Category: 51114-68-2

Related Products of 51114-68-2, 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. 51114-68-2, name is 3-Chloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 40; This Example. illustrates the preparation of(2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yll-phenoxy)-acetic acid; To a solution of 4-[4-(3,4-dichloro-phenoxy)-piperidin-1-ylmethyl]-cyclopentane- 1,2-diol (0.54 g) in dichloromethane (20 mL), was added lead tetraacetate (0.99 g) and potassium carbonate (0.25 g). The mixture was stired at room temperature for 1.5 h, then 3-chloro-2-methoxy-aniline (0.26 g) and sodium triacetoxyborohydride (0.64 g) were added. After a further 2 h the mixture was partitioned between dichloromethane and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate. Concentration in vacuo gave a brown gum, that was taken up in dichloromethane (20 mL) and treated dropwise with boron tribromide (1.0 M soln in dichloromethane, 12.4 mL) and stirred at RT for 1 h. The reaction was diluted with methanol (100 mL) and concentrated in vacuo. The residue was partitioned between ethyl acetate and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate and concentrated in vacuo. The residue was subject to reversed phase HPLC (Xterra column, eluting 50% to 95% acetonitrile in aqueous ammonia (0.2%) ), yielding 2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yl]-phenol (0.12 g). The phenol was dissolved in DMF (5 mL) ; potassium carbonate (0.03 g) and methyl bromoacetate (0.15 g) were added. The reaction was heated at 70 C for 2 h and then partitioned between sodium hydrogen carbonate solution (sat. ) and diethylether. The organics were dried over sodium sulfate and concentrated in vacuo. The residue was dissolved in THF:water (1:1,5 5 mL) and lithium hydroxide (0.02 g) was added. The reaction was stirred at RT for 1 hr and then concentrated in vacuo. The residue was dissolved in water (5 mL) and neutralised with the dropwise addition ofHCl (1 M) to precipitate the title compound (0.03 g) as a white solid which was collected by filtration. ¹H NMR No. (DMSO) (d, 1H), 7.26 (d, 1H), 7.14 – 6.95 (m, 4H), 4.57 (s, 2H), 4.49 – 4.39 (m, 1H), 2.75 – 2.55 (m, 2H), 2.49 – 2.36 (m, 2H), 2.29 – 2.16 (m, 4H), 2.00 – 1.87 (m, 2H), 1.86 – 1.73 (m, 2H), 1.67 – 1.54 (m, 2H), 1.32 – 1.14 (m, 2H), 3.57 – 3.13 (m, 3H); MS [M-H] -=525/527 (APCI-).

The synthetic route of 3-Chloro-2-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/97775; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 51114-68-2, 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 51114-68-2 as follows.

A solution of a (15 76 g, 100 mmol, 1.0 eq) in 3M HCI (100 mL) at 0 C was added dropwise a solution ofNaNC (7.59 g, 110 mmol, 1.1 eq) in water (20 mL). The mixture was stirred at 0 C for 30 min, then added to a solution of KI (49.8 g, 300 mmol, 3.0 eq) in water (40 mL). The resulting mixture was stirred at r.t. for 1 h, poured into water (100 mL), and extracted with EtOAc (150 mL x 2). The combined organic layers were washed with sat. NarSCb solution (50 mL x 2) and brine (50 ml, x 2) successively, and then dried with anhydrous NaiSOy filtered, and concentrated. The residue was purified by chromatography on silica gel (PE) to give b (26.0 g, 97%) as red liquid. LCMS: 2.68.9 i M · H | .

According to the analysis of related databases, 51114-68-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 51114-68-2, 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. 51114-68-2 name is 3-Chloro-2-methoxyaniline, 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.

34. Preparation of 1-bromo-3-chloro-4-iodo-2-methoxybenzene; A mixture of 3-chloro-2-methoxy aniline and 3-chloro-4-iodo-2-methoxyaniline (2.8 g, 2.5:1) was dissolved in dioxane (20 mL) and the resulting solution cooled on an ice bath while being treated with 48% HBr (20 mL). The dark purple mixture was then treated with NaNO2 (1.4 g, 19.5 mmol) in water (6 mL) with good stirring. After 10 minutes, CuBr (5.1 g, 35.5 mmol) was added and the mixture was removed from the ice bath and allowed to warm to room temperature and stir for 0.5 hour. The dark purple mixture was diluted with ethyl acetate and water then filtered through celite with ethyl acetate. The layers were separated and the organic layer was washed with saturated sodium sulfite and saturated ammonium chloride and dried (Na2SO4). Filtration, concentration and purification by flash silica gel chromatography (hexanes) gave 2.95 g of a colorless oil which was determined to be a 2.3:1 mixture of 1-bromo-3-chloro-2-methoxybenzene and 1-bromo-3-chloro-4-iodo-2-methoxybenzene which was used as is without further purification: 1H NMR (300 MHz, CDCl3): delta 7.49 (d, 1H), 7.19 (d, 1H,), 3.90 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; Balko, Terry W.; Schmitzer, Paul R.; Daeuble, John F.; Yerkes, Carla N.; Siddall, Thomas L.; US2007/179060; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 51114-68-2, 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. 51114-68-2, name is 3-Chloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 40; This Example. illustrates the preparation of(2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yll-phenoxy)-acetic acid; To a solution of 4-[4-(3,4-dichloro-phenoxy)-piperidin-1-ylmethyl]-cyclopentane- 1,2-diol (0.54 g) in dichloromethane (20 mL), was added lead tetraacetate (0.99 g) and potassium carbonate (0.25 g). The mixture was stired at room temperature for 1.5 h, then 3-chloro-2-methoxy-aniline (0.26 g) and sodium triacetoxyborohydride (0.64 g) were added. After a further 2 h the mixture was partitioned between dichloromethane and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate. Concentration in vacuo gave a brown gum, that was taken up in dichloromethane (20 mL) and treated dropwise with boron tribromide (1.0 M soln in dichloromethane, 12.4 mL) and stirred at RT for 1 h. The reaction was diluted with methanol (100 mL) and concentrated in vacuo. The residue was partitioned between ethyl acetate and sodium hydrogen carbonate solution (sat. ) and the organics were dried over sodium sulfate and concentrated in vacuo. The residue was subject to reversed phase HPLC (Xterra column, eluting 50% to 95% acetonitrile in aqueous ammonia (0.2%) ), yielding 2-chloro-6-{4-[4-(3,4-dichloro- phenoxy)-piperidin-1-ylmethyl]-piperidin-1-yl]-phenol (0.12 g). The phenol was dissolved in DMF (5 mL) ; potassium carbonate (0.03 g) and methyl bromoacetate (0.15 g) were added. The reaction was heated at 70 C for 2 h and then partitioned between sodium hydrogen carbonate solution (sat. ) and diethylether. The organics were dried over sodium sulfate and concentrated in vacuo. The residue was dissolved in THF:water (1:1,5 5 mL) and lithium hydroxide (0.02 g) was added. The reaction was stirred at RT for 1 hr and then concentrated in vacuo. The residue was dissolved in water (5 mL) and neutralised with the dropwise addition ofHCl (1 M) to precipitate the title compound (0.03 g) as a white solid which was collected by filtration. ¹H NMR No. (DMSO) (d, 1H), 7.26 (d, 1H), 7.14 – 6.95 (m, 4H), 4.57 (s, 2H), 4.49 – 4.39 (m, 1H), 2.75 – 2.55 (m, 2H), 2.49 – 2.36 (m, 2H), 2.29 – 2.16 (m, 4H), 2.00 – 1.87 (m, 2H), 1.86 – 1.73 (m, 2H), 1.67 – 1.54 (m, 2H), 1.32 – 1.14 (m, 2H), 3.57 – 3.13 (m, 3H); MS [M-H] -=525/527 (APCI-).

The synthetic route of 3-Chloro-2-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/97775; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 51114-68-2, 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 51114-68-2 as follows.

A solution of a (15 76 g, 100 mmol, 1.0 eq) in 3M HCI (100 mL) at 0 C was added dropwise a solution ofNaNC (7.59 g, 110 mmol, 1.1 eq) in water (20 mL). The mixture was stirred at 0 C for 30 min, then added to a solution of KI (49.8 g, 300 mmol, 3.0 eq) in water (40 mL). The resulting mixture was stirred at r.t. for 1 h, poured into water (100 mL), and extracted with EtOAc (150 mL x 2). The combined organic layers were washed with sat. NarSCb solution (50 mL x 2) and brine (50 ml, x 2) successively, and then dried with anhydrous NaiSOy filtered, and concentrated. The residue was purified by chromatography on silica gel (PE) to give b (26.0 g, 97%) as red liquid. LCMS: 2.68.9 i M · H | .

According to the analysis of related databases, 51114-68-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 51114-68-2, 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. 51114-68-2, name is 3-Chloro-2-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(3-Chloro-2-methoxy-phenyl)-thiourea To a solution of 3-chloro-2-methoxy-phenylamine (2.36 g, 15.0 mmol, Aldrich) in acetone (30 mL) at reflux was slowly added benzoyl isothiocyanate (2.22 mL, 16.5 mmol) and the mixture was stirred at reflux for 30 min, then was poured into a mixture of ice and water. The precipitate was collected by vacuum filtration and was treated with 10% aq. NaOH (15 mL). The mixture was heated to reflux for 40 min, and was cooled to room temperature. A white solid precipitated and was collected by vacuum filtration, affording the crude title compound which was used without further purification.

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, 3-Chloro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JACKSON, Paul Francis; Manthey, Carl; Rhodes, Kenneth; Scannevin, Robert; Leonard, Kristi Anne; Barbay, Joseph Kent; Todd, Matthew; Springer, Barry A.; US2012/302573; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 51114-68-2,Some common heterocyclic compound, 51114-68-2, name is 3-Chloro-2-methoxyaniline, molecular formula is C7H8ClNO, 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.

To a four-necked flask was added 30 g (0.19 mol) of 3-chloroanisidine,30 g (1.67 mol) of water was added and the temperature was raised to 50 C,A solution of 36% HC1231 g (2.28 mol)After incubation for 0.5 h,The temperature was lowered to 0 C, and 30% NaN0244 was slowly added dropwise.Diazotization reaction,Upon completion of the addition,After 2h incubation,Remove the filter cake. 69.5 g (0.38 mol) of 48% HBF4 solution was added dropwise to the filtrate,To carry out condensation reaction,Insulation lh later.The solution was filtered,The solids were dried for dehydration.The dried fluoroborate,Slowly heated to 130 C for cracking reaction,Until no gas is produced.After the cracking of the solution for distillation,The 2,6-CFA fraction was collected to give 26 g of the title compound. Purity> 98.5%,The yield of 3 steps was 85% (from 2,3-dichloronitrobenzene to the final target compound,The overall yield was 69.4%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-methoxyaniline, its application will become more common.

Reference:
Patent; JIANG SU LIANHE CHEMICAL TECHNOLOGY CO LTD; LIANHE CHEMICAL TECHNOLOGY (YANCHENG )CO LTD; LIANHE CHEMICAL TECHNOLOGY (SHANGHAI )CO LTD; FAN, XIAOBIN; ZHANG, JUNTAO; XU, XIAOMING; WANG, HUI; YANG, JUN; SHEN, QIFU; (10 pag.)CN103787846; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics