S News Continuously updated synthesis method about 658-89-9

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

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. 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 658-89-9

Step a. To a solution of 4-(trifluoromethoxy)benzene-l,2-diamine (CAS Number 658-89-9; 0.45 g, 2.34 mmol) in DMF (5 ml) was added urea (0.28 g, 4.66 mmol) at rt. The resulting reaction mixture was heated at 150C for 20 h. The reaction mixture was diluted with water (5 ml) and the brown precipitate was collected by vacuum filtration and dried under reduced pressure to yield 5- (trifluoromethoxy)-l,3-dihydro-2H-benzo[d]imidazol-2-one (0.28 g, 1.28 mmol). LCMS: Method C, 2.118 min, MS: ES+ 219.

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; MADIN, Andrew; (88 pag.)WO2018/60742; (2018); A1;,
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9/8/21 News Continuously updated synthesis method about 658-89-9

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, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, belongs to ethers-buliding-blocks compound, 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 658-89-9, Computed Properties of C7H7F3N2O

2-Methyl-5-trifluoromethoxybenzimidazole. The starting material, 2-amino-4-trifluoromethoxyaniline, was obtained by the method of Yagupolskii, L. M. et al. (Yagupolskii L. M., Troitskaya V. I. J. Gen. Chem. USSR Engl. Transl., 1961, Vol. 31, p. 845; Chem. Abstr. 1961, Vol. 55, p. 22830f). The procedure of Philips, M. A. (Philips M. A. J. Chem. Soc. 1929, p. 2820-2828) was used to produce 2-methyl-5-trifluoromethoxybenzimidazole. To 2-amino-4-trifluoromethoxyaniline (0.7 g, 0.0036 Mol) acetic acid anhydride (1.5g, 0.0146 Mol) was carefully added at 20 C. and the mixture was stirred 5 minutes at this temperature. Then 2-3 drops of concentrated aqueous HCl was added with stiffing, and the mixture was refluxed for 7 hours The reaction solution was cooled and diluted with water (10 mL), 0.5 g of charcoal was added, and the mixture was refluxed more 5-10 min. After cooling, the mixture was filtered and resulted clear filtrate was washed with ether (2×10 mL). The water layer was neutralized with excess of dilute NH4OH -(charcoal was filtered) The precipitate was filtered, washed with water and dried to give a solid (0.34 g, 44% by wt. pure). M.p. 135-137 C. 1H NMR (DMSO-d6): 2.49 (s, 3H), 7.17 (d, J=8.5 Hz, 1H), 7.34 (s, 1H), 7.62 (d, J=8.5 Hz, 1H). 13C NMR (DMSO-d6): 14.47, 107.44, 114.19, 117.25, 120.28 (q, J=255.2 Hz), 137.06, 139.46, 143.09, 153.26. 19F NMR (DMSO-d6): -57.41. [M+1]+ 217.

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, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The United States of America as represented by the United States Department of Energy; US8242284; (2012); B1;,
Ether – Wikipedia,
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9/8/21 News The important role of 658-89-9

The synthetic route of 4-(Trifluoromethoxy)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-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. name: 4-(Trifluoromethoxy)benzene-1,2-diamine

[0227] Quinoline-7-carboxylic acid (34.6 mg, 0.2 mmol, 1.0 equiv) and 4- trifluoromethoxy-l,2-diaminobenzene (40.3 mg, 0.21 mmol, 1.05 equiv) were suspended in dry Nu,Nu-dimethyl formamide (0.17 M) under argon atmosphere followed by the addition of triethylamine (1.2 equiv). Then HATU (N-[(Dimethylamino)-lH-l,2,3-triazolo-[4,5-b]pyridin-l- ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide) (1.2 equiv) was added and the reaction mixture was stirred for 16 hours at room temperature. After dilution with water, the mixture was extracted with dichloromethane (3 x 20 mL). Combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude product was purified on C18-silica gel (water/acetonitrile + 0.1% trifluoroacetic acid). Fractions containing the desired product were combined and solvent was removed in vacuo. Solid product was dissolved in glacial acetic acid (0.2 M) and the resulting solution was heated in a sealed vial at 140 C for 2 hours. After cooling down to room temperature, acetic acid was removed in vacuo and the crude product was purified on C18-silica gel (water/acetonitrile + 0.1% trifluoroacetic acid). Fractions containing the desired product were combined and treated with saturated sodium bicarbonate solution. This mixture was extracted with dichloromethane (3 x 20 mL). Combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 47.5 mg of the desired product 74 as an off-white solid (38% yield) in >95% purity as determined by HPLC. 1H NMR (500 MHz; CD30D): delta 8.95 (dd, J = 4.3, 1.5 Hz, 1H), 8.71 (s, 1H), 8.43 (d, J = 8.2 Hz, 1H), 8.35 (dd, J = 8.6, 1.7 Hz, 1H), 8.13 (d, J = 8.6 Hz, 1H), 7.71 (d, J = 8.9 Hz, 1H), 7.61 (dd, J (0637) (s, 1H), 7.24 (d, J= 8.8 Hz, 1H); LC/MS [m/z]: 330 [M+H]+.

The synthetic route of 4-(Trifluoromethoxy)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Ether – Wikipedia,
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The important role of 658-89-9

According to the analysis of related databases, 658-89-9, the application of this compound in the production field has become more and more popular.

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. 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H7F3N2O

N1-pyrrolidine cyanoguanidine (72 mg, 0.52 mmol) and 4-trifluoro methoxy phenylene diamine (0.1 g, 0.52 mmol) were dissolved in distilled water (10 ml) at room temperature, and then hydrochloric acid(0.1 ml, 1.04 mmol) was added thereto, and stirred with reflux at 110 C. for 2 hr. The reaction mixture was added by 10% potassium hydroxide solution, and then the obtained solid was filtrated under reduced pressure, and was washed with distilled water. The filtrated solid was dried under reduced pressure. The title compound was produced in brown solid phase(20 mg, 12.2%). 1H NMR (600 MHz, CD3OD) delta 7.22 (d, J=8.4 Hz, 1H), 7.13 (s, 1H), 6.90 (d, J=8.4 Hz, 1H), 3.49 (br s, 4H), 1.92 (s, 4H); LC-MS m/z 235.1 [M+1]

According to the analysis of related databases, 658-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HANALL BIOPHARMA CO., LTD.; KIM, Hong Woo; LEE, Ji Sun; HEO, Hye Jin; LEE, Hong Bum; JEONG, Jae Kap; PARK, Ji Hyun; KIM, Seo-il; LEE, Young Woo; US2015/126518; (2015); A1;,
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Continuously updated synthesis method about 658-89-9

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, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference of 658-89-9, The chemical industry reduces the impact on the environment during synthesis 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

Intermediate 73: (Trans)-lambda/-{2-amino-5-[(trifluoromethyl)oxy1phenyl)-3-(2-methylphenyl)-2- oxo-1-oxa-3-azaspiro[4.51decane-8-carboxamide; To a mixture of (trans) 3-(2-methylphenyl)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8- carboxylic acid (Intermediate 72, 150 mg, 0.518 mmol), {2-amino-4- [(trifluoromethyl)oxy]phenyl}amine (prepared in a similar manner to Intermediate 32, 149 mg, 0.778 mmol) and pyridine (0.126 ml, 1.555 mmol) in anhydrous DCM, EDC. HCI was added and the resulting mixture was stirred at room temperature for 1.5 hour. The mixture was diluted with DCM, washed with saturated NaHCO3 solution, dried over Na2SO4 and concentrated under vacuum to give a residue. The residue was purified by silica gel chromatography eluting in gradient from 20% up to 30% Et2ODCM to afford the title compound as yellowish solid (122 mg, 45%). 1 H-NMR (400 MHz, DMSO-d6): delta 1.55-1.70 (m, 2H), 1.70-1.82 (m, 2H), 1.90-2.03 (m, 2H), 2.06-2.17 (m, 2H), 2.20-2.27 (s, 3H), 3.83 (br s, 2H), 5.25 (br s, 2H), 6.46 (d, 1 H), 6.67 (br s, 1 H), 7.21-7.41 (m, 5H), 9.1 1 (br s, 1 H); UPLC-MS: 0.74 min, mz 464 [M+H]+.

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, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Research on new synthetic routes about 658-89-9

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

Application of 658-89-9, 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. 658-89-9 name is 4-(Trifluoromethoxy)benzene-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.

Intermediate 41 : Mixture of (trans) N-{2-amino-4-[(trifluoromethyl)oxy1phenyl)-3-(4- fluorophenyl)-2-oxo-1-oxa-3-azaspiro[4.51decane-8-carboxamide and (trans) N-{2-amino- 5-[(trifluoromethyl)oxy1phenyl)-3-(4-fluorophenyl)-2-oxo-1-oxa-3-azaspiro[4.51decane-8- carboxamide; 4-[(Trifluoromethyl)oxy]-1 ,2-benzenediamine (Intermediate 32, 177 mg, 0.921 mmol) and (trans) 3-(4-fluorophenyl)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8-carboxylic acid (Intermediate 42, 180 mg, 0.614 mmol) were dissolved in pyridine (2.5 ml) and EDC (188 mg, 0.982 mmol) was added. The mixture was stirred at r.t. for 2 hours. The pyridine was removed under vacuum and the residue partioned between aq. sat. NaHCO3 (20 ml) and EtOAc (50 ml). The aqueous layer was extracted once again with EtOAc (30 ml). The combined EtOAc extracts were washed with brine (20 ml), dried (Na2SO4), filtered and evaporated. The residue was purified by silica gel chromatography eluting with cyclohexaneEtOAc 64 to 46. The title compounds were obtained as a mixture of both possible regioisomers and were collected together to give 274.5 mg (0.529 mmol, 86%). 1 H-NMR (400 MHz, CDCI3): (data given for major isomer) delta 7.54 (2H, dd), 7.18-7.25 (1 H, m), 7.19 (2H, t), 6.64-6.73 (1 H, m), 3.77 (2H, s), 2.48-2.58 (1 H, m), 2.10-2.23 (4H, m), 1.80-2.00 (4H, m), one aromatic proton not detected, might fall underneath CHCI3 signal; UPLC-MS: 0.75 min, 468 [M+H]+.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Share a compound : C7H7F3N2O

According to the analysis of related databases, 658-89-9, the application of this compound in the production field has become more and more popular.

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 658-89-9 as follows. Product Details of 658-89-9

4-[(Trifluoromethyl)oxy]-1 ,2-benzenediamine (commercially available, 1.03 g, 5.4 mmol) and urea (0.6 g, 10 mmol) in DMF were heated to 150 0C overnight and added to water (100 ml). The light brown solid precipitate was filtered off, washed with water and dried to give the desired product (1.1 g, 94%) which was used without further purification in the preparation of Intermediate 23.

According to the analysis of related databases, 658-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The origin of a common compound about 658-89-9

The synthetic route of 4-(Trifluoromethoxy)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-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. Quality Control of 4-(Trifluoromethoxy)benzene-1,2-diamine

To a solution of 1, 2-diamino-4-trifluoromethoxybenzene (35g, 180 mmol) in tetrahydrofuran (350 ml) was added urea (32 g, 180 mmol). The solution was refluxed at 7O0C overnight, concentrated under vacuum to a volume of about 100 mL and diluted with water (500 mL). The suspension was stirred at room temperature overnight and filtered. The solid was washed with water and dried under vacuum to obtain a white crystalline solid. LC-MS: m/e (M+l) = 219. 1H NMR (DMSO, 500 MHz) delta 10.85 (d, J=8Hz, 2H), 6.97 (d, J=8.5Hz, IH), 6.90 (d, J=I lHz, 2H).

The synthetic route of 4-(Trifluoromethoxy)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
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Ether | (C2H5)2O – PubChem

Simple exploration of 4-(Trifluoromethoxy)benzene-1,2-diamine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 658-89-9, its application will become more common.

Some common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, molecular formula is C7H7F3N2O, 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. Formula: C7H7F3N2O

2-Hydroxymethyl- and 2-ethyl-5-trifluoromethoxybenzimidazole. The procedure of Philips, M. A. was used. A mixture of 2-amino-4-trifluoromethoxyaniline (0.7 g, 0.0036 Mol) and corresponding carboxylic acid (0.00546 Mol) in HCl (3.5 ml, 4N) was refluxed for 6 h. Water (5 mL), and 0.5 g of charcoal were added, and the mixture was refluxed 10-15 min. After cooling, the mixture was filtered and resulted clear filtrate was washed with ether (2×10 mL). The water layer was neutralized with excess of diluted NH4OH, the precipitate was filtered, washed with water, and dried.2-Hydroxymethyl-5-trifluoromethoxybenzimidazole. Glycolic acid was used, R(HO)CH2. Yield 0.65 g (75 wt. %). M.p. 192-194 C. 1H NMR (DMSO-d6): 4.68 (d, 5.5 Hz, 2H), 5.67 (t, 5.5 Hz, 2H), 7.05 (d, J=8.0 Hz, 1H), 7.38 (s, 1H), 7.49 (br s, 1H), 12.48 (br s, 1H). 13C NMR (DMSO-d6): 57.62, 104.44, 110.79, 111.98, 114.70, 118.20, 120.08 (q, J=254.8 Hz), 143.21, 157.22. 19F NMR (DMSO-d6): -57.76. [M+1]+ 233.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 658-89-9, its application will become more common.

Reference:
Patent; The United States of America as represented by the United States Department of Energy; US8242284; (2012); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Extracurricular laboratory: Synthetic route of 658-89-9

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

658-89-9, name is 4-(Trifluoromethoxy)benzene-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. HPLC of Formula: C7H7F3N2O

To a stirred solution of compound AW (4.0 g, 20.83 mmol) in CH3OH (40 mL) was added 2-oxoacetic acid (2.3 mL, 20.83 mmol) at 0 C. The resulting reaction mixture was allowed to warm to RT and stirred for 24 h. After the consumption of starting material (by TLC), the reaction mixture was diluted with H2O (50 mL) and stirred for 5 min. The solid precipitated was filtered and washed with H2O (3×50 mL). The crude solid was purified by silica gel column chromatography (eluting with 30% EtOAc/hexane) to afford compound AX (1.4 g, 6.08 mmol, 29.8%) as pale-yellow solid. 1H NMR (500 MHz, DMSO-d6): delta 12.6 (br s, 1H), 8.25 (s, 1H), 7.78 (s, 1H), 7.60 (d, J=7.0 Hz, 1H), 7.04 (d, J=8.5 Hz, 1H). MS (ESI): m/z 230 [M+H]+.

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; US2012/329802; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem