Category: 42122-75-8

Related Products of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, 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.

A mixture of 2-methyl-5-[(1-methylcyclohexylcarbonylamino)methyl]benzoyl chloride (0.266 g, 0.864 mmol) in 5 mL THF was added to methyl 5-amino-2-chloro-benzoate (0.160 g, 0.864 mmol) and 0.42 mL TEA in 10 mL THF. The mixture was stirred overnight and concentrated. EtOAc was added to the residue and the organic phase was washed with water and 2 M aq. HCl solution and dried with Na2SO4. The crude mixture was purified via MPLC. Yield: 0.21 g (53%). MS [M+H]+=457 (Cl isotope pattern); TLC: Rf=0.44 (silica gel, DCM:EtOH 19:1).

The synthetic route of 42122-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/263556; (2011); A1;,
Ester – Wikipedia,
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Reference of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, 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.

[1- [5-CHLORO-2- (BENZYLOXY)-PHENYL]-PENTANE-1,] 4-dione (160mg, 0. [5MMOL)] was treated with 5-amino-2-chloro-benzoic acid methyl ester [(100MG,] 0. [55MOL)] (Brown et al, WO0055120), and p-toluenesulfonic acid (-30mg) in toluene (4ml). The reaction mixture was then refluxed over 18hrs under nitrogen, evaporated down to an oil, dissolved in as little DCM as possible, and placed on a Water’s silica cartridge (10g) saturated with iso-hexane. The column was then eluted with iso-hexane [(-50ML)] followed by an Et2O/iso-hexane gradient mixture starting at 10% [ET20] to give the title compound (34mg, [7%).] ‘H NMR [(400MHZ,] [CDCI3)] 2.23 (3H, s), 3.8 (3H, s), 4.72 (2H, s), 6.12 [(1H,] d, J-3Hz), 6.28 (1H, d, J=3Hz), 6.58 (1H, d, J=9Hz), 6.94 (1H, dd, J=2,8Hz), 7.69-7. 05 (2H, m), 7.08 [(1H,] dd, J=2.8Hz), 7.22 (5H, m), 7.48 (1H, d, J=2Hz). LC/MS t=4.14 min, [MH+] 466/468/470.

Statistics shows that Methyl 5-amino-2-chlorobenzoate is playing an increasingly important role. we look forward to future research findings about 42122-75-8.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/101959; (2003); A1;,
Ester – Wikipedia,
Ester – 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. 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8ClNO2

37.12 g (0.2 mol) was added to a 500 mL three-necked flask as shown in formula (C)2-chloro-5-amino-benzoic acid methyl ester, 100 mL hydrochloric acid and 70 mL water,Mechanically stirred, cryogenically cooled to -5-0 C, with a pale yellow solid precipitated,Dissolve 13.8 g (0.2 mol) of sodium nitrite in 20 mL of water.Then slowly added dropwise to the above three-necked flask, after the dropwise addition within 45 minutes,The light yellow solid in the three-necked flask was completely dissolved, and the solution was orange-yellow.The temperature of the reaction solution was maintained at -2-0 C. The mixture in a three-necked flask was stirred for 15 min.Then, 45.7 g (0.25 mol HBF4) of 48% tetrafluoroboric acid solution was added dropwise.After about 30 minutes, the temperature of the reaction solution is kept at 0-2 C.Stirring was continued for 2 hours. After the reaction is completed, the reaction solution is suction filtered.The residue was washed successively with dilute tetrafluoroboric acid solution, washed with 50% ethanol (50 mL) and washed with anhydrous ethanol (50 mL), and dried to give 43.2 g of pale yellow solid, yield 75.6%.

The synthetic route of 42122-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Tan Chengxia; Pei Dan; Zhang Fan; Zhang Donglin; (26 pag.)CN108997325; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, 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 1 2-Chloro-N-(1 -hydroxy-cyclohexylmethyl)-5-phenylamino-benzamide1.1 2-Chloro-5-Dhenylamino-benzoic acid methyl esterCs2C03 (2.79 g), palladium(ll) acetate (82 mg), 2,2′-bis(diphenylphosphino)-1 ,1 ‘- binaphthalene (228 mg), iodobenzene (0.69 mL) and methyl-5-amino-2-chlorobenzoate (1.13 g) were placed in a flask and flushed with argon. Dioxane (18 mL) was added and the reaction mixture was heated to 100C for 24h. After cooling to RT, it was diluted with Et20, filtered over a pad of celite and the filtrate was concentrated in vacuo. The crude material was purified by CC (Hept/EtOAc 1/0 to 8/2) to give 1.18 g of the titled compound as a light yellow solid.LC-MS (A): tR = 1 .05 min; [M+H]+: 262.55.

The synthetic route of 42122-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; WO2012/114268; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 42122-75-8, 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. 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example (Ik-2) 2-Chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoic acid 6.74 g (36.3 mmol) of methyl 5-amino-2-chlorobenzoate, 0.22 g (1.8 mmol) of 4-N,N-dimethylaminopyridine and 9.49 ml (54.4 mmol) of N-ethyldiisopropylamine are dissolved in 50.0 ml of ethyl acetate and cooled to 0 C. A solution of 6.0 g (18.1 mmol) of 1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride in 100 ml of ethyl acetate is added over the course of an hour to this reaction mixture. When the addition is complete, the reaction mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with 250 ml of ethyl acetate and the organic phase is then washed three times with in each case 100 ml of 1M hydrochloric acid, three times with 1M sodium hydroxide solution and once with saturated sodium chloride solution. This gives 8.0 g of a mixture of methyl 2-chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoate and methyl 5-(bis{[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)-2-chlorobenzoate in the ratio 6:4.

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, Methyl 5-amino-2-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); A1;,
Ester – Wikipedia,
Ester – 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. 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 42122-75-8

Reference Example 54: Methyl 5-(aminosulfonyl)-2-chlorobenzoate (compound S54) To methyl 5-amino-2-chlorobenzoate (16.2 g) in concentrated hydrochloric acid (40 ml)/acetic acid (120 ml) suspension, a sodium nitrite (7.6 g) aqueous solution (20 ml) was added under ice cooling and the mixture was stirred at that temperature for 45 minutes. Next, the inside temperature of the reaction vessel was cooled to – 5C, copper (II) chloride 2-hydrate (3.7 g) and a 21% sulfur dioxide in acetic acid solution (60 ml) were added, and the mixture was raised to room temperature and stirred at 12 hours. Under ice cooling, distilled water was added to the reaction solution, the mixture was stirred at that temperature for 30 minutes, and the precipitate was collected by filtration. The filtrate was dissolved in tetrahydrofuran (50 ml), 28% ammonia water (10 ml) was added under ice cooling, and the mixture was stirred at that temperature for 15 minutes. The tetrahydrofuran was distilled off in vacuo, then ethyl acetate/hexane was added. The precipitate was collected by filtration to obtain the title compound (10.9 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 42122-75-8.

Reference:
Patent; Asubio Pharma Co., Ltd.; Daiichi Sankyo Company, Limited; EP2025672; (2009); A1;,
Ester – Wikipedia,
Ester – 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. 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 5-amino-2-chlorobenzoate

89.1 2-Chloro-5-(6-chloro-pyridazin-3-ylamino)-benzoic acid methyl ester A solution of 3,6-dichloropyridazine (240 mg) and methyl-5-amino-2-chlorobenzoate (299 mg) in EtOH (9 mL) was heated in the microwave for 30 min at 150 C. The reaction was concentrated in vacuo and the crude was purified by CC (Hept/EtOAc 1/0 to 4/6) to give 203 mg of the titled compound as a light yellow solid. LC-MS (B): tR=0.72 min; [M+H]+: 298.06

The synthetic route of 42122-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 42122-75-8,Some common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, molecular formula is C8H8ClNO2, 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.

1.1 2-Chloro-5-phenylamino-benzoic acid methyl ester Cs2CO3 (2.79 g), palladium(II) acetate (82 mg), 2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (228 mg), iodobenzene (0.69 mL) and methyl-5-amino-2-chlorobenzoate (1.13 g) were placed in a flask and flushed with argon. Dioxane (18 mL) was added and the reaction mixture was heated to 100 C. for 24 h. After cooling to RT, it was diluted with Et2O, filtered over a pad of celite and the filtrate was concentrated in vacuo. The crude material was purified by CC (Hept/EtOAc 1/0 to 8/2) to give 1.18 g of the titled compound as a light yellow solid. LC-MS (A): tR=1.05 min; [M+H]+: 262.55.

The synthetic route of 42122-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, 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: To a solution 15 (490 mg, 1.0 eq, 0.92 mmol) in CH2Cl2 (50 mL) was added HATU (525 mg, 1.5 eq, 1.38 mmol), 4-methylmorpholine (0.30 mL, 3.0 eq, 2.8 mmol) and methyl 3-aminobenzoate hydrochloride (208 mg, 1.2 eq, 1.1 mmol). The reaction mixture was stirred at room temperature overnight. After the solvent was concentrated in vacuo, the residue was purified by chromatography (petroleum ether/acetone = 3/1) to afford compound 16 as white solid (360 mg, 59%).

Statistics shows that Methyl 5-amino-2-chlorobenzoate is playing an increasingly important role. we look forward to future research findings about 42122-75-8.

Reference:
Article; Chen, Yue-Ting; Tang, Chun-Lan; Ma, Wei-Ping; Gao, Li-Xin; Wei, Yi; Zhang, Wei; Li, Jing-Ya; Li, Jia; Nan, Fa-Jun; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 399 – 412;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics