Category: 7006-52-2

Synthetic Route of 7006-52-2,Some common heterocyclic compound, 7006-52-2, name is N-Methyl-3-chloroaniline, 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.

General procedure: Ureas used in this project were prepared according to reaction equation (1)-(3) and related procedures given below. A 100 mL two-necked flask with a magnetic stir bar was evacuated and backfilled with argon three times. Amine (2 eq) was dissolved in THF. A solution of n-BuLi (2.5 M in hexane, 1.0 eq) was added slowly at ?40 °C and the resulting mixture was stirred for 15 min at the same temperature. After cooling to ?60 °C, iodomethane (1.0 eq) was added slowly and the mixture was allowed to warm to rt and stirred for additional 8 h at rt. The mixture was quenched by adding H2O and the organic phase was separated. The aqueous phase was extracted with EtOAc and the combined organic phases were washed with sat. NaHCO3-solution, dried over Na2SO4 and the solvents were evaporated under reduced pressure. After purification by flash chromatography the pure product was obtained. A 100 mL two-necked flask with a magnetic stir bar was evacuated and backfilled with argon three times. Triphosgene (5.0 mmol) and CH2Cl2 (30 mL) were added to the flask. The mixture was cooled at ?30 °C and dry pyridine (3.0 mL) was slowly added to the flask (Caution: highly toxic phosgene was generated). After stirring for 15 min at ?30 °C, secondary amine (10 mmol) was slowly added to the mixture. The mixture was warmed to room temperature and stirred for 6 h at room temperature. The reaction mixture was carefully quenched by 1N HCl (10 mL) and was extracted with CH2Cl2 (5 mL x 3). The organic layer was washed with water and brine, then dried over Na2SO4. After the filtration, the solution was concentrated to dryness. The crude product was purified by silica gel column chromatography. Further purification was carried out by recrystallization or distillation under vacuum. MeNH2 methanol solution (33.3percent) (1.5 equiv.), acid chloride (1.0 equiv.), Et3N (2.0 equiv.) and CH2Cl2 (0.5 M) were added into a round bottom flask capped with a septum. The mixture was stirred at room temperature. After 2 h, the crude reaction mixture was extracted with CH2Cl2, purified by flash chromatography.

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

Reference:
Article; Wang, Yan; Zhou, Hao; Xu, Ke; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; vol. 28; 1; (2017); p. 92 – 96;,
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Synthetic Route of 7006-52-2, 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. 7006-52-2, name is N-Methyl-3-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In air, K2HPO4 (10 mol percent, 4.35mg), PMHS (242 mul), amine (0.25 mmol), formic acid (4.6equiv ,43.3mul), 18-crown-6 (20mol percent, 13.2mg) 4A MS(10mg) and 2 ml THF were added into a tube equipped with a water condenser. The reaction mixturewas stirred at 80C for 12 hours. The yields of isolated products were reported. The mixture was filtered through a silica gelcolumn with petroleum ether and ethyl acetate as the eluent. The resultant solution was concentrated and purified by silica gelcolumn chromatography to give the corresponding product.

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, N-Methyl-3-chloroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Huang, Yan; Deng, Wei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
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 7006-52-2 as follows. HPLC of Formula: C7H8ClN

General procedure: N-Alkyl-substituted aniline (2 mmol) and Ru3(CO)12 in D2O(3mL) (Note: if toluene was needed, 1mL toluene was add as co-solvent) were stirred at 100-140°C in a sealed tube under a N2 atmosphere for 12 h. After the mixture was cooled to room temperature, water (10 ml) was added, and then extracted with diethyl ether (2×10 mL). The organic layer was washed with brine (5 mL), dried over anhydrous Na2SO4,and filtered. The filtrate was concentrated to afford the deuterated aniline product.

According to the analysis of related databases, 7006-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhan, Miao; Jiang, Hongxia; Pang, Xuehai; Zhang, Tao; Xu, Ruixue; Zhao, Lifeng; Liu, Yu; Gong, Yu; Chen, Yuanwei; Tetrahedron Letters; vol. 55; 36; (2014); p. 5070 – 5073;,
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. 7006-52-2, name is N-Methyl-3-chloroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 7006-52-2

[0299] To a mixture of the compound Int-11 (Example 130) (200 mg, 0.58 mmol, 1.0 eq) in DCM (10 rriL) was added 3-chloro-N-methylaniline (82.4 mg, 0.58 mmol, 1.0 eq), triethylamine (176 mg, 1.74 mmol, 3.0 eq) and DMAP (14.6 mg, 0.12 mmol, 0.2 eq). The mixture was stirred at r.t. overnight under nitrogen atmosphere. The reaction was monitored by LCMS. DCM (10 mL) was added and the resulting mixture was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by prep-HPLC to give 53 mg of the desired Compound 131 (20percent yield) as a light yellow solid in >95percent purity as determined by HPLC analysis. 100percent HPLC purity at 254 nm. 1H-NMR (400 MHz, DMSO-d6): delta 10.86 (s, 1H), 9.01 (dd, J = 4.0, 1.6 Hz, 1H), 8.70 (s, 1H), 8.45 (d, J = 7.6 Hz, 1H), 8.22-8.19 (m, 2H), 8.14-8.07 (m, 2H), 7.64 (dd, J = 8.0, 4.0 Hz, 1H), 7.57 (t, J = 8.0 Hz, 1H), 7.42-7.33 (m, 2H), 7.23-7.10 (m, 3H), 3.17 (s, 3H); ESI/MS [m/z] = 452 [M+H]+

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; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

7006-52-2, name is N-Methyl-3-chloroaniline, 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. Computed Properties of C7H8ClN

TBAI in the reaction bottle (0.3mmol, 111 mg), compound1j (2mmol, 282 mg), compound2 (4mmol, 341 mg), NaOAc (4mmol, 164 mg), TBHP (0.60 ml), water (4.0 ml), tetrahydrofuran (4.0 ml). Then the system in the air 80 ¡ãC heating under the conditions of about 12 hours, quenched with saturated sodium sulfite solution, extraction with ethyl acetate (40 ml ¡Á 3), silica gel adsorption, through the simple column chromatography can get product3j,the yield is 75percent. The prepared test data mainly of the product are as follows, can be known through the analysis, the actual synthetic product is consistent with the theoretical analysis.

The synthetic route of 7006-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzhou University; Wan, Xiaobing; Wang, Hongxiang; Zhang, Jie; Shao, Ying; (22 pag.)CN105237435; (2016); A;,
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 7006-52-2 as follows. Application In Synthesis of N-Methyl-3-chloroaniline

28.2 mg (0.2 mmol) of N-methyl-3-chloroaniline, 81.2 mg of ethyl bromodifluoroacetate (0.4 mmol), 2.5 mg (0.02 mmol) of cuprous acetate, 19.1 mg (0.04 mmol) of X-phos, 32.7 mg (0.2 mmol) of cesium carbonate were added to 2 mL of DMF solvent. The reaction was carried out at 110 C for 12 hours, after the reaction was completed, it was cooled, filtered, and the filtrate was evaporated. The solvent was removed and the residue was chromatographed on silica gel. It was washed with a mixed solution of petroleum ether and ethyl acetate in a volume ratio of 8:1. The effluent was collected according to the actual gradient, detected by TLC, and the effluent containing the product was combined. The solvent was distilled off by a rotary evaporator. Drying in vacuo to give the yellow liquid N-methyl-N-(3-chlorophenyl)carboxamide 23.0 mg, yield 68%.

According to the analysis of related databases, 7006-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wenzhou University; Zhang Xiaohong; Li Xiaofang; Zhang Xingguo; (15 pag.)CN108774147; (2018); A;,
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 7006-52-2 as follows. Computed Properties of C7H8ClN

To a solution of 4-chloro-l-methyl-lH-pyrrolo[3,2-c]pyridine-7-carboxylic acid methyl ester (0.5g) in 1,4-dioxane (5ml) was added 3-chloro-N-methyl aniline (0.629g) and methanesulfonic acid (0.289ml). The mixture was irradiated under microwave conditions at 180¡ãC for 30min. 1,4-dioxane was removed in vacuo and the residue purified by MDAP to give the title compound (350mg). LC/MS [MH+] 330 consistent with molecular formula C17H1635ClN3O2

According to the analysis of related databases, 7006-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/121140; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7006-52-2, These common heterocyclic compound, 7006-52-2, name is N-Methyl-3-chloroaniline, 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: S7 (0.35 g, 2 mmol) was dissolved in Et2O (5 mL) and converted into its hydrochloride salt by drop-wise addition of aq. HCl (1 M) in Et2O. The resulting precipitate was collected byfiltration, dried for 10 min, and used in the subsequent reaction. A mixture of S7 hydrochloride (212 mg, 1 mmol), S1 (185 mg, 1.1 mmol), and toluene (2 mL) was heated to 130 oC,stirred for 21 h, cooled to rt, and diluted with MeOH (5 mL). This solution was concentrated onto silicagel and purified on a silica gel column with gradient elution (EtOAc EtOAc-MeOH;4: 1 v/v). The fractions containing the desired guanidine were collected, concentrated under reduced pressure, andapplied to a second silica gel column eluted with Et3N-EtOAc-hexanes(5: 20: 75 by vol.) to afford 20 asa white solid

The synthetic route of 7006-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Naumiec, Gregory R.; Cai, Lisheng; Pike, Victor W.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 2; (2015); p. 225 – 228;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics