Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 74137-36-3, name is 1,3-Dibromo-5-methoxybenzene, 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 74137-36-3, category: ethers-buliding-blocks

Tris (dibenzylideneacetone) [DIPALLADIUM (0)] (6.53g, 7. [15MMOL)] was added in one portion to a stirred solution of the bromide of Preparation 1 (38. [0G,] [143MMOL),] 1,1′-bis (diphenylphosphino) ferrocene (9.3g, 16. [8MMOL)] and zinc cyanide (20. 0g, [172MMOL)] in [NN-DIMETHYLFORMAMIDE (300ML)] at room temperature under nitrogen. The reaction was heated at [100¡ãC] for 14 hours and cooled to room temperature. Water [(1500ML)] was added and the mixture was extracted with ethyl acetate [(3X500M1).] The combined organics were filtered and the filtrate was washed with water [(500MOI),] dried over magnesium sulphate, filtered and concentrated under reduced pressure. The resulting solid was triturated with toluene [(1000MOL)] to provide the [TITLE COMPOUND (1 8. 0G)] as a tan solid. [1H-NMR] [(300MHZ,] [CDC13)] : [8] = 3.83 (3H, s), 7.31 (2H, s), 7.48 [(1 H,] s).

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.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/29051; (2004); A1;,
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Synthetic Route of 156573-09-0, 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. 156573-09-0, name is 1-Bromo-4-ethoxy-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Third Step 4-Bromo-2,3-difluoroethoxybenzene (s-5) (45.2 g), 2, 3-difluorophenyllboronic acid (s-6) (36.1 g), potassium carbonate (79.1 g), Pd (Ph3P)2Cl2 (4.0 g), toluene (200 ml), Solmix A-11 (200 ml) and water (200 ml) were placed in a reaction vessel under an atmosphere of nitrogen, and heated to reflux for 2 hours. After the reaction solution had been cooled to 25C, it was poured into water (200 ml) and toluene (200 ml) and mixed with them. The mixture was then allowed to stand until it had separated into two layers of organic and aqueous layers, and the extraction into an organic layer was carried out. The resulting organic layers were separated, and washed with water, and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure. The resulting residue was purified by column chromatography using silica gel as a stationary phase powder and a mixed solvent of toluene and heptane (toluene: heptane= 2:1 by volume) as an eluent, and further purified by recrystallization from Solmix A-11 and dried to give 4-ethoxy-2,2′,3,3′-tetrafluoro-1,1′-biphenyl (s-7) (40.1 g).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-ethoxy-2,3-difluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JNC Corporation; JNC Petrochemical Corporation; EP2479162; (2012); A1;,
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These common heterocyclic compound, 52411-34-4, name is 1,2-Bis(o-aminophenoxy)ethane, 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. Safety of 1,2-Bis(o-aminophenoxy)ethane

Diacetylpyridine (0.134 g, 0.82 mmol) was added in one portion to a solution of MnCl2-4H2O (0.142 g, 0.82 mmol) in EtOH (30 mL). The solution was heated to 50 C., and then 1,4-bis-(2-aminophenyl)-1,4-dioxabutane (0.200 g, 0.82 mmol) was added in one portion. The reaction mixture was heated to 85 C. and refluxed for 4 h. The solvent volume was reduced by half, and the mixture was cooled to r.t. An excess of Et2O was added, and the resulting precipitate was collected by Buchner filtration and washed well with cold Et2O to give 3 as an orange solid (62 mg, 14.2%). IR (cm-1) 3351, 3072, 2968, 2924, 1671, 1592, 1503, 1362, 1249, 1210, 1087. FAB-MS: m/z=461 [M-Cl]+ (10%). Anal. calcd. for (C23H21N3O2C1-2Mn)0-2H2O C, 55.55; H, 4.26; N, 8.45. found C, 55.72; H, 4.65; N, 8.39%

The synthetic route of 1,2-Bis(o-aminophenoxy)ethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brock University; Pilkington, Melanie; Stares, Emma Louise; (51 pag.)US2016/362434; (2016); A1;,
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Electric Literature of 707-07-3,Some common heterocyclic compound, 707-07-3, name is (Trimethoxymethyl)benzene, molecular formula is C10H14O3, 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: 2-Nitroaniline derivative (1 mmol) was added to a mixture of indium powder (574 mg, 5.0 mmol for 2-nitroaniline, 918 mg 8.0 mmol for 1,2-dinitroarene), and acetic acid (0.572 mL, 10 mmol) in ethyl acetate (2 mL), followed by the addition of trimethyl orthoester (2.0 mmol) in ethyl acetate (3 mL for 2-nitroaniline; 8 mL for 1,2-dinitroarene). The reaction mixture was stirred at reflux under a nitrogen atmosphere. After the reaction was completed, the reaction mixture was diluted with ethyl acetate (30 mL), filtered through Celite, poured into 10% NaHCO3 (30 mL), and then extracted with ethyl acetate (30 mL¡Á3). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The residue was eluted with ethyl acetate/hexane (v/v=10/90) for 2-phenylbenzimidazole derivatives or methanol/dichloromethane (v/v=1/99) for 2-methylbenzimidazole derivatives through a silica gel column to give the corresponding benzimidazoles. The structures of the benzimidazoles were characterized by 1H NMR, 13C NMR, FTIR, and GC-MS, and were mostly known compounds. HRMS data were reported in addition for unknown compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Trimethoxymethyl)benzene, its application will become more common.

Reference:
Article; Kim, Jaeho; Kim, Jihye; Lee, Hyunseung; Lee, Byung Min; Kim, Byeong Hyo; Tetrahedron; vol. 67; 41; (2011); p. 8027 – 8033;,
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Adding a certain compound to certain chemical reactions, such as: 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, 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 89282-70-2, SDS of cas: 89282-70-2

A solution of 2- { [5-bromo- 1 -(2-chlorophenyl)- 1 H-i ,2,4-triazol-3 -yl]methyl} -5-(4-chlorophenyl)-4- [(2S)-3 ,3,3 -trifluoro-2-hydroxypropyl] -2,4-dihydro-3H- 1 ,2,4-triazol-3 -one (Example 5A, 100mg, 173 jimol) in acetonitrile (330 jil) was treated with N,N-diisopropylethylamine (450 jil, 2.6mmol) and 2-methoxy-2-methylpropan-1-amine (178 mg, 1.73 mmol). The resulting mixture washeated for 5 h at 180C under microwave irradiation and evaporated. The residue was purified by preparative HPLC (Method 5) affording 82.5 mg (79% of th.) of the title compound.LC-MS (Method 2): R = 1.05 mm; MS (ESIpos): mlz = 600.2 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 7.44 – 7.81 (m, 8H), 6.87 (d, 1H), 6.12 (t, 1H), 4.77 -4.93 (m, 2H), 4.29 (br ddd, 1H), 3.78 – 4.08 (m, 2H), 3.30 – 3.19 (m, 2H, overlapping with HDO peak), 3.06 (s, 3H), 1.05 (s, 6H).

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, 2-Methoxy-2-methylpropan-1-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (205 pag.)WO2019/81299; (2019); A1;,
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Related Products of 658-89-9,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.

General procedure: The mixture of o-phenylenediamine (1) and cyanoacetamide (2) were stirred in 200 C for 30 min without any solvent. After cooling, the mixture was dissolved in ethanol. The crude product was purified by silica gel column chromatography using dichloromethane-methanol (60:1) as eluant to give the pure compound 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Trifluoromethoxy)benzene-1,2-diamine, its application will become more common.

Reference:
Article; Pan, Ting; He, Xin; Chen, Bing; Chen, Hui; Geng, Guannan; Luo, Haihua; Zhang, Hui; Bai, Chuan; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 500 – 513;,
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Electric Literature of 25245-34-5, 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. 25245-34-5, name is 2-Bromo-1,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of sodium amide (8.5 g, 218 mmol) in anhydrous THF(100 mL) was added furan (59.3 g, 872 mmol) and the mixture warmed to 50 C under nitrogen. 4 (11 g,50.7 mmol) dissolved in anhydrous THF (20 mL) was added to the reaction mixture which was thenstirred at 50 C for 24 h. After cooled to room temperature, EtOAc (80 mL) and water (80 mL) wereadded to the solution. The organic layer was separated and washed with saturated aqueous NaCl and driedover anhydrous Na2SO4. The solvent was removed under reduced pressure to give a brown oil 5 withoutfurther purification which was dissolved in MeOH (100 mL) containing conc. hydrochloric acid (5 mL)and the mixture heated at reflux for 3 h. MeOH was removed under reduced pressure and the residue between EtOAc and water. The organic layer was washed with a solution of saturated aqueous NaHC03 and saturated aqueous NaCl in sequence and then dried over anhydrous Na2S04. The solvent was evaporated under reduced pressure and the residue was subjected to flash column chromatography (petroleum ether: EtOAc, 10:1, V/V) to give 6 (9.5 g, 91.3%) as white solid

The synthetic route of 2-Bromo-1,4-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Qijing; Dong, Jinyun; Huang, Guang; Li, Shaoshun; Heterocycles; vol. 96; 2; (2018); p. 334 – 338;,
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Adding a certain compound to certain chemical reactions, such as: 6358-77-6, name is 5-Bromo-2-methoxyaniline, 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 6358-77-6, Safety of 5-Bromo-2-methoxyaniline

Intermediate 20: Step a 4-Bromo-2-isothiocyanato-1-methoxy-benzene A solution of sodium bicarbonate (3.74 g, 44.5 mmol) in water (75 mL) was added to commercially available 5-bromo-2-methoxy-phenylamine (3 g, 14.8 mmol) in chloroform (75 mL). Thiophosgene (1.42 mL, 18.6 mmol) was then added. The biphasic solution was stirred at room temperature for 1 h. The phases were separated and the aqueous phase was extracted with CH2Cl2. The organic phase was dried (Na2SO4), filtered, and concentrated, yielding the crude title compound as an off-white solid.

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.

Reference:
Patent; JACKSON, Paul Francis; Tounge, Brett Andrew; Leonard, Kristi Anne; Zhang, Yan; Wang, Aihua; Hawkins, Michael; Maharoof, Umar S.M.; Barbay, Joseph Kent; US2012/129842; (2012); A1;,
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Reference of 5467-58-3, The chemical industry reduces the impact on the environment during synthesis 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, I believe this compound will play a more active role in future production and life.

(0357) General procedure B: a mixture of 1-bromo-4-methoxynaphthalene (166 mg, 0.70 mmol), 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (164 mg, 0.70 mmol), K2CO3 (290 mg, 2.10 mmol) and [Iota, – bis(diphenylphosphino)ferrocene]palladium(II) dichloride (29 mg, 0.04 mmol) in dioxane (10 mL) and H2O (2 mL) was heated at 100 C overnight in an atmosphere of nitrogen. The reaction was then quenched with water and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (eluent: dichloromethane/methanol, 0-10%) to give the title compound as light yellow solid (143 mg, 77% yield). ESI-MS m/z: 263.1075 [M-H]”; Punty: 93.6%. (0358) 1H NMR (400 MHz, chloroform- ) delta 8.35- 8.28 (m, 1H), 7.91 – 7.84 (m, 1H), 7.52 – 7.40 (m, 2H), 7.30 (d, J = 7.9 Hz, 1H), 7.25- 7.21 (m, 1H), 7.18 (dd, J = 8.0, 2.2 Hz, 1H), 6.87 (t, J= 8.0 Hz, 2H), 4.04 (s, 3H), 2.33 (s, 3H). 13C NMR (101 MHz, CDC13) delta 154.82, 153.02, 133.56, 132.98, 132.84, 132.58, 129.03, 126.82, 126.50, 126.02, 125.81, 125.16, 123.58, 122.27, 114.83, 103.56, 55.71, 15.99.

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, 1-Bromo-4-methoxynaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang Hubert; ZHANG, Shuting; HU, Zhenyi; (114 pag.)WO2019/89648; (2019); A1;,
Ether – Wikipedia,
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Electric Literature of 1836-62-0,Some common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, molecular formula is C9H13NO2, 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 4-(oxiran-2-ylmethoxy)-9H-carbazole (II) (25.0 g, 104.60 mmole) and 62.5 ml 2-propanol is heated to 70C to 80C. To this 2- (2- methoxyphenoxy) ethylamine (III) (25.33 g, 151.67 mmole) is added in one lot. The temperature of reaction mass is raised to reflux (80C to 85C) and maintained at this temperature for 2 hour. After that, this reaction mass is added to the pre-heated (80C to 85C) solution of L (+) tartaric acid (24. 32 g) (162.1 mmole) in 2-propanol (287.5 ml) and continued the reflux for next 1 hour, cooled to 50C to 55C and maintained for 1 hour. The product is filtered at the same temperature (50C to 55C) followed by three 33.5 ml wash with hot (50C to 55C) 2-Propanol. The wet product dried at 60C to 65C for 6-8 hours or till constant weight gave 33.0 g of Carvedilol tartarate (Yield = 56. 89%).

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

Reference:
Patent; CADILA HEALTHCAR LIMITED; WO2005/80329; (2005); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem