Category: 7149-75-9

Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, 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 7149-75-9, Product Details of 7149-75-9

Intermediate 6; Step A: Benzyl 4-[(4-chloro-3-methyl-phenyl)carbamoyl]piperidine- 1 -carboxylate.; 1- BenzyloxycarbonyIpiperidine-4-carboxylic acid (1.00 g, 3.80 mmol) and 4-chloro- 3 -methyl – aniline (0.592 g, 4.18 mmol) in C3/4C12 (5 mL) were treated with HOBT (0.582, 3.80 mmol) and EDC (1.46 g, 7.60 mmol), and stirred at rt for 16 h. The mixture was directly purified on Si02 (50 to 100percent EtOAc, hexanes) to afford the title compound. HPLC MS: 387.2/389.1 (M+l); R, = 1.22 min (LC2).

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, 4-Chloro-3-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GRAHAM, Thomas, H.; LIU, Wensheng; SEBHAT, Iyassu, K.; SHEN, Dong-Ming; SHI, Zhi-Cai; WO2011/156220; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 7149-75-9, 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. 7149-75-9, name is 4-Chloro-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a refluxing slurry of disodium carbonate (0.9 g. 0.01 mol) in 10 mL MeOH wasadded simultaneously a solution of 1,5-dichloropentan-3-one (0.93 mL, 0.01 mol) in 5 mL MeOH and a solution of 4-chloro-3-methylaniline (1 g, 0.01 mol) in 5 mL MeOH dropwise over 10 mins. The reaction was allowed to reflux for a further 2.5 h, then allowed to cool and concentrated, poured into water (10 mL), and extracted with DCM (2 x lOmL). The combined organics were dried over MgSO4 and concentrated to yield 1.38 g free flowing orange/brown oil. The crude product was purified using column chromatography (Biotage, 50 g SNAP KP-SIL, 10 -80percent EtOAc in heptane, 10 CV) to yield the title compound as a light yellow free-flowing liquid (890 mg, 86percent purity, 48percent).1H NMR (500 MHz, Chloroform-d) delta 7.22 (d, J = 8.7 Hz, 1 H), 6.83 (d, J = 2.9 Hz, 1H), 6.74 (dd, J = 8.7, 3.0 Hz, lH), 3.56 (t, J = 6.1 Hz, 4H), 2.55 (t, J = 6.1 Hz, 4H), 2.35 (s, 3H). LCMS Method D: rt 1.33 min, 91 percent; m/z 223.95 (MH+)

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-3-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; EVOTEC INTERNATIONAL GMBH; GAMPE, Christian, M.; KAHNE, Daniel, Evan; KAHNE, Suzanne, Walker; QIAO, Yuan; EAST, Stephen; PARKES, Alastair, L.; SOUTHEY, Michelle; HUNTER, James; WHITTAKER, Mark; ARTHUIS, Martin; (359 pag.)WO2016/191658; (2016); 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. 7149-75-9, name is 4-Chloro-3-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 7149-75-9

General procedure: To a solution of ethyl acetoacetate (10 mmol) in 40 mL of toluene was added appropriate amine(10 mmol) and a catalytic amount of potassium tert-butoxide. The resulting mixture was heated torefluxing for 6 hours. After the reaction mixture was cooled to room temperature, the solvent wasremoved under rotovap and the crude product was purified by flash chromatography on silica gelusing hexane:EtOAc (1:1) to afford desired products as colorless crystalline solid (40%-63%).

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:
Article; Tang, Jing; Huber, Andrew D.; Pineda, Dallas L.; Boschert, Kelsey N.; Wolf, Jennifer J.; Kankanala, Jayakanth; Xie, Jiashu; Sarafianos, Stefan G.; Wang, Zhengqiang; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 179 – 192;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 7149-75-9, 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 7149-75-9 as follows.

Step 1 (0415) To a mixture of 4-chloro-3-methylphenylamine (300 mg), acetone (0.19 mL) and methanol (10 mL) was added decaborane (130 mg), and the mixture was stirred at room temperature for 6 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (3 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure to give (4-chloro-3-methylphenyl)(isopropyl)amine (390 mg).

According to the analysis of related databases, 7149-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
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. 7149-75-9, name is 4-Chloro-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Chloro-3-methylaniline

Step 1 (0642) To a mixture of 1-(3-bromo-4-methylphenyl)ethanone (1.51 g), 4-chloro-3-methylphenylamine (1.0 g) and methanol (14 mL) was added decaborane (259 mg), and the mixture was stirred at room temperature for 12 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (5 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure to give [1-(3-bromo-4-methylphenyl)ethyl]-(4-chloro-3-methylphenyl)amine (1.99 g).

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 7149-75-9.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); 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. 7149-75-9, name is 4-Chloro-3-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 7149-75-9

General procedure: Oxo ester 11-15 (10 mmol) was dissolved in THF(50 ml). Solution of LiOH·H2O (15 mmol) in 20 ml of water was addeddropwise at 5-10 C. After stirring at room temperature (3-8 h, TLCcontrol) the mixture was concentrated to approximately quarter of volume,diluted with 50 ml of water and washed with Et2O (3×30 ml). The waterlayer was acidified with 5% H2SO4 to pH 5, the product was extracted withEt2O (3×30 ml), dried over Na2SO4 and concentrated in vacuo. The crudeoxo acids were unstable and were immediately processed further. Primaryamine (0.55 mmol) and oxo acid (0.50 mmol) were dissolved in EtOH(3.0 ml). Isocyanide (0.55 mmol) was added and the reaction mixture wasstirred at 60-65 C for 12 h, then evaporated in vacuo. The residue was dissolvedin EtOAc (3 ml) and treated with 5 ml of saturated aqueous NaHCO3,the organic layer was separated, the aqueous one was extracted with EtOAc(2×2 ml). The combined organic extracts were washed with water (2×5 ml),dried over Na2SO4 and concentrated in vacuo. The residue was treated with10% EtOAc in Et2O (to cause crystallization of the product), or purifiedby chromatography (silica gel, EtOAc-hexane, 1 : 20 1 : 10). For characteristicsof the products, see Online Supplementary Materials.

The synthetic route of 7149-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stolyarenko, Vasiliy Yu.; Evdokimov, Anatoliy A.; Shishkin, Vladimir I.; Mendeleev Communications; vol. 23; 4; (2013); p. 233 – 234;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 7149-75-9, 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 7149-75-9 as follows.

In a 150 mL Schlenk tube equipped with a stirring bar, 5.79 g (22.0 mmol) of 4-bromodibenzothiophene represented by the above chemical formula (99), 4-chloro-3- 3.74 g (26.4 mmol) of methylaniline, 3.70 g (33.0 mmol) of potassium-tert-butoxide, 99 mg (0.44 mmol) of palladium (II) acetate and 60 mL of dehydrated toluene were placed and degassed and then tri- Butyl phosphine (267 mg, 1.32 mmol), and the mixture was sealed and stirred at 100 ° C. for 10 hours.After cooling to room temperature, the reaction mixture was poured into water, extracted with methylene chloride, and washed with water. After drying the organic layer with anhydrous sodium sulfate, the solvent was distilled off. The obtained crude product was purified by silica gel column chromatography using hexane: methylene chloride (4: 1) as an eluent.By carrying out the above steps, a compound represented by the above chemical formula (109) was obtained in a yield of 3.75 g in a yield of 53percent. Identification of the compound was carried out by mass spectrometry where the molecular ion peak matched with the object.

According to the analysis of related databases, 7149-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIPPON HOSO KYOKAI <NHK>; KANTO CHEM CO INC; FUKAGAWA HIROHIKO; SHIMIZU TAKAHISA; TAKAHASHI JUNPEI; SHINNAI SATONOBU; TSUCHIYA KAZUHIKO; (53 pag.)JP2015/160849; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 7149-75-9, 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 7149-75-9 as follows.

General procedure: (Z)-N-(3-Bromo-4-fluorophenyl )-N’-hydroxy-1H-indazole-7-carboximidamide (8a). To a solution of 7 (25 mg,0.105 mmol) in THF (1 mL) at 60 °C was 3-bromo-4-fluoroaniline (20 L, 0.105 mmol) was added andstirred for 10 min. A solution of NaHCO3 (13 mg, 0.157 mmol) in water (1 mL) was added dropwiseand stirred at 60 °C for 3 h. The mixture was extracted with EA and washed with brine. The organic layer was dried over MgSO4 and concentrated to obtain the crude mixture which was purified bycolumn chromatography (MPLC) to give compound 8a.

According to the analysis of related databases, 7149-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lee, Dong-Ho; Lee, Joo-Youn; Jeong, Jieun; Kim, Miok; Lee, Kyung Won; Jang, Eunseo; Ahn, Sunjoo; Lee, Chang Hoon; Hwang, Jong Yeon; Molecules; vol. 22; 11; (2017);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7149-75-9, name is 4-Chloro-3-methylaniline, molecular formula is C7H8ClN, 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

Step 1 (0424) To a mixture of 5-hydroxy-3,4-dihydro-2H-naphthalen-1-one (693 mg), 4-chloro-3-methylphenylamine (550 mg) and methanol (20 mL) was added decaborane (236 mg), and the mixture was stirred at room temperature for 8 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (5 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure to give 5-(4-chloro-3-methylphenylamino)-5,6,7,8-tetrahydronaphthalen-1-ol (1.1 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7149-75-9, its application will become more common.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
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. 7149-75-9, name is 4-Chloro-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Chloro-3-methylaniline

Step 2 (0404) To a mixture of 1-(3-formylbenzyl)azetidine-3-carboxylic acid methyl ester (330 mg), 4-chloro-3-methylphenylamine (243 mg) and methanol (8 mL) was added decaborane (90 mg), and the mixture was stirred at room temperature for 2 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (3 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by aminopropyl silica gel column chromatography (eluent: 20percent-50percent ethyl acetate/hexane, gradient elution) to give the title compound (450 mg). The structural formula was illustrated in Table 1. [table-us-00001-en] Reference Example Structural formula 1-1 (0405) The physical data of Reference Example 1-1 was shown below. Reference Example 1-1 (0406) MS (ESI, m/z): 359(M+H)+

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 7149-75-9.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics