Month: June 2021

These common heterocyclic compound, 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride, 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. SDS of cas: 50594-82-6

d. 1,3-Bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A mixture of 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (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 L). 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.

The synthetic route of 3,4,5-Trichlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rohm and Haas Company; US31455; (1983); E1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

74483-46-8, name is 2-Chloro-4-methyl-1-(trifluoromethyl)benzene, 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. COA of Formula: C8H6ClF3

Step 1 4-Bromomethyl-2-chloro-1-trifluoromethylbenzene A mixture of 2-chloro-4-methyl-1-trifluoromethylbenzene (10.0 g; 51 mmol), N-bromosuccinimide (8.69 g, 49 mmol), benzoyl peroxide (0.37 g, 1.5 mmol) in tetrachloromethane (100 ml) was heated to reflux for 2 hours. Another portion of benzoyl peroxide (1.0 g, 4.1 mmol) was added. The mixture was heated to reflux for another 0.5 hours. The reaction mixture was stirred at room temperature for 16 hours. The solid was removed by filtration. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (200 g), using ethyl acetate/heptane (1:4) as eluent, to give 12.5 g of 4-bromomethyl-2-chloro-1-trifluoromethylbenzene. 1H NMR (CDCl3): delta4.45 (s, 2 H); 7.40 (d, 1 H); 7.55 (s, 1 H); 7.67 (d, 1 H).

The synthetic route of 74483-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Andersen, Knud Erik; Dorwald, Florencio Zaragiza; Peschke, Bernd; Sidelmann, Ulla Grove; Rudolf, Klaus; Stenkamp, Dirk; Hurnaus, Rudolf; Muller, Stephan Georg; Krist, Bernd; Eriksen, Birgitte; US2002/58659; (2002); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1127-85-1, 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. 1127-85-1 name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, 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.

To a solution of 2,4-dichloro-5,6,7,8-tetrahydro-quinazolin (7.00 g, 34.5 mmol) in THF (70 ml_) was added 50% aqueous MeNH2 (7.77 g, 86.2 mmol). The mixture was stirred at ambient temperature for 2.25 hr. The solution was poured into saturated aqueous NaHCO3 and the aqueous layer was extracted with CHCI3 (three times). The combined organic layer was dried over MgSO4, filtrated, concentrated, and purified by flash chromatography (NH-silica, 20% EtOAc in hexane) to give (2-chloro-5,6,7,8-tetrahydro-quinazolin-4-yl)-dimethyl-amine (6.08 g, 83%) as a white solid. ESI MS m/e 234, M + Na+; 1H NMR (300 MHz, CDCI3) 8 1.62-1.90 (m, 4 H), 2.59 (t, J= 6.0 Hz, 2 H), 2.76 (t, J= 6.6 Hz, 2H), 3.06 (s, 6 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, and friends who are interested can also refer to it.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Arena Pharmaceuticals, Inc.; EP1464335; (2004); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, molecular formula is C6H3BrClF, 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. COA of Formula: C6H3BrClF

A suspension of 1-bromo-2-chloro-4-fluorobenzene (4.19 g, 20 mmoles), piperazine (10.32 g, 120 mmoles), sodium tert-butoxide (2.3 g, 1.5 mmoles), tris(dibenzylideneacetone)dipalladium (366 mg, 0.4 mmoles) and racemic (-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (747 mg, 1.2 mmoles) in toluene (2 mL) was heated to 120 C. overnight. The mixture was cooled, filtered and the filtrate concentrated under reduced pressure. The crude residue was purified by column chromatography (silica gel, 0-5% 2N methanolic ammonia in DCM) to provide the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 110407-59-5, its application will become more common.

Reference:
Patent; Link, James T.; Chen, Yixian; Jae, Hwan-Soo; Patel, Jyoti R.; Pliushchev, Marina A.; Rohde, Jeffrey J.; Shuai, Qi; Sorensen, Bryan K.; Winn, Martin; Wodka, Dariusz; Yong, Hong; US2005/277647; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 98446-49-2, name is 2,4-Dichloro-5-methoxyaniline, 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 98446-49-2, Product Details of 98446-49-2

EXAMPLE 132 4-(2,4-Dichloro-5-methoxyanilino)-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 2,4-dichloro-5-methoxyaniline (44 mg, 0.232 mmol) similar to Example 117 and isolated as a brown solid (9 mg, 11%). 1H NMR (CDCl3): 9.64-9.63 (m, 1H), 8.76-8.70 (m, 2H), 8.12 (s, 1H), 7.49 (s, 1H), 7.46-7.41 (m, 2H), 6.95 (s, 1H), 4.00 (s, 3H).

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, 2,4-Dichloro-5-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cytovia, Inc.; US2003/69239; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 60811-21-4 as follows. Formula: C6H3BrClF

2,5-Dimethoxyacetophenone (8.1 g, 45.1 mmol) and l-bromo-3-chloro-4-fluorobenzene (9.4 g, 45.1 mmol) were added to a mixture of tris(dibenzylideneacetone)dipalladium(0) (620 mg, 0.68 mmol), 2,2′-bis(diphenylphosphino)-l, -binaphthalene (1012 mg, 1.63 mmol), sodium tert-butoxide (5.9 g, 61.7 mmol), and THF (110 mL). After degassing with three vacuum/N2 cycles, the mixture was stirred at 70 C overnight, allowed to cool to rt, diluted with water, and extracted with ether (x 2). The combined organic extracts were washed with brine, dried (Na2S04), filtered, concentrated, and purified by silica gel chromatography (0-15% EtOAc in hexanes) to give 4.7 g of 2-(3-chloro-4-fluorophenyl)-l-(2,5-dimethoxyphenyl)ethanone as a pale yellow solid. 1H NMR (400 MHz, DMSO-d6): delta 7.44 (dd, 1H), 7.36-7.31 (m, 1H), 7.23-7.19 (m, 1H), 7.14-7.11 (m, 3H), 4.29 (s, 2H), 3.86 (s, 3H), 3.72 (s, 3H).

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; SERAGON PHARMACEUTICALS, INC.; GOVEK, Steven, P.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; HAGER, Jeffrey, H.; CHOW MANEVAL, Edna; WO2014/205136; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, 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. HPLC of Formula: C8H9ClO4S

A solution of 2,4-dimethoxybenzene-1-sulfonyl chloride (0.67 g, 2.8 mmol) and methyl 3-aminobenzo[d]isoxazole-6-carboxylate A9 (0.55 g, 2.8 mmol) in pyridine (4 ml.) was irradiated in the microwave at 130 C for 3 hours. The reaction was cooled to room temperature then diluted with DCM (40 ml_). The organics were washed with 1 M HCI (40 ml.) and the aqueous layer back-extracted with DCM (2 x 40 ml_). The combined organic layers were dried in vacuo and the residue purified twice by column chromatography (24 g S1O2 cartridge, 0-35% EtOAc in petroleum benzine 40- 60 C) [200] to give two batches of the title compound (0.369 g, impure and 0.0310 g, 2.8% yield, >95% purity) as white solids. 1H NMR (400 MHz, methanol-c/4) d 8.13 – 8.06 (m, 2H), 7.97 (dd, J = 1.25, 8.47 Hz, 1H), 7.86 – 7.80 (m, 1H), 6.58 (dq, J = 2.29, 4.60 Hz, 2H), 3.95 (s, 3H), 3.83 (s, 3H), 3.79 (s, 3H). LCMS: rt 3.26 min, m/z 392.8 [M+H]+, 415.8 [M+Na]+.

The synthetic route of 2,4-Dimethoxybenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 19752-55-7, name is 1-Bromo-3,5-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 19752-55-7, category: chlorides-buliding-blocks

Example S.3: Synthesis of 3,5-dichloro-2,2,2-trifluoro acetophenone (Compound example no.2 of table C.1 ); To 5.1 g (0.209 mol) Magnesium turnings was added 0.45 g of a 1 molar solution of DIBAL in hexane at 6O0C. After 15 min, 3,5-dichloro-bromobenzene (5.0 g, 0.022 mol) and 25 mL THF were added and the mixture was stirred. After start up of the reaction a mixture of 45g (0.2 mol) 3,5-dichloro-bromobenzene and 250 mL THF was added under reflux. After completion of the reaction the mixture was cooled to 00C and 31.1 g (0.219 mol) ethyl trifluoroacetate was added. After 2 h an aqueous solution of NH4CI was added an the mixture was separated between MTBE and aqueous NH4CI solution. The organic layer was separated and the solvent was removed in vacuum. (34.3g brown oil; purity 70percent ace. to g.c; yield 50percent)1H-NMR (360 MHz, CDCI3): delta = 7.7 (s, 1 H), 7.9 (s, 2H) ppm.

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; BASF SE; Rack, Michael; Koerber, Karsten; WO2010/125130; (2010); 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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Chloro-2-chloromethyl-1-propene

Add NaH (8.4 g, 0.352 mol, 4.4 eq.) to a 500 mL oblique vial.Add 250 mL in sequence under an argon atmosphereNew steamed anhydrous THFAnd 1-dodecyl alcohol (31 g, 0.167 mol, 2.1 eq.),Stir at room temperature,Additional 3-chloro-2-chloromethylpropene (10 g, 0.08 mol, 1 eq.) was added.Finally, the temperature was raised to 65 C and reacted overnight.After the reaction solution is cooled to room temperature,Slowly adding ethanol to quench the reaction,Spin the THF,The reaction solution was extracted with CH 2 Cl 2 and washed with water.Dried over anhydrous magnesium sulfate,Filtered, concentrated, and purified on silica gel column(eluent: PE/CH2Cl2 = 5/1) gave a colorless liquid 25 g, yield 75%.

The synthetic route of 1871-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Donghua University; Zhang Dengqing; Yang Linghui; Li Xianying; (22 pag.)CN109336894; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 57946-56-2, These common heterocyclic compound, 57946-56-2, name is 4-Chloro-2-fluoroaniline, 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.

A solution of 7-benzyloxy-4-chloro-6-methoxyquinazoline (1.2 g, 4 mmol), (prepared for example as described in WO 00/47212 Example 1), and 4-chloro-2-fluoroaniline (444 [mu]l, 4 mmol) in 2-propanol (40 ml) was refluxed for 1.5 hours. After cooling, the precipitate was collected by filtration, washed with 2-propanol then ether and dried under vacuum to give 7-benzyloxy-4-(4-chloro-2-fluorophenylamino)-6-methoxyquinazoline hydrochloride (1.13 g, 64%). [0514] m.p. 239-242[deg.] C. [0515] <1>H NMR Spectrum: (DMSO-d6) 4.0 (s, 3H); 5.36 (s, 2H); 7.39-7.52 (m, 9H); 8.1 (s, 1H); 8.75 (s, 1H) [0516] MS-ESI: 410 [MH]<+>Elemental analysis:FoundC 59.2H 4.3N 9.4C22H17N3O2ClF 1 HClRequiresC 59.2H 4.1N 9.41%

The synthetic route of 57946-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hennequin, Laurent Francois Andre; Stokes, Elaine Sophie Elizabeth; US2003/191308; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics