Author: Jessica.F

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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Chloro-3,5-dimethoxybenzene

1-Chloro-3,5-dimethoxybenzene (70g, 406mmol) and Pyridine Hydrochloride (468g, 4055mmol) are placed in a round bottom flask and refluxed at 200 C for 24 hours. After the reaction is completed, cool to room temperature and slowly pour into distilled water and stirred for 1 hour.The solid was filtered to give 51.6 g (88%) of intermediate (Int-7).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7051-16-3.

Reference:
Patent; Samsung SDI Co., Ltd; Samsung Electronics Co., Ltd.; Lee Seung-jae; Kim Chang-u; Kim Byeong-gu; Kim Hyeong-seon; Ryu Dong-wan; Shin Chang-ju; Jang Gi-po; Seo Min-seok; Jeong Seong-hyeon; (39 pag.)KR102044943; (2019); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2589-11-9, name is 6-Chloro-1H-imidazo[4,5-c]pyridine, 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 6-Chloro-1H-imidazo[4,5-c]pyridine

C2. Methyl 5-(6-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-hydroxythiophene-2-carboxylate (Compound C2a) and Methyl 5-(6-chloro-3H-imidazo[4,5-c]pyridin-3-yl)-3-hydroxythiophene-2-carboxylate (compound C2b) To a mixture of 0.68 g of 6-chloro-1H-imidazo[4,5-c]pyridine and 0.65 g of 2,2,6,6-tetramethylpiperidine in 100 ml chloroform is slowly added a solution of 0.87 g of methyl 2-chloro-3-oxo-2,3-dihydrothiophene-2-carboxylate in 40 ml chloroform. The reaction mixture is stirred for 12 h at room temperature. After washing with water (3 x 50 ml) the organic layer is separated, dried with MgSO4 and concentrated to a volume of about 100 ml. The residue is treated with n-hexane until precipitation takes place. The solid is filtered and the procedure is repeated once again. The combined solids are dried under vacuum to yield the title compounds as an isomeric mixture, which is used for the next step (example B3) without further purification. LC-MS (MH+ found) = 310.0 (isomeric mixture)

The synthetic route of 2589-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 4SC AG; EP2017277; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, 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. category: chlorides-buliding-blocks

Example 3 General Procedure C To the aryl halide (2.0 mmol), Pd2(dba)3 (37 mg, 0.04 mmol, 2 mol %) and 2-(dicyclohexylphosphino)biphenyl (34 mg, 0.1 mmol, 4.8 mol %) were added LiHMDS (803 mg, 4.8 mmol, 2.4 equiv.) and 4 mL toluene. The reaction mixture was stirred at room temperature for 17 h. At reaction completion, the mixture was quenched with 1N HCl (5 mL) and stirred at room temperature for 5 min. Then, it was basified to pH=12 with 1N NaOH and the layers were separated. The organic layer was concentrated. 5-Chlorobenzene-1,3-diamine General Procedure C was followed using 5-chloro-1,3-dibromobenzene (540 mg, 2.0 mmol). The product was isolated as a brown oil in 97% yield (299 mg, 105% mass recovery and 83% purity). 1H NMR (400 MHz, CDCl3): delta 6.10 (s, 2 H), 5.87 (s, 1 H), 3.60 (br s, 4 H); 13C NMR (100 MHz, CDCl3): delta 148.3, 135.5, 105.9, 99.7; HRMS calcd for C6H8N2Cl (M+H) 143.0370, found 143.0369.

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

Reference:
Patent; Boehringer Ingelheim International, GmbH; US2006/258888; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 367-22-6, name is 4-Chloro-3-fluoroaniline, 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 367-22-6, Formula: C6H5ClFN

General procedure: A solution of the respective 1H-indazole-5-carboxylic acid or 1-alkyl-1H-indazole-5-carboxylic acid (1 or 7, 10, 1.0 mmol), 3,4-dichaloaniline or 5,6-dichloropyridin-3-amine (-5 or 6,1.1-1.2 mmol), N-ethyl-N-(3-dimethylaminopropyl)carbodiimidehydrochloride (EDC-HCl, 1.0-1.2 mmol) in methanol (5.0 mL) wasstirred over night at room temperature. The reaction was thenpoured into water (10 mL), stirred for 30 min at room temperature,filtered, washed with water (3 x 10 mL), and then dried at 70 C.The crude product was purified by column chromatography onsilica gel (mobile phase: dichloromethane/MeOH 9/1 v/v) following by recrystallization from petroleum ether/dichloromethane.

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; Tzvetkov, Nikolay T.; Stammler, Hans-Georg; Georgieva, Maya G.; Russo, Daniela; Faraone, Immacolata; Balacheva, Aneliya A.; Hristova, Silvia; Atanasov, Atanas G.; Milella, Luigi; Antonov, Liudmil; Gastreich, Marcus; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 404 – 422;,
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. 3460-24-0, name is 1,4-Dibromo-2-chlorobenzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

1.00 g (3.02 mmol) of 1- [4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl] isoquinoline,370 mg (1.37 mmol) of 1,4-dibromo-2-chlorobenzene,83.9 mg (0.0726 mmol) of tetrakis (triphenylphosphine) palladium,And 5.45 mL (5.45 mmol) of 1 M potassium carbonate aqueous solution were dissolved in 40 mL of dioxane,And the mixture was heated and stirred at 100 C. After cooling to room temperature, 400 mL of pure water was added and separation and extraction was performed with chloroform. After distilling off the solvent under reduced pressure, the obtained crude product was purified by silica gel column chromatography (developing solvent: chloroform)2′-Chloro-4,4 “-di (1-isoquinolyl) -1,1 ‘: 4’, 1″Of a light yellow solid (Yield 490 mg, yield 68.9%).

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; TOSOH CORPORATION; FUJITA, KANA; ARAI, NOBUMICHI; NOMURA, KEISUKE; IIDA, TAKASHI; TANAKA, TSUYOSHI; (76 pag.)JP6264877; (2018); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 4584-46-7, 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. 4584-46-7 name is 2-Chloro-N,N-dimethylethanamine 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.

To a round bottom flask with a stir-bar were added methyl 4-hydroxybenzoate (3.043 g, 20 mmol, 1.0 equiv.), 2-chloro-A,A-dimethylethylamine hydrochloride (3.457 g, 24 mmol, 1.2 equiv.), potassium carbonate (6.081 g, 44 mmol, 2.2 equiv.) and 30 mL isopropyl acetate. The mixture was heated at 75 C for 24 h, at which time all the methyl 4-hydroxybenzoate was consumed. Deionized water (30 mL) was then added to dissolve the potassium carbonate. The organic and aqueous phases were separated. The organic layer was washed with 30 mL water. The organic layer was washed with a saturated aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated and flash chromatography of the residue (gradient elution 5% methanol/EtOAc-lO% methanol/ EtOAc) gave the product, methyl 4-(2-(dimethylamino)ethoxy)benzoate (2.0 g, 45% yield), as a light yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-N,N-dimethylethanamine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; JUNG, Michael, E.; CHEN, Xiaohong; WANG, Cun-Yu; LI, Jiong; ZHENG, Jie; (167 pag.)WO2019/152536; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 870-24-6, name is 2-Chloroethanamine hydrochloride, 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 870-24-6, Quality Control of 2-Chloroethanamine hydrochloride

2-Chloroethylamine hydrochloride (E-5 A) 70% aqueous solution (1 mol) and K2CO3 (1.2 mol) were dissolved in distilled water (4 Liter). TsCl (1 mol) was added slowly with stirring. The reaction mixture was stirred at room temperature for about 24 h. The pH of the reaction mixture was adjusted to 9 by slow addition of 4 M KOH solution and the mixture kept stirring until TLC indicated all the TsCl were quenched. The resulting precipitate was collected by using suction filtration, washed with distilled water, and dried in vacuo (220 g, 95% yield), mp: 77-78 0C. 1H NMR (CDCl3): delta 2.4 (3 H, s), 3.28 (2 H, q), 3.52 (2 H, t), 5.2 ( I H, s), 7.4 (2 H, dd), 7.9 (2 H, dd).

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-Chloroethanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2008/63721; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 20850-43-5,Some common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, molecular formula is C8H7ClO2, 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.

50 g of 2-piperazin-1-ylpyrimidine, 60 g of triethylamine and 170 ml of isopropyl alcohol were put into a 100 ml three-necked reaction flask, and 58 g of piperonyl chloride was added dropwise with stirring at room temperature, and the mixture was dropped in 30 minutes, heated to 50 C, stirring to cool to room temperature, filtration, recovery of mother liquor, filter cake by adding 100ml water beating, pumping, plus 50ml water washing cake. Dried at 50 C, 71.5 g of piribedil crude and 99.1% by HPLC. Yield 92%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Chloromethyl)benzo[d][1,3]dioxole, its application will become more common.

Reference:
Patent; Suzhou Hongsen Pharmaceutical Co., Ltd.; Di, Jinxing; Fan, Chao; Lu, Hongbin; (6 pag.)CN106432212; (2017); 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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

Example 9 N-[(2-chloro-4-fluorophenyl)methyl]-5-oxo-1-phenyl-prolinamide (E9) 5-oxo-1-phenyl-proline (0.047 g, 0.23 mmol, prepared as described below) was dissolved in dichloromethane (~2 ml) and dimethylformamide (1 ml) and to this was added 1-hydroxybenzotriazole (0.034 g, 0.25 mmol), [(2-chloro-4-fluorophenyl)methyl]amine (0.040 g, 0.25 mmol), N-ethyl morpholine (0.032 ml, 0.25 mmol) and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.048 g, 0.25 mmol). The mixture was stirred at room temperature for 4.5 hrs. The mixture was diluted with more dichloromethane and washed sequentially with 2M aqueous hydrogen chloride and saturated aqueous sodium hydrogen carbonate. The organic layer was filtered through a phase separator and then evaporated to give the crude product. The crude material was purified by mass-directed automated HPLC to give pure N-[(2-chloro-4-fluorophenyl)methyl]-5-oxo-1-phenyl-prolinamide (0.032 g) as a white solid. LC/MS [M+H]+=347.1, retention time=2.51 minutes.

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; GLAXO GROUP LIMITED; US2008/9541; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 164648-75-3, A common heterocyclic compound, 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, molecular formula is C7H8Cl2N2, 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.

To a suspension of Intermediate D (150 mg, 413 umol) and Intermediate A (157.8 mg, 826 umol) in CH2Cl2 (6.4 mL) was added DIPEA (143 uL, 821 umol). The mixture was stirred at rt overnight. Solvents were removed in vacuo. The residue was loaded onto a silica gel chromatography column, and eluted with a 0 to 75% EtOAc/hexane gradient to afford the pure product (181.8 mg, 87% yield). LC-MS (M+H)+=506. LC-MS RT (column 1)=2.806/4.00. 1H NMR (500 MHz, CD3OD, rotamers seen): 67.23-7.15 (m, 3.3H), 7.14-7.08 (m, 0.7H), 6.73 (t, J=7.3 Hz, 0.7H), 6.63-6.55 (m, 1.7H), 6.49 (d, J=7.9 Hz, 0.6H), 4.42-4.30 (m, 2H), 4.19-4.14 (dd, J=2.4, 8.9 Hz, 0.3H), 4.11-4.06 (dd, J=2.4, 9.5 Hz, 0.7 Hz), 3.86-3.80 (m, 0.7H), 3.56-3.48 (m, 0.3H), 3.31-3.24 (m, 1H), 2.41-2.28 (m, 1H), 2.22-2.14 (m, 1H), 2.11-2.03 (m, 2H), 1.47 (s, 2.7H), 1.34 (s, 6.3H). 13C NMR (500 MHz, CD3OD, rotamers seen): delta 177.56, 163.08, 155.35, 147.07, 140.60, 129.23, 128.94, 127.74, 127.60, 127.53, 119.27, 118.03, 115.86, 112.90, 112.11, 83.69, 79.56, 78.45, 65.96, 64.55, 49.16, 43.28, 43.15, 31.56, 31.47, 27.44, 27.21, 24.01, 23.91.

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; Bristol-Myers Squibb Company; US2007/232679; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics