Category: 59681-66-2

Reference of 59681-66-2, 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. 59681-66-2 name is 4-Chloro-N1-methylbenzene-1,2-diamine, 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 solution of the title compound in Example 5, Step B (0.3 mmol, 47 mg) in CH2Cl2 (0.5 mL) was added 4-trifluoromethoxyphenyl isothiocyanate (0.3 mmol, 49 muL). After 1 h MeI (0.5 mmol, 53 1L) was added. The reaction mixture was heated at 40 C for 1 h, then allowed to stand at ambient temperature for 16 h. The reaction mixture was partitioned between CH2C12 and saturated NaHCO3. The organic phase was dried with Na2S04 and concentrated in vacuo to afford a white solid. The product was isolated by flash chromatography on silica eluting with 25% EtOAc in hexanes. LC-MS (ESI, Method B): 1.67 min, m/z 342.1 (M + 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-N1-methylbenzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2005/65680; (2005); 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. 59681-66-2, name is 4-Chloro-N1-methylbenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Safety of 4-Chloro-N1-methylbenzene-1,2-diamine

General procedure: General procedure for the synthesis of 2-mercaptobenzimidazole derivatives (18-34): the proper 1,2-phenylenediamine 1-17 (16 mmol) was added over a stirred solution of ethanol (50 mL), water (5 mL), potassium hydroxide (19.2 mmol) and carbon disulfide (19.2 mmol). The mixture was heated overnight under a N2 atmosphere at 50 C. The cold reaction mixture was then neutralized with acetic acid and poured into 250 mL of cold water for complete precipitation. The solid was separated and dried using vacuum filtration. The crude product was purified by recrystallization, adding norite to the solvent.

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; Perez-Villanueva, Jaime; Hernandez-Campos, Alicia; Yepez-Mulia, Lilian; Mendez-Cuesta, Carlos; Mendez-Lucio, Oscar; Hernandez-Luis, Francisco; Castillo, Rafael; Bioorganic and Medicinal Chemistry Letters; vol. 23; 14; (2013); p. 4221 – 4224;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 59681-66-2,Some common heterocyclic compound, 59681-66-2, name is 4-Chloro-N1-methylbenzene-1,2-diamine, molecular formula is C7H9ClN2, 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.

[000316] To a solution of Compound 10B (2.5 g, 16 mmol) in methanol (50 mL) was added triethoxymethane (2.8 g, 19 mmol) and sulfamic acid (155 mg, 1.6 mmol). The mixture was stirred at rt for 5 h. After removal of solvents, the mixture was diluted with water (30 mL) and extracted with ethyl acetate (50 mL x 3). The organic layer was dried over Na2S04. Filtration and evaporation of solvents gave a crude product Compound IOC (2.3 g, crude) as a red solid, which was used to next step without purification. LC-MS (m/z): 167 [M+l]+; 1H-NMR (CDC13, 400 MHz) major characteristic peaks: delta (ppm) 3.84 (s, 3H), 7.30 (d, J= 8.4 Hz, 1H), 7.61 (d, J= 8.8 Hz, 1H), 7.70 (s, 1H), 8.25 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-N1-methylbenzene-1,2-diamine, its application will become more common.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 59681-66-2, name is 4-Chloro-N1-methylbenzene-1,2-diamine, molecular formula is C7H9ClN2, 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. Product Details of 59681-66-2

General procedure: A solution of compound 5 (R1=H, 100mg, 0.657mmol), 1,3-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea 6 (209mg, 0.722mmol), and p-toluene sulfonic acid (12mg, 0.065mmol) in isopropanol was heated at 65C for 16h. The reaction mixture was concentrated in vacuo and diluted with ethyl acetate. The organic layer was successively washed with 1N sodium hydroxide and brine, and dried over sodium sulfate. After concentration in vacuo, the crude product was purified by silica gel column chromatography (eluent : n-Hex/EA=5 : 1) to give the compound 7 (R1=H, 121mg, yield 75%) as solid. 1H NMR (400MHz, DMSO-d6) delta 11.9 (NH, 1H), 7.38 (m, 2H), 7.14 (m, 2H), 3.65 (s, 3H), 1.45 (s, 9H); LC/MS (electrospray) m/z (M+H)+ 248.03.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 59681-66-2, its application will become more common.

Reference:
Article; Windisch, Marc Peter; Jo, Suyeon; Kim, Hee-Young; Kim, Soo-Hyun; Kim, Keumhyun; Kong, Sunju; Jeong, Hyangsuk; Ahn, Sujin; No, Zaesung; Hwang, Jong Yeon; European Journal of Medicinal Chemistry; vol. 78; (2014); p. 35 – 42;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 59681-66-2, These common heterocyclic compound, 59681-66-2, name is 4-Chloro-N1-methylbenzene-1,2-diamine, 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 35 Preparation of 7-Chloro-4,9-dihydro-4-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one A 532 mg. portion of 7-chloro-1,3,4,9-tetrahydro-4-methyl-10H-thieno[3,4-b] [1,5]benzodiazepin-10-one (prepared by the reaction of 4-chloro-2-amino-N-methylaniline and 3-keto-4 -carbomethoxy tetrahydro thiophene at relfux temperature in tolune) is suspended in 4 ml. of pyridine. A 276 mg. portion of N-chlorosuccinimide is added in portions while rinsing with 1 ml. of pyridine. The mixture is heated on a steam bath for 15-20 minutes, cooled and diluted with water yielding a brown solid which is recrystallized twice from methanol yielding 0.25 g., m.p. 244-246C.

The synthetic route of 59681-66-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US3953430; (1976); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics