Tag: M.W=200-300

127049-87-0, name is 1-Bromo-2,4-dichloro-3-methylbenzene, 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. Safety of 1-Bromo-2,4-dichloro-3-methylbenzene

To a stirred solution of 1-bromo-2,4-dichloro-3-methylbenzene (500 mg, 2.09 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (637 mg, 2.51 mmol) in 1.4- dioxane was added potassium acetate (304 mg, 3.10 mmol), and the mixture was degassed for 10 min. [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (Pd(dppf)Cl2; 152 mg, 0.2 mmol) was added, and the mixture was degassed for 10 min. The mixture was heated at 90 C for 5 h, was cooled and was diluted with EtOAc. The organic layer was washed with water and brine, dried over Na2S04, and concentrated. Purification by MPLC with 5% EtOAc- Hexane as eluent afforded the title compound as a colorless liquid (430 mg): *H NMR (300 MHz, CDCl3) delta 7.41 (dd, / = 2.07, 8.10 Hz, 1H), 7.26 – 7.23 (m, 1H), 2.47 (s, 3H), 1.37 (s, 12H). Note: The title compound obtained was impure (containing diborane) and used in next step without further purification.

The synthetic route of 127049-87-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; BELL, Jared; BUYSSE, Ann M.; DAEUBLE, John F.; ECKELBARGER, Joseph D.; EPP, Jeffrey B.; IRVINE, Nicholas M.; KISTER, Jeremy; LO, William C.; LOSO, Michael R.; LOWE, Christian T.; ROHANNA, John C.; SATCHIVI, Norbert M.; SIDDALL, Thomas L.; STEWARD, Kimberly M.; YERKES, Carla N.; (281 pag.)WO2019/84353; (2019); A1;,
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Synthetic Route of 1000577-58-1,Some common heterocyclic compound, 1000577-58-1, name is 1-Bromo-2,3-dichloro-5-fluorobenzene, molecular formula is C6H2BrCl2F, 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.

l-Bromo-2,3-dichloro-5-fluorobenzene (1.0401 g, 4.27 mmol) was dissolved in toluene (30 mL), and then the solvent was removed under reduced pressure. The residue was dried under high vacuum for a few minutes. Anhydrous THF (15 mL) was added to dissolve the starting material. And then sodium methanoxide (0.9873 g, 17.36 mmol) was added. The mixture was heated at 75 C for 4.5 h, cooled to room temperature. The mixture was quenched with saturated ammonium chloride solution, concentrated to remove THF. The remaining mixture was extracted with ethyl acetate (4 x 150 mL). The organic solution was washed with brine, dried over anhydrous sodium sulfate, concentrated to dryness to afford 1.0188 g of product as white solid in 93% yield. -NMR (500MHz, CDC13): 7.109 (d, J = 3.0 Hz, 1H), 6.988 (d, J= 3.0 Hz, 1H), 3.786 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3-dichloro-5-fluorobenzene, its application will become more common.

Reference:
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); A2;,
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Electric Literature of 451-85-4, A common heterocyclic compound, 451-85-4, name is 2,4-Dichloro-1-(trifluoromethoxy)benzene, molecular formula is C7H3Cl2F3O, 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 7 Trifluoromethoxybenzene was obtained at 230 C. from 2,4-dichloro-trifluoromethoxybenzene at a conversion of 100% and a selectivity of 91.4%.

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 Aktiengesellschaft; US5283378; (1994); A;,
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These common heterocyclic compound, 54773-19-2, name is 1,2-Dichloro-3-(trifluoromethyl)benzene, 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. COA of Formula: C7H3Cl2F3

EXAMPLE 5 Preparation of Compound No. 5 (Reaction (a)) A mixture of 1,2-dichloro-3-(trifluoromethyl)benzene (21.5 g), N-[(+-)-2-(4-hydroxyphenoxy)propionyl]isoxazolidine (23.7 g) which was prepared as in Example 3, anhydrous potassium carbonate (14.5 g) and dimethylsulfoxide (200 ml) was stirred at 130 C. for 3 hours. After the mixture was cooled, water and benzene were added thereto to form two layers. The organic layer thus separated was washed with 1 N aqueous sodium hydroxide solution and then with water and dried over anhydrous sodium sulfate. Removal of the solvent by a distillation in vacuo gave N-[(+-)-2-[4-(2-chloro-4-trifluoromethylphenoxy)phenoxy]propionyl]isoxazolidine (39.9 g) as a pale brown crystalline solid. Recrystallization from a mixture of n-hexane and ethyl acetate afforded a white crystalline solid. m.p. 66.5-67.5 C.

The synthetic route of 1,2-Dichloro-3-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hokko Chemical Industry Co., Ltd.; US4447259; (1984); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 102170-53-6, 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. 102170-53-6 name is 4-Bromo-5-chloro-2-methoxyaniline, 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.

Preparation of 2-amino-5-bromo-4-chlorophenol (29): To a suspension of 4-bromo-3-chloro-6-methoxyaniline (28) (944 mg, 4 mmol) in 10 ml DCM was added 1 M BBr3 in DCM (8 ml, 8 mmol). The reaction mixture was stirred at r.t. for 2 h, which turned to a brown solution and back to a brown suspension. After quenched with aq. sodium bicarbonate solution, the mixture was extracted with EA. The org. phase was washed with brine, dried over sodium sulfate, concentrated to dryness to give 865 mg of 29 as a brown solid. Yield: 97.2%, purity>95%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-5-chloro-2-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; CalciMedica, Inc.; US2011/263612; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1009102-44-6, 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. 1009102-44-6 name is 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, 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.

[00108] To a soution of (E)-3-((3aS,5aR,5bR,7aR,9S> 11 aR, 11 bR, 13aS)-9-hydroxy-1 – isopropyl-5a,5b,8,8,1 1 a-pentamethyl-2-oxo- 3,33,4,5,53,5^6,7,78,8,9,10,11 ,11a,11 b,12,13,13a-octadecahydro-2H- cyclopenta[a]chrysen-3a-yl)acrylic acid (500 mg, 1.007 mmol), 1-(4- chlorophenyl)cyclopropanamine hydrochloride (226 mg, 1.107 mmol) and HATU (765 mg, 2.013 mmol) in Nu,Nu-dimethylformamide (DMF) (2 ml_) stirred at 0C was added DIPEA (0.703 mL, 4.03 mmol) . The reaction mixture was stirred at 20 C for 1 h. The reaction mixture was adjusted pH to 3~4 by 2 M HCI, filtered, and the solid was washed with water (50 mL), solved into DCM, dried over sodium sulfate and evaporated in vacuo to give the crude product. The crude product was washed with petrol ether/EtOAc/DCM (10/1/1) to afford the target product (E)-N-(1-(4-chlorophenyl)cyclopropy)-3- ((3aS,5aR,5bR,7aR,9S, 11 aR, 1 1 bR, 13aS)-9-hydroxy-1 -isopropyl-5a,5b,8,8, 11 a- pentamethyl-2-oxo-3,3a,4, 5, 5a, 5b,6,7,7a,8,9, 10, 11 , 11 a, 1 1 b, 12, 13, 13a-octadecahydro-2H- cyclopenta[a]chrysen-3a-yl)acrylamide (685 mg, 1.007 mmol, 100 %)) as a yellow soild.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAN, Nianhe; JOHNS, Brian, A.; TANG, Jun; WO2013/91144; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 320-60-5, 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. 320-60-5, name is 2,4-Dichloro-1-(trifluoromethyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

65 ml of 1.60 mol/1 of n-butyl lithium was slowly dropwise added at a temperature of from-75 to-65C over a period of 30 minutes to a solution of 14.8 ml of 2,4- dichlorobenzotrifluoride in 350 ml of anhydrous tetrahydrofuran, followed by stirring at-70C for 1 hour. At a temperature of from-75 to-65C, 15.9 ml of trimethyl borate was gradually dropwise added, followed by stirring for a while. Then, an ice bath was removed, and the mixture was stirred for 1 hour while gradually warming it to room temperature. Then, the reaction system was cooled to 0C, and 70 ml of ice water and 80 ml of 2N hydrochloric acid were gradually added with stirring, followed by stirring at room temperature overnight. Extraction with diethyl ether was carried out (300 ml x twice). The organic layers were put together, washed with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Suction drying was thoroughly carried. out to obtain 28 g of crude 2,6-dichloro-3-trifluoromethylbenzene boronic acid. This product was used as raw material for the next coupling reaction.

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

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.?; WO2005/44007; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2162-98-3, These common heterocyclic compound, 2162-98-3, name is 1,10-Dichlorodecane, 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.

5.68 g (0.05 M) of 4-chloropyridine was dissolved in 50 mL of dimethylformamide, and 15.63 g (0.025 M) of 1,10-dichlorodecane was separately dissolved in 170 mL of dimethylformamide. The 4-chloropyridine solution And the reflux reaction was carried out at 150 DEG C for 20 hours while slowly dropping at 100 DEG CWhen the thin layer chromatography phase reaction is completed, the reaction is stopped by adding about 20 mL of boiling water while cooling the reaction solution. The resulting solution is cooled to 0 C, made alkaline with 35% sodium hydroxide solution and extracted with dichloromethane doThe organic layer was washed with water and then magnesium sulfate was added to remove the water. The solution was distilled under reduced pressure to remove the solvent. 10.53 g of bis (4-chloropyridin-1 (4H) (Yield: 57.0%)

Statistics shows that 1,10-Dichlorodecane is playing an increasingly important role. we look forward to future research findings about 2162-98-3.

Reference:
Patent; Firson Co.,Ltd; Kim, Dong Jin; Koo, Chang Hwei; Park, Sung Yong; Cho, Ir Hwe; Lee, Sung Bae; Han, Dong Hoon; (12 pag.)KR2017/13425; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 102170-53-6, name is 4-Bromo-5-chloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Bromo-5-chloro-2-methoxyaniline

Preparation of 2-(5-chloro-2-methylbenzoxazol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4) Preparation of 2-amino-5-bromo-4-chlorophenol (2): To a suspension of 4-bromo-3-chloro-6-methoxyaniline (1) (944 mg, 4 mmol) in 10 ml DCM was added 1 M BBr3 in DCM (8 ml, 8 mmol). The reaction mixture was stirred at r.t. for 2 h, which turned to a brown solution and back to a brown suspension. After quenched with aq. sodium bicarbonate solution, the mixture was extracted with EA. The org. phase was washed with brine, dried over sodium sulfate, concentrated to dryness to give 865 mg 2 as brown solid. Yield: 97.2%, purity>95%.

The synthetic route of 102170-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CalciMedica, Inc.; US2012/53210; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 467435-07-0,Some common heterocyclic compound, 467435-07-0, name is 4-Bromo-2-chlorobenzotrifluoride, molecular formula is C7H3BrClF3, 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.

Into a glass reaction vessel equipped with a stirrer and having a capacity of 250 mL,7.2 g (68.0 mmol) of sodium carbonate,2.6 g (20.4 mmol) of 2-thiopheneboronic acid,4-Bromo-2-chlorobenzotrifluoride 2.5 mL(17.0 mmol), dehydrated toluene 102 mL, dehydrated ethanol 51 mL,And 2.0 g (1.7 mmol) of tetrakistriphenylphosphine palladium,And the mixture was reacted at 80 C. for 16 hours.Water was added to the reaction product, and the mixture was extracted with methylene chloride.After drying with magnesium sulfate and distilling off the solvent under reduced pressure, purification by silica gel column chromatography (hexane) gave 4.4 g of compound (C11-c) as a white solid.

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-2-chlorobenzotrifluoride, its application will become more common.

Reference:
Patent; Ube Industries Ltd; Tanaka, Yasuhiro; Homma, Takashi; (66 pag.)JP2018/168138; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics