Category: 37466-89-0

37466-89-0, name is 3-Methoxybenzene-1,2-diamine, belongs to ethers-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. SDS of cas: 37466-89-0

A solution of 2,3-diaminoanisole (400 mg, 2.89 mmol) and chloroacetic acid (557 mg, 6 mmol) in 4 N HCl was heated to 105 C. for 16 hours. The mixture was then cooled, neutralized (to a pH of 8) with aqueous sodium bicarbonate, and extracted twice with dichloromethane. The organic fractions were then dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by silica gel flash chromatography using a 1:1 mixture of hexanes:ethyl acetate as an eluent to give 1H-2-chloromethyl-4-methoxybenzimidazole as a yellow foam in a yield of 386 mg (68%). 1H NMR (CDCl3) delta 3.96 (s, 3H), 4.85 (s, 2H), 6.71 (m, 1H), 7.19 (m, 2H).

The synthetic route of 37466-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R.; US2004/19058; (2004); A1;,
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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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 37466-89-0

To a solution of Intermediate 7 (110 mg, 0.37 mmol), 3-methoxybenzene-1,2- diamine (50 mg, 0.34 mmol) and DIPEA (0.2 mL, 1 mmol) in DMF (2 mL) was added HATU (160 mg, 0.41 mmol). The reaction mixture was stirred at r.t. for 48 h, then partitioned between DCM and water. The organic phase was separated, then dried and concentrated in vacuo. The crude residue was purified by flash column chromatography (0-100% EtOAc/hexanes) to give the title compound (28.7 mg, 20%) as a white solid. LCMS (Method 5): [M+H]+ m/z 415, RT 1.31 minutes.

The synthetic route of 37466-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); A1;,
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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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Methoxybenzene-1,2-diamine

4-Methoxy-2-trifluoromethyl-1H-benzimidazole The compound of Example 103 (6.49 g) was dissolved in trifluoroacetic acid (75.0 mL) under ice cooling, followed by stirring for 5 hours to heating under reflux. After evaporating the solvent, the residue was dissolved in ethyl acetate and poured into a saturated aqueous sodium hydrogen carbonate solution. The organic layer was collected by separation, washed with saturated brine, and then dried over anhydrous sodium sulfate. After evaporating the solvent, the resulting solid was suspended in hexane and collected by filtration to obtain the desired product (8.69 g) as a yellowish brown powder. 1H NMR (CD3OD, 400 MHz): delta 4.01 (3H, s), 6.89 (1H, d, J=8.0 Hz), 7.24 (1H, d, J=8.0 Hz), 7.32 (1H, dd, J=8.0, 8.0 Hz).

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 37466-89-0.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2168959; (2010); A1;,
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Application of 37466-89-0, 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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Methoxy-2-trifluoromethyl-1H-benzimidazole The compound of Example 11 (6.49 g) was dissolved in trifluoroacetic acid (75.0 mL) under ice cooling, followed by stirring for 5 hours under the condition of heating under reflux. After evaporating the solvent under reduced pressure, the residue was dissolved in ethyl acetate and poured into a saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated out, washed with saturated brine, and then dried over anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, the resulting solid was suspended in hexane and collected by filtration to obtain the desired product (8.69 g) as a yellowish brown powder. 1H-NMR (CDOl3, 400 MHz): delta 4.01 (3H, s), 6.89 (1H, d, J=8.0 Hz), 7.24 (1H, d, J=8.0 Hz), 7.32 (1H, t, J=8.0 Hz).

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-Methoxybenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2168960; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 37466-89-0, 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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Methoxy-2-trifluoromethyl-1H-benzimidazole The compound of Example 11 (6.49 g) was dissolved in trifluoroacetic acid (75.0 mL) under ice cooling, followed by stirring for 5 hours under the condition of heating under reflux. After evaporating the solvent under reduced pressure, the residue was dissolved in ethyl acetate and poured into a saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated out, washed with saturated brine, and then dried over anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, the resulting solid was suspended in hexane and collected by filtration to obtain the desired product (8.69 g) as a yellowish brown powder. 1H-NMR (CDOl3, 400 MHz): delta 4.01 (3H, s), 6.89 (1H, d, J=8.0 Hz), 7.24 (1H, d, J=8.0 Hz), 7.32 (1H, t, J=8.0 Hz).

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-Methoxybenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2168960; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H10N2O

To a 40% aqueous sodium hydrogen sulfite solution (10 mL) was added 4-fluorobenzaldehyde (1.45 mL), and the mixture was stirred at room temperature for 1 hour. To the reaction solution was added a solution of 3-methoxybenzene-1,2-diamine (1.7 g) in EtOH (45 mL), and the mixture was stirred for 2 hours under heating to reflux. Water was added to the reaction solution, and the mixture was stirred at room temperature for 10 minutes. Then, the precipitate was filtered and the resulted solid was washed with Et2O to give 2-(4-fluorophenyl)-4-methoxy-1H-benzimidazole (2.38 g).

According to the analysis of related databases, 37466-89-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; KAWANO, Yoshikazu; SHIMIZU, Hiroshi; ISHIKAWA, Shunpei; TAKEMURA, Isso; HARIGUCHI, Norimitsu; MATSUBA, Miki; MATSUMOTO, Makoto; (92 pag.)US2019/40039; (2019); A1;,
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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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Methoxybenzene-1,2-diamine

Step 1: Reaction of 1,2-diamino compound (Chemical Formula 2) with oxalic acid; A 3-methoxybenzene-l,2-diamine compound (1.86 g, 13.5 mmol) represented by Chemical Formula 2-1 and oxalic acid (1.23 g, 13.6 mmol) were added to 10 mL of 3 N HCl solution. After stirring at room temperature for 10 minutes, reaction was carried out for 3 days under reflux. Then, after cooling to room temperature, the reaction mixture was filtered. The filtered compound was repeatedly washed with cold water to obtain a quinoxaline-2,3- dione compound (2.26 g, 87%) represented by Chemical Formula 3-1.1H NMR (500 MHz, DMS(Hi6) 3.86 (s, 3H), 6.75 (d, J = 8.1 Hz1 IH), 6.80 (d, J= 8.0 Hz, IH), 7.05 (t, J = 8.2 Hz, IH), 11.24 (br s, IH), 11.91 (br s, IH); n/z ( [M+l] ) 139.

The synthetic route of 37466-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; AMOREPACIFIC CORPORATION; WO2009/41789; (2009); A2;,
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Synthetic Route of 37466-89-0, The chemical industry reduces the impact on the environment during synthesis 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

General procedure: A dispersion of the according 1,2-phenylenediamine or aniline (1 eq) in butyric anhydride (3 eq) was treated with a few drops of concentrated hydrochloric acid and stirred at room temperature or heated at 40-120 C for 1.5-4 h. The reaction mixture was cooled to room temperature and the formed precipitate was either sucked off and washed with 1 N sodium hydroxide solution or the solution was further diluted with water and basified with 6 N sodium hydroxide solution to be extracted with DCM (2×). The combined organic phases were washed with brine, dried over anhydrous sodium sulfate, filtered and DCM was removed under reduced pressure. The mono- and bis-butyric anilide intermediates were refluxed with 4-6 N hydrochloric acid (~5-6 times of the weight) at 100 C for 2-14 h to obtain the corresponding benzimidazoles. The reaction mixture was then diluted with water and basified with 6N sodium hydroxide solution. After extraction with DCM (3×) the organic phases were collected, washed with brine, dried over anhydrous sodium sulfate and filtered. DCM was removed under reduced pressure. The products were purified by column chromatography (DCM/MeOH, 95:5 or EA/MeOH, 8:2).

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-Methoxybenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Schoepf, Anna M.; Salcher, Stefan; Obexer, Petra; Gust, Ronald; European Journal of Medicinal Chemistry; vol. 185; (2020);,
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Synthetic Route of 37466-89-0, 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. 37466-89-0 name is 3-Methoxybenzene-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.

13.1 r3-(2-Amino-3-methoxy-phenylcarbamoyl)-propyll-methyl-carbamic acid benzyl esterTo a solution of 1.40 g 4-(benzyloxycarbonyl-methyl-amino)-butyric acid (obtained from 4- (methylamino)butyric acid and benzylchloroformate) in 25 mL THF were added 2.9 mL of DIPEA, 0.97 g of HOBt and 1.38 g EDC. After stirring for 5 min 0.80 g of 3-methoxy- benzene-1 ,2-diamine were added and the mixture was stirred for 3 h at rt. Sat. aq. NaHCOs solution was added, the phases were separated and the organic phase was washed with brine. The combined organic phases were dried over MgSO4, and concentrated in vacuo.LC-MS (A): tR = 0.80 min; [M+H]+: 372.27.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxybenzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; RENNEBERG, Dorte; WO2010/46855; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H10N2O

To a solution of 1.35 g of tert.-butoxycarbonyl-methylamino-propanoic acid in 5OmL DCM were added 3.4 mL of DIPEA, 81 mg of DMAP, 1.0 g of HOBt, 1.5 g of EDC and 0.91 g of 3-methoxybenzene-1 ,2-diamine. The resulting mixture was stirred at rt for 3 h and then quenched with water. The organic phase was washed with sat. aq. NaHCO3, dried over MgSO4 and concentrated on vacuo to yield 2.9 g of [2-(2-amino-3-methoxy- phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert. -butyl ester as brown oil. LC-MS: tR = 0.72 min; [M+H]+: 324.35.

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 37466-89-0.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/132679; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem