Category: 950596-58-4

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

(12.2 g, 50 mmol) (E)-N,N’-bis(3-ethynylphenyl)methyl ether (Compound B) and (13.3 g, 50 mmol) 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile (Compound C3), 0.5 g of p-toluenesulfonic acid was added to 50 mL of toluene,After heating to 110 C in an oil bath for 5 h, after TLC monitoring reaction, after cooling to room temperature, concentrated, add ice water and stir for 1 h.The brown solid product erlotinib 17.34 g was obtained in a yield of 88.2%, HPLC: 99.24%.

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 950596-58-4.

Reference:
Patent; Yancheng Normal College; Nanjing University Of Technology Dafeng Ocean Industrial Institute; Sun Yaquan; Chen Zhiyuan; Gu Huiwen; Zhang Lijie; Yang Kang; Zong Chaoyang; (11 pag.)CN108503596; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C13H18N2O4

(f) Erlotinib free base:; To 2-amio-4,5-bis(2-methoxyethoxy)benzonitrile (4.57g, 0.0172moles) was added toluene (30ml), N’-(3-ethynylphenyl) N,N-dimethyl formamidine (3.44g, 0.0172moles) and acetic acid (0.5ml) refluxed the reaction mixture for about 4hrs cooled the reaction mass to room temperature, toluene layer was separated washed with water and chilled toluene layer to yield crude erlotinib and which was further recrystallized from a polar solvent such as methanol to get pure off- white crystalline compound(3g) having mp 149-153 0C.

The synthetic route of 950596-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITTAL MALLYA SCIENTIFIC RESEARCH FOUNDATION; WO2007/138612; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 950596-58-4,Some common heterocyclic compound, 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, molecular formula is C13H18N2O4, 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.

Example 1 (0025) In a reaction flask, 2-amino-4,5-bis(2-methoxyethoxy)-benzonitrile (37.01 g, 0.139 mol) and acetonitrile (185 ml) were charged; 3-ethynylaniline hydrochloride (30.00 g, 0.195 mol), trifluoroacetic acid (17.43 g, 0.152 mol) and formamidine acetate (15.19 g, 0.145 mol) were added to the resultant mixture. The reaction mixture was brought to the reflux temperature of the solvent and maintained under such conditions for about fifteen hours. At the end of the reaction, the temperature was brought to about 25 C., the solvent was removed by distillation under vacuum and methylethylketone (430 ml) was added. The organic phase was washed with a saturated sodium bicarbonate solution (2×100 ml) and with water (2×100 ml). The collected organic phases were concentrated to residue by distillation under vacuum. (0026) The resultant raw product was suspended in ethyl acetate (450 ml) and a solution of hydrochloric acid at 37% (14.38 g, 0.145 mol) was added, maintaining the temperature at 15 C. for about thirty minutes. The resultant solid was filtered, washed and dried in oven under vacuum at 45 C. to give 36.02 g of Erlotinib HCl.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, its application will become more common.

Reference:
Patent; CERBIOS-PHARMA SA; BARATELLA, Marco; PALLANZA, Giuseppe; GABOARDI, Mauro; CASTALDI, Graziano; (7 pag.)US2016/115137; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, A new synthetic method of this compound is introduced below., name: 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile

Example 1 : Preparation of Erlotinib HydrochlorideTo a solution of 2-amino-4,5-bis(2-methoxyethoxy)benzonitrile (5.0 g) in isopropanol (25.0 ml) was added drop-wise a solution of triethyl orthoformate (4.0 g); 3-ethnylphenylamine (3.45 g) and acetic acid (0.2 ml). The mixture was stirred and heated at reflux for 4 hours. The reaction progress was monitored by TLC. After completion of the reaction, the reaction mass was cooled to room temperature and the pH was adjusted to 3.0 to 4.0 with isopropanolic hydrochloride (3.0 ml). The reaction mixture was stirred for 2 hours at room temperature. The solid was filtered, washed with isopropyl alcohol and dried on the air oven to obtain the titleCompound.Yield: 3.0 g

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; MURUGESAN, Balaguru; VEMPALI, Anandam; SATHYANARAYANA, Swargam; THAPER, Rajesh, Kumar; PRASAD, Mohan; WO2010/109443; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C13H18N2O4

(12.2 g, 50 mmol) (E)-N,N’-bis(3-ethynylphenyl)methyl ether (Compound B) and (13.3 g, 50 mmol) 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile (Compound C3), 0.5 g of p-toluenesulfonic acid was added to 50 mL of toluene,After heating to 110 C in an oil bath for 5 h, after TLC monitoring reaction, after cooling to room temperature, concentrated, add ice water and stir for 1 h.The brown solid product erlotinib 17.34 g was obtained in a yield of 88.2%, HPLC: 99.24%.

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 950596-58-4.

Reference:
Patent; Yancheng Normal College; Nanjing University Of Technology Dafeng Ocean Industrial Institute; Sun Yaquan; Chen Zhiyuan; Gu Huiwen; Zhang Lijie; Yang Kang; Zong Chaoyang; (11 pag.)CN108503596; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile

(f) Erlotinib free base:; To 2-amio-4,5-bis(2-methoxyethoxy)benzonitrile (4.57g, 0.0172moles) was added toluene (30ml), N’-(3-ethynylphenyl) N,N-dimethyl formamidine (3.44g, 0.0172moles) and acetic acid (0.5ml) refluxed the reaction mixture for about 4hrs cooled the reaction mass to room temperature, toluene layer was separated washed with water and chilled toluene layer to yield crude erlotinib and which was further recrystallized from a polar solvent such as methanol to get pure off- white crystalline compound(3g) having mp 149-153 0C.

The synthetic route of 950596-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITTAL MALLYA SCIENTIFIC RESEARCH FOUNDATION; WO2007/138612; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 950596-58-4 as follows. SDS of cas: 950596-58-4

Example 3: Preparation of Erlotinib Trifluoro acetate2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile (25 g) was charged into ethanol (350 ml) at 25C to 300C and stirred for 10 minutes to 15 minutes to get a clear solution. 3-ethynyl aniline (11.1 g) followed triethyl orthoformate (20.86g) was charged into reaction mass at 25C to 300C. Trifluoroacetic acid (3.8ml) was added slowly drop-wise into the reaction mixture at 250C to 300C and stirred for 30 minutes at 25C to 300C. Trifluoroacetic acid (3.8ml) was added slowly drop wise to reaction mixture at 250C to 300C and stirred for 30 minutes at 25C to 300C. Again, trifluoroacetic acid (3.8ml) was added slowly drop wise to reaction mixture at 250C to 300C and stirred for 30 minutes at 250C to 300C. The reaction mixture was refluxed for about 24 hours at 750C to 800C and Cooled to 25C to 300C. Ethanol (-150 ml) was recovered from the reaction mixture under vacuum at 55C to 600C. The solution obtained was Cooled to 25C to 300C and stirred for about 18 hours at 25C to 300C. The solid obtained was filtered, washed with ethanol (2x25ml) and dried under vacuum for about 18 hours at 400C to 450C to give erlotinib trifluoroacetate.Yield: 29.2 g. Purity: 97.35%

According to the analysis of related databases, 950596-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; MURUGESAN, Balaguru; VEMPALI, Anandam; SATHYANARAYANA, Swargam; THAPER, Rajesh, Kumar; PRASAD, Mohan; WO2010/109443; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, 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. Recommanded Product: 950596-58-4

General procedure: A mixture of 3 (2.00mmol), toluene (5mL), and DMF-DMA (4.00mmol) were heated up to 35-40C and acetic acid (0.10mL) was added. After 15min, the resultant mixture was cooled to approximately 25C. The solvent was completely evaporated. The residue was added to water and basified pH to 13 by the addition of 20% sodium hydroxide. The obtained mixture was extracted with methylene chloride (2¡Á15mL) and the combined organic extracts were washed with water (2¡Á20mL) and brine (1¡Á70mL), then dried over anhydrous MgSO4. The organic solvent was evaporated to give 4 as oil (Yield 61-94%).

The synthetic route of 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Li; Zhang, Yaling; Liu, Juan; Wang, Weijia; Li, Xiabing; Zhao, Lijun; Wang, Wei; Li, Baolin; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 689 – 697;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C13H18N2O4

e) Synthesis of N’-[2-cyano-4, 5-bis (2-methoxyethoxy) phenyl]-N, N- dimethylformamidine:; _To a solution of DMF(12ml) and N,N-dimethylformamide dimethylacetal(DMA, 6ml, 0.045 moles) was added 2-amino-4,5-bis(2- methoxyethoxy)benzonitrile(6g, 0.0225moles) and refluxed for about 3hrs, concentrated excess DMF-DMA to obtain light brown liquid(6.5g)1HNMR (CDCI3): delta 3.06(s, 6H), 3.44(s, 6H), 3.75(m, 4H), 4.13(m, 4H), 6.48(s, ? 1 H), 7.02(s, 1H)1 7.55(s, 1 H)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; VITTAL MALLYA SCIENTIFIC RESEARCH FOUNDATION; WO2007/138613; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 950596-58-4, 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. 950596-58-4 name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, 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.

In the reaction flask was charged with 2-amino-4,5-bis (2-methoxyethoxy) – benzonitrile (37.01g, 0.139mol) and acetonitrile (185ml); added 3-ethynyl aniline salt acid (30.00g, 0.195mol), trifluoroacetic acid (17.43g, 0.152mol) and formamidine acetate (15.19g, 0.145mol) in the resultant mixture.The reaction mixture temperature was adjusted to reflux temperature of the solvent, and maintained in this condition for about 15 hours.At the end of the reaction, the temperature was adjusted to about 25 , the solvent was removed by vacuum distillation, and methyl ethyl ketone (430ml).(2 ¡Á 100ml) and water (2 ¡Á 100ml) the organic phase was washed with saturated sodium bicarbonate solution.The organic phase was collected and concentrated by vacuum distillation to a residue.The resulting crude product was suspended in ethyl acetate (450ml), and adding 37% hydrochloric acid solution (14.38g, 0.145mol), maintained at a temperature of 15 for about 30 minutes.The resulting solid was filtered, washed under vacuum at 45 C oven dried to obtain 36.02g erlotinib hydrochloride.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Guilin Hui Pak Biotechnology Co., Ltd.; M, Balatella; P, Palanza; M, Garbodi; G, Castaldi; (7 pag.)CN105541735; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts