

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

Reference:
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CHILDERS, Wayne, E.; ABOU-GHARBIA, Magid; JACOBSON, Marlene, A.; FAN, Rong; MARTINEZ, Rogelio, L.; MELENSKI, Edward, George; (126 pag.)WO2017/205451; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 50594-82-6,Some common heterocyclic compound, 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride, molecular formula is C7H2Cl3F3, 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.

(d) 1,3-Bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A mixture of 3,4,5-trichloro-alpha,alpha,alpha-trifluoro-toluene (10 g. 0.04 mol), and the dipotassium salt of 1,3-dihydroxybenzene (4 g. 0.021 mol) in 150 ml. sulfolane is stirred and heated 70 minutes at ~120 C. The cooled reaction mixture is diluted with benzene (350 ml.) and washed once with water (1 1). Hexane (200 ml.) is added, and the solution washed with water (3*500 ml.) dried, filtered through activated silica gel (~25 g.), and the solvents removed. The residual oil is crystallized from a mixture of pentane and benzene to give 1,3-bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene (5.3 g. 49%) m.p. 121-122 C.

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

Reference:
Patent; Rohm and Haas Company; US4419122; (1983); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 104-11-0, These common heterocyclic compound, 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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.

EXAMPLE 21 (4-Chloro-6[(p-chlorobenzyl)methylamino]-2-pyrimidinylthio) acetic acid ethyl ester A mixture of 13.4 g of (4,6-dichloro-2-pyrimidinylthio) acetic acid ethyl ester, 7.8 g of N-methyl-p-chlorobenzylamine and 5.4 g of sodium carbonate in 100 ml. of ethanol was heated under reflux for 5 hr. The reaction mixture was filtered and the filtrate taken to dryness in a rotary evaporator. The residual oil was dissolved in a minimum quantity of ethanol. The addition of a few drops of water to this solution caused a precipitate to deposit. The precipitate was removed by filtration and recrystallized from ethanol affording 5.8 g of product, mp. 68-70C. Anal. Calcd for C16 H17 N3 Cl2 SO2: C, 49.75; H, 4.44; N, 10.87. Found: C, 49.69; H, 4.61; N, 11.09.

The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santilli; Arthur A.; Scotese; Anthony C.; Tomarelli; Rudolph M.; US3940394; (1976); 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. 118-69-4, name is 2,6-Dichlorotoluene, A new synthetic method of this compound is introduced below., name: 2,6-Dichlorotoluene

Example 4 3-Chloro-2-methylanisole Process Variant b2)-First Step-Preparation of Compounds of the Formula (IVa-1) 8.1 g (0.05 mol) of 2,6-dichlorotoluene and 9.9 g (0.15 mol) of potassium hydroxide (85%) are heated in 40 ml of methanol in an autoclave at 160 C. for 20 hours, and the pressure rises to about 12 bar. After cooling, the reaction mixture is poured into about 250 ml of water and extracted three times with about 70 ml of dichloromethane. The united organic phases are dried over sodium sulphate and evaporated under reduced pressure. 3-Chloro-2-methylanisole is obtained as an oil (2.5 g, GC analysis: 37.1%, 12% of theory). Ret. index GC: 1187, m/e: 156 NMR (d6-DMSO) ppm: 2.2 (s, 3H, CH3), 3.8 (s, 3H, O-CH3), 6.95 (d, 1H, aromatic),

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; Huebsch, Walter; Lantzsch, Reinhard; Mueh, Thorsten; Weintritt, Holger; US2003/92944; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1513-25-3, 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. 1513-25-3, name is 2-Chloro-1-fluoro-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (lR,2^-l-(4-fluoro-2-methoxyphenyl)-2-((4- methoxybenzyl)oxy)propan-l-ol (190 mg, 0.593 mmol) in anhydrous DMSO (2.97 mL) was added NaH (29.7 mg, 0.741 mmol, 60 wt % in mineral oil). After stirring for 10 min, 2-chloro-l-fluoro-4- methylbenzene (686 mg, 4.74 mmol) was added, and the reaction mixture was heated to 60 C for 15 h. The reaction was quenched by slow addition of H20. The mixture was extracted Et20 (3 x 50 mL) and the combined organic layers were dried by passing through a phase separator. Volatiles were removed under a gentle stream of N2 and the resulting residue was purified via flash column chromatography (Si02, 0- 30% acetone in hexanes) to afford the title compound (217 mg, 82%) as a colorless oil: 1H NMR (400 MHz, CDC13) delta 7.34 (dd, J = 9.2, 6.8 Hz, 1H), 7.19 (d, J = 8.7 Hz, 2H), 7.14 (d, J = 1.7 Hz, 1H), 6.85 – 6.77 (m, 3H), 6.62 – 6.55 (m, 3H), 5.63 (d, J = 3.8 Hz, 1H), 4.63 (d, J = 11.9 Hz, 1H), 4.57 (d, J = 11.9 Hz, 1H), 3.89 (qd, J = 6.4, 3.9 Hz, 1H), 3.83 (s, 3H), 3.79 (s, 3H), 2.19 (s, 3H), 1.25 (d, J = 6.4 Hz, 3H); 19F NMR (376 MHz, CDC13) delta -112.06 (s); ESIMS m/z 467 ([M+Na]+).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-1-fluoro-4-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DOW AGROSCIENCES LLC; BUCHAN, Zachary; DEKORVER, Kyle A.; JONES, David M.; HERRICK, Jessica; WILMOT, Jeremy; RIGOLI, Jared; LOY, Brian; LU, Yu; MEYER, Kevin G.; YAO, Chenglin; (308 pag.)WO2016/109305; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 344-65-0, 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. 344-65-0, name is 1-Bromo-4-chloro-2-(trifluoromethyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 1,4-Dioxane solution (8 mL) of 10 (1.0 mmol), arylboronic acid 2 (1.0 equiv.), K3PO4, and Pd(PPh3)4 (5 molpercent) was heated at 75 C for 4 h. After cooling to room temperature, H2O was added and the reaction mixture was extracted with CH2Cl2. The organic layer was dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (pure n-heptane).#10;#10;#10;#10;#10;#10;#10;

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

Reference:
Article; Ali, Iftikhar; Siyo, Baraa; Hassan, Zahid; Malik, Imran; Ullah, Ihsan; Ali, Asad; Nawaz, Muhammad; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 145; (2013); p. 18 – 34;,
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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, A new synthetic method of this compound is introduced below., name: Methyl 2,2,2-trichloroacetimidate

Example 129: f/?)-//,//-Diethyl-5-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)-3/-/- imidazo[4,5-blpyridine-2-carboxamide Into a vial containing (‘ ?^-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1- yl)methanone dihydrochloride (125 mg, 0.3 mmol) was added formic acid (73.5 muIota_, 1.7 mmol) followed by 2,2,-trifluoroethanol (1.7 mL) and methyl 2,2,2-trichloroacetimidate (47.0 muIota_, 0.4 mmol). The vial was sealed and stirred at room temperature for 13 min. The reaction mixture was heated to 60C and stirred for 3 h at that temperature. An aliquot of 0.3 mL was transferred into another vial containing diethylamine (89.1 mu, 0.9 mmol). The resulting mixture was heated to 60C and stirred for 16 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was partitioned between water and ethyl acetate. The aqueous was further extracted with ethyl acetate. The combined organics were concentrated under reduced pressure. The residue was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 399.1 ; HPLC retention time 1 .9864 min (Method A).

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; AHN, Kay; BOEHM, Markus; CABRAL, Shawn; CARPINO, Philip A.; FUTATSUGI, Kentaro; HEPWORTH, David; KUNG, Daniel W.; ORR, Suvi; WANG, Jian; WO2013/150416; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics