Category: chlorides-buliding-blocks

Application of 2613-34-5,Some common heterocyclic compound, 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, molecular formula is C6H4ClF2N, 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.

4-(isopropylsulfamoyl)-1-methyl-pyrrole-2-carboxylic acid (250 mg, 1.02 mmol was dissolvedin CH3CN (15 mL). Triethylamine (0.56 mL), 3 -chloro-2,4-difluoroaniline (183 mg, 1.12 mmol) and HATU (463 mg, 1.22 mmol) were added. The reaction mixture was stirred at room temperature for 1 h, next at 50C for 80 h and then for 24 h at 75C. The solution was allowed to cool down. The solvent was evaporated leaving a yellow oil which was dissolved in CH2C12/MeOH (2 mL, 95:5) and purified by Flash Chromatography on silica using a gradient ofEtOAc-heptane 0/100 to 100/0]. The desired fractions were combined and the solvent was evaporated leaving a brown stable foam which was dissolved in a boiling mixture of of diisopropyl ether (3 mL) and CH3CN (0.5 mL). The solution was allowed to cool while stirring. The precipitate was filtered off, washed once with its own filtrate and with of diisopropyl ether (2 mL). The product was collected as a white solid and dried in vacuo at 50C, resulting incompound 172 (60 mg). Method B: Rt: 0.98 mm mlz: 390.1 (M-H) Exact mass: 391.06. ?H NMR (360 MHz, DMSO-d6) oe ppm 1.02 (d, J=6.6 Hz, 6 H), 3.26 (dd, J=13.4, 6.8 Hz, 1 H), 3.89 (s, 3 H), 7.25 (d, J=6.6 Hz, 1 H), 7.28 – 7.39 (m, 2 H), 7.48 – 7.59 (m, 2 H), 10.16 (s, 1 H).

The synthetic route of 2613-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 39191-07-6,Some common heterocyclic compound, 39191-07-6, name is 1-(3-Chlorophenyl)-N-methylmethanamine, molecular formula is C8H10ClN, 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.

General procedure: 2-(omega-Bromoalkyl)-isoindoline-1,3-dione (1 equiv) with N-methylbenzylamine (1 equiv) or its substituted analog in the presence of K2CO3 (3 equiv) was stirred in acetonitrile under reflux for 16 h. Once the reaction was finished, the solvent was evaporated under vacuum, producing a residue that was further dissolved in 50 mL of 5 M NaOH and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (dichloromethane to dichloromethane/methanol 98:2), yielding a yellow oil. The final product was obtained in the form of hydrochloride salt. The following compounds were obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(3-Chlorophenyl)-N-methylmethanamine, its application will become more common.

Reference:
Article; Guzior, Natalia; Bajda, Marek; Rakoczy, Jurand; Brus, Boris; Gobec, Stanislav; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 23; 7; (2015); p. 1629 – 1637;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2267-25-6, 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. 2267-25-6 name is 2-Chloro-4-fluoroanisole, 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 EXAMPLE 67 Preparation of 4-chloro-2-fluoro-5-methoxybenzyl chloride (Intermediate No. 15-15) 17.6 g (0.11 mol) of 2-chloro-4-fluoroanisole was dissolved in a dichloromethane solution of 1N titanium tetrachloride, and 88.3 g (1.10 mol) of methoxymethyl chloride was dropwise added thereto at room temperature, followed by stirring at room temperature for 5 hours. after completion of the reaction, the reaction solution was poured into water, followed by stirring at room temperature for 2 hours, and then the aqueous phase was removed. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off. Then, the obtained residue was purified by silica gel column chromatography to obtain 15.5 g (yield: 68%) of the desired product. 1 H-NMR (300 MHz,CDCl3) deltavalue: 3.89(3H,s), 5.00(2H,s), 6.97(1H,d), 7.18(1H,d)ppm

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

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US6048823; (2000); 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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1996-29-8

First Step Under argon atmosphere, a mixture of 9H-carbazole (9.3 g), 1-bromo-4-chloro-2-fluorobenzene (23.3 g), cesium carbonate (36.2 g), and DMF (222 mL) was stirred at 150 C. for 7 h. After adding water at room temperature, the resultant mixture was extracted with ethyl acetate. The organic layer was purified by silica gel column chromatography, and then, the solvent was removed to obtain 9-(2-bromo-5-chlorophenyl)carbazole as a white solid (11.4 g, 58% yield).

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; IDEMITSU KOSAN CO., LTD.; HAKETA, Tasuku; ITO, Hirokatsu; KUDO, Yu; (306 pag.)US2018/182974; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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. Safety of 2-Chloro-6-fluorobenzylamine

General procedure: The pyrrole-3-carbaldehyde 3a-d (0.5 mmol) and a series of primary amines (0.6 mmol) were dissolved in dichloromethane (8 mL), and the resulting mixture was stirred for 30 min. The reaction was cooled at 0 C, and then NaBH(AcO)3 (1.25 mmol) and AcOH (0.5 mmol) were carefully added. The resulting mixture was stirred at room temperature for 16 h. The reaction was quenched with NaOH (1.0 M, 20 mL) and the product was extracted with ethyl acetate (3×25 mL). The organic extract was dried over anhydrous Na2SO4, filtered and evaporated in vacuo. The crude product was purified on the silica gel to afford 4a-b, 5a-c, 6a-r as yellow oil. Samples were dissolved in dichloromethane, and hydrogen chloride in diethyl ether solution (2.0M, 0.5mL) was added dropwise. The solvent was removed under reduced pressure to obtain pure solids as nuclear magnetic samples.

The synthetic route of 2-Chloro-6-fluorobenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Ting; Tang, Yunxiang; Yang, Yang; An, Qi; Sang, Zitai; Yang, Tao; Liu, Pingxian; Zhang, Tianyu; Deng, Yong; Luo, Youfu; Bioorganic and Medicinal Chemistry Letters; vol. 28; 11; (2018); p. 2084 – 2090;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 57310-39-1, 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. 57310-39-1 name is 3-Bromo-4-chlorotoluene, 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.

In a reactor equipped with a reflux condenser, a mixture of 3-bromo-4-chlorotoluene (compound CM20a above, 30.82 g, 150 mmol), 2,5-dimethylphenylboronic acid (compound CM20b above, 24.75 g, 165 mmol), anhydrous potassium carbonate (124.39 g, 900 mmol), palladium(II) acetate (0.67 g, 6 mmol), tricyclohexylphosphine (1.68 g, 12 mmol), dimethylacetamide (commercially available dehydrated product, 600 ml) and pivalic acid (15.32 g and 150 mmol) was stirred for 10 hours under an argon gas atmosphere while heating in an oil bath set to 150 C. After diluting with toluene (500 ml), rinsing and liquid separation were carried out 3 times using ion-exchanged water. Next, there was repeated twice a procedure of adding active white clay (product of Wako Pure Chemical Industries, Ltd., 60 g) to the obtained oil layer, stirring the mixture for 2 hours, and then passing it through Celite and a silica gel pad to remove the insolubles. After removing the solvent from the obtained solution by concentration under reduced pressure, recrystallizing purification was carried out (with a mixed solvent of chloroform and ethanol), and the deposited crystals were filtered out and dried under reduced pressure to obtain the target CM20c (35.5 g) as a solid with a faint yellow-white appearance. Yield: 51%. The HPLC-area percent value of the obtained compound CM20c measured under analysis conditions 1 was 99.3% (UV254 nm)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-4-chlorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMTIED; Cambridge Display Teclmology Limited; Sekine, Chizu; Mikami, Satoshi; Anryu, Makoto; Kakimoto, Hidenobu; Steudel, Annette Regine; Humphries, Martin John; Kamtekar, Kiran Timothy; Garcia, Elena Hojas; Heidenhain, Sophie; Pegington, Ruth; (144 pag.)US9929347; (2018); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 627-42-9, name is 2-Methoxyethyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H7ClO

Compound 5 (4.1 mL, 44.7 mmol) was added to and mixed with a first mixture including isovanillin (4.0 g, 26.3 mmol), potassium carbonate (6.5 g, 47.3 mmol), and dimethylformamide (DMF, 30 mL) to obtain a second mixture. The second mixture was then stirred at a temperature ranging from 85 C. to 90 C. for 20 hours, cooled to room temperature, and filtered via Buechner funnel, and the residue was washed with EtOAc. The EtOAc filtrate was washed with a sodium hydroxide aqueous solution (2N), water, and brine, and then dried over MgSO4, and concentrated to obtain a yellow oil (5.3 g, 97% yield). The spectrum analysis for the yellow oil obtained by the above procedures is: 1H NMR (400 MHz, CDCl3), delta (ppm): 9.83 (s, 1H), 7.47-7.42 (m, 2H), 6.97-6.95 (d, J=8.2 Hz, 1H), 4.23-4.21 (m, 2H), 3.93 (s, 3H), 3.81-3.79 (m, 2H), 3.44 (s, 3H); 13C NMR (100.6 MHz, CDCl3), delta (ppm): 190.7, 154.9, 148.8, 129.9, 126.8, 110.8, 110.7, 70.6, 68.2, 59.0, 56.0; LRMS-EI+ (m/z): 211 ([M+H]+, 13), 210 ([M]+, 100), 152(67), 123(4), 95(3), 77 (5), 59 (67); HRMS-TOF-ES+ (m/z): [M+H]+ calculated for C11H15O4, 211.0970, found: 211.0971. The yellow oil obtained was confirmed to be Compound 6 (4-methoxy-3-(2-methoxyethoxy)benzaldehyde).

According to the analysis of related databases, 627-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; National Chiao Tung University; Chao, Jui-I; Chen, Chin-Piao; Liu, Kuang-Kai; (16 pag.)US10251886; (2019); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 62356-27-8, A common heterocyclic compound, 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene, molecular formula is C7H6BrCl, 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 175 6-(3-chloro-2-methylphenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 275, structure 4 of Scheme lI, where R1 =3-chloro-2-methylphenyl) This compound was prepared according to General Method 2 (EXAMPLE 9) from Compound 9 (70.0 mg, 0.22 mmol) and 2-bromo-6-chlorotoluene (45.2 mg, 0.22 mmol). The crude material was purified by flash column chromatography (75 ml silica, hexane to 5% ethyl acetate/hexane) to afford 63.1 mg (96%) of Compound 275. Data for Compound 275: 1 H NMR (400 MHz, acetone-d6) 7.30 (d, J=8.3, 1 H), 7.16 (m, 1 H), 6.95 (s, 1 H), 6.87 (d, J=10.2, 1 H), 6.54 (d, J=8.0, 1 H), 5.36 (s, 1 H), 5.25 (s, 1 H), 2.03 (s, 3 H), 1.28 (s, 6 H).

The synthetic route of 62356-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5696130; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4152-90-3, These common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, 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.

General procedure: Compounds 5a?7a, 9a?11a, and 13a were synthetized using a microwave reactor with a focusedfield. Corresponding N-benzyl-3-chloropyrazine-2-carboxamide (0.6 mmol) was dissolved in methanol(3 mL) and appropriate benzylamine (1.8 mmol, 3 equiv.), along with pyridine (40 mg, 0.6 mmol,1 equiv.) as a base, were added. Our previous observations revealed that triethylamine (TEA) as a basecannot be used for microwave reactions. During the procedure, TEA is partially decomposed (probablyto diethylamine and similar species, which may act as undesired nucleophiles in the dehalogenationreaction). The use of pyridine as the base combined with benzylamines was experimentally verifiedin previous projects [18]. Conditions for synthesis were 150°C, 30 min, and 100 W. The progressof the reactions was monitored by TLC in system hexane/ethyl acetate 1:1. The reaction mixturewas adsorbed on silica by removing the solvents in vacuo and the product was purified by flashchromatography using gradient elution with ethyl acetate (0?100percent) in hexane. Products 7a and 10awere recrystallized from EtOH/H2O.

The synthetic route of 4152-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Semelkova, Lucia; Jand’ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Trejtnar, Franti?ek; Kubi?ek, Vladimir; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; McPhee, Derek J.; Molecules; vol. 22; 3; (2017);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-02-7, name is 2-Chloro-4-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 2106-02-7, Product Details of 2106-02-7

[000213] To a stirred solution of crude acid chloride (70 mg, crude) in CH2C12 (5 mL) under argon atmosphere were added 2-chloro-4-fluoroaniline 184 (25 mg, 0.17 mmol) and pyridine (0.07 mL, 0.86 mmol) at 0 C; warmed to RT and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (20 mL) and extracted with CH2C12 (2 x 30 mL). The combined organic extracts were washed with 1 N HC1 (20 mL), 10% NaHCO3 solution (30 mL), brine (15 mL) dried over sodium sulfate, filtered and concentrated in vacuo to obtain crude. The precipitated material was either directly dried in vacuo or triturated or purified through silica gel column chromatography /preparative HPLC or by acid-base treatment to afford the desired compound.

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

Reference:
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics