Category: 37585-16-3

Synthetic Route of 37585-16-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.

In a 2L 3-neck round bottom flask, the stirred solution of (2-amino-4-chlorophenyl)methanol 2 (32 g, 203.82 mmol) in DCM (765 mL), manganese(IV) oxide (150 g, 1.724 mol) was added at rt. The resulting reaction mixture was stirred at rt under argon atmosphere for 40 h. On completion of reaction the reaction mixture was filtered through CELITE pad and solid residue was washed thoroughly with DCM (1000 mL). The combined filtrate was concentrated under reduced pressure to give 2-amino-4-chlorobenzaldehyde as orange solid. Yield: 24g (76.2 %).

Statistics shows that 37585-16-3 is playing an increasingly important role. we look forward to future research findings about (2-Amino-4-chlorophenyl)methanol.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; KALLER, Matthew Richard; LIU, Qingyian; NGUYEN, Thomas T.; PICKRELL, Alexander J.; QIAN, Wenyuan; RZASA, Robert M.; ZHONG, Wenge; WO2013/188724; (2013); A1;,
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Related Products of 37585-16-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of (2-amino-4-chlorophenyl)methanol (5.9 g) in ethyl acetate (100 mL) was heated until the former dissolved. Acetic anhydride (8 mL) was added and the mixture removed from the heat. The precipitate was filtered to give a white solid and the filtrate was concentrated and slurried with hexane and filtered to give further white solid. The two batches were combined to give 5.3 g of the alcohol intermediate. The first phase of the experiment was repeated on 3x the scale described above. 21 g of the combined products was dissolved in DCM (650mL) and added to a solution of thionyl chloride (23 mL) in DCM (225 mL) at room temperature under argon. The mixture was stirred for 30 minutes and concentrated to give a yellow/red solid. The solid was dissolved in DCM (500 mL), washed with saturated sodium bicarbonate (200 mL) and dried over magnesium sulfate. Removal of the solvent gave the 22 g of the title compound as a yellow/brown solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37585-16-3, (2-Amino-4-chlorophenyl)methanol.

Reference:
Article; Smethurst, Chris A.; Bevan, Nicola; Emmons, Amanda; Mookherjee, Claudette; Moores, Kitty; Peace, Simon; Piercy, Val; Watson, Steve P.; Zippoli, Mara; Brooks, Carl; Gough, Peter J.; Philp, Joanne; Bioorganic and medicinal chemistry letters; vol. 22; 23; (2012); p. 7252 – 7255,4;; ; Article; Smethurst, Chris A.; Bevan, Nicola; Brooks, Carl; Emmons, Amanda; Gough, Peter J.; Mookherjee, Claudette; Moores, Kitty; Peace, Simon; Philp, Joanne; Piercy, Val; Watson, Steve P.; Zippoli, Mara; Bioorganic and Medicinal Chemistry Letters; vol. 22; 23; (2012); p. 7252 – 7255;,
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Related Products of 37585-16-3 , The common heterocyclic compound, 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, 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.

B. N-(Benzylcarbonyl)-5-chloro-2-hydroxymethylaniline To a suspension of 5-chloro-2-hydroxymethyl aniline (8.00 g) in dichloromethane (400 ml) under nitrogen at room temperature, was added triethylamine (15.6 ml). The reaction mixture was cooled to 0 C. then phenyl acetyl chloride (14.80 ml) was added dropwise over 10 mins, and the reaction mixture was allowed to warm to room temperature and stir for 2 h. The mixture was washed with 1N HCl (2*250 ml) and brine (1*250 ml). The aqueous layers were re-extracted using CH2 Cl2 (1*250 ml) and the combined organic layers were dried (MgSO4), filtered and the solvent was removed under vacuum to leave an orange solid. The solid was suspended in MeOH (400 ml), sodium hydroxide (2.20 g) was added in water (100 ml) and the reaction mixture was allowed to stir under gentle heating (50 C.) for 45 mins. The methanol was removed in vacuo, then the aqueous residue was extracted with dichloromethane (1*200 ml) and the organic layer was washed with brine (1*150 ml) and saturated sodium hydrogen carbonate solution (1*150 ml). The organic layer was dried (MgSO4), filtered and the solvent was removed under vacuum to leave a solid. Trituration with diethyl ether gave the required compound (10.00 g).

The synthetic route of 37585-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck, Sharp & Dohme Ltd.; US5614532; (1997); A;,
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Adding a certain compound to certain chemical reactions, such as: 37585-16-3, (2-Amino-4-chlorophenyl)methanol, 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, Recommanded Product: (2-Amino-4-chlorophenyl)methanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: (2-Amino-4-chlorophenyl)methanol

A solution of (2-amino-4-chlorophenyl)methanol (5.00 g, 31.85 mmol) and pyridine (3.1 mL) in anhydrous chloroform (150 mL) was treated dropwise with a solution of 4- chlorobenzenesulfonyl chloride (7.26g ,34.58 mmol) in chloroform (30 mL) over 20 minutes at room temperature. The reaction mixture was stirred for 5 hours and evaporated to dryness. The resulting residue was taken up in ethyl acetate (200 mL) and aqueous ammonium chloride (100 mL). After stirring for 30 minutes the organic phase was separated and further washed with dilute ammonium chloride (2 x 50 mL), dried EPO over sodium sulfate, filtered and evaporated to give an oil. This was triturated in hot hexane (10OmL) and then stirred at ambient temperature for 2 hours. The solid was collected and washed with hexane to give the title compound (10.0 g). HPLC Rt = 3.04 minutes. 1H NMR (CDCI3) delta 7.75 (d, 2H), 7.53 (s, 1H), 7.45 (d, 2H), 7.09 (dd, 1 H), 7.01 (d, 1 H), 4.40 (s, 2H).

The synthetic route of 37585-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMTED; WO2007/14054; (2007); A2;,
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Electric Literature of 37585-16-3, 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. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, The 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.

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
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Synthetic Route of 37585-16-3, Adding some certain compound to certain chemical reactions, such as: 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol,molecular formula is C7H8ClNO, 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 37585-16-3.

General procedure: A 100-mL, three-necked flask equipped with a condenser was charged with Ph3P (2.20 g, 8.4 mmol), Et3N (0.85 g, 8.4 mmol),CBr4 (2.79 g, 8.4 mmol), and fluorine-containing carboxylic acid(2.8 mmol) in toluene (25.0 mL) at 0 C under a nitrogen atmosphereand the solution was then stirred for 10 min. 2-Aminobenzyl alcohol 1 (2.8 mmol) was added to the reaction mixture. Once theaddition was complete, the reaction mixture was heated to reflux for1-3 h. After cooling, the solvent was removed by rotary evaporator,the residue was then carefully washed three times with hexane-EtOAc (4:1), and the precipitate was removed by filtration. The filtratewas combined and concentrated by rotary evaporator. The residue was then purified by column chromatography (hexane-EtOAc,4:1) to give the product.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Zeng-Xue; Zhang, Tai-Feng; Ma, Qing-Wen; Ni, Wei-Gui; Synthesis; vol. 46; 24; (2014); p. 3309 – 3314;,
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Application of 37585-16-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Benzyl alcohol derivative 11 (1 eq.) was dissolved in CH2Cl2 (0.4 M). Manganese (IV) oxide (2.1 eq.)was added under argon and the solution was left to stir at room temperature for 48 h. The progress ofthe reaction was monitored by TLC analysis. After completion, manganese oxide was filtered off andthe resulting filtrate was concentrated under reduced pressure. The crude product was purified by silicacolumn chromatography employing mixtures of n-hexane and ethyl acetate as eluents to obtain thedesired product 10.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jarrige, Lucie; Merad, Jeremy; Zaied, Siwar; Blanchard, Florent; Masson, Geraldine; Synlett; vol. 28; 14; (2017); p. 1724 – 1728;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: (2-Amino-4-chlorophenyl)methanol

(2-amino-4-chlorophenyl) methanol (6. 6g, 0. 04mol), 1-(3, 5-dimethylphenyl) ethanone(10. 0g, 0. 068mol), RuCl 2 (PPh 3) 3 (0. 1g), and 2. 4g of a KOH, 100 ml of toluene and 10 is made to circulate at a time. By using a dien-stark trap, the collected water from the reaction. After cooling to room temperature, the reaction, the mixture is filtered through a silica gel plug. The product, further purified by using column chromatography eluent ethyl acetate Phenylbicyclohexane 2%. After the column, 9g of the product is obtained. Furthermore, this product is recrystallized from isopropanol. 5g of the desired product is obtained.

With the rapid development of chemical substances, we look forward to future research findings about 37585-16-3.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; ALLEYNE, BERT; KWONG, RAYMOND; YEAGER, WALTER; XIA, CHUANJUN; (72 pag.)JP2015/212297; (2015); A;,
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Application of 37585-16-3, 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. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of but-2-ynoic acid (8 mmol, 1 equiv) and 2-aminobenzylalcohol (8 mmol, 1 equiv) in CH2Cl2 (60 mL) at 0 C was added a solution of N,N?-dicyclohexylcarbodiimide (DCC) (8 mmol, 1 equiv) in CH2Cl2 (20 mL) dropwise. The mixture was stirred at room temperature overnight, and then filtrated through a short pad of celite. The filtrate was concentrated and used for the next step without further purication. The crude solid was added to a suspension of pyridinium chlorochromate (PCC) (1.5-2.0equiv) and celite in CH2Cl2 (80 mL). The mixture was stirred at room temperature for 1-4 h, then filtrated and puried by silica gel column chromatography to give the product. The above crude solid was dissolved in THF (50 mL) and was added to a solution of NaH (1.3 equiv.) in THF (20 mL) dropwise at 0 C. The mixture was stirred at 0 C for half an hour, then MeI (1.3 equiv.) was added. The reaction mixture was stirred at room temperature until completion as monitored by TLC and then quenched by addition of saturated aqueous NH4Cl solution. The mixture was extracted with EtOAc, and the organic layer was washed with H2O and brine, dried over anhydrous Na2SO4, filtered, and concentrated under vacuum. The residue was puried by column chromatography on silica gel (eluent: ethyl acetate/petroleum ether = 1/4) to afford products 1b-1g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37585-16-3, its application will become more common.

Reference:
Article; Zhang, Xiaojuan; Han, Xiuling; Chen, Junjie; Lu, Xiyan; Tetrahedron; vol. 73; 12; (2017); p. 1541 – 1550;,
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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. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H8ClNO

General procedure: To a solution of 1a (1.2 g, 7.61 mmol) in CH2Cl2 (20 mL) was added MnO2 (2.6 g, 30.1 mmol) and stirred at rt under an Ar atmosphere. After 23 h with stirring, the reaction mixture was filtrated and evaporated. The residue was crystallized from AcOEt to give 7a (1.0 g, 85%) as a yellow needle crystal.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 37585-16-3, (2-Amino-4-chlorophenyl)methanol.

Reference:
Article; Ida, Yoshihiro; Matsubara, Ayaka; Nemoto, Toru; Saito, Manabu; Hirayama, Shigeto; Fujii, Hideaki; Nagase, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 20; 19; (2012); p. 5810 – 5831;,
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