Month: August 2021

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. 120351-94-2, name is 3-(2-Aminoethoxy)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-(2-Aminoethoxy)benzonitrile

Step 1 Synthesis of N-[2-(3-cyanophenoxy)ethyl]bromoacetamide: 1.50 g (9.26 mmol) of 3-(2-aminoethoxy)benzonitrile and 1.77 ml (10.2 mmol) of diisopropylethylamine were dissolved in 15 ml of tetrahydrofuran. A solution of 0.92 ml (11.1 mmol) of bromoacetyl chloride in 5 ml of tetrahydrofuran was added to the obtained solution at 0C, and they were stirred for 8 hours. The solvent was evaporated, and the residue was purified by the silica gel column chromatography to obtain the title compound: Yield: 2.18 g (7.73 mmol) (83 %) MS (ESI, m/z) 305 (M+Na+) H-NMR (CDCl3) delta 3.76(2H, dt), 3.98 (2H, d), 4.08(2H, t), 7.14 (1H, dd),7.16 (1H, s), 7.28 (1H, dd), 7.39 (1H, td)

The synthetic route of 120351-94-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ajinomoto Co., Inc.; EP976722; (2000); A1;,
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Reference of 7048-38-6,Some common heterocyclic compound, 7048-38-6, name is (5-Chloro-2-methoxyphenyl)acetonitrile, molecular formula is C9H8ClNO, 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 an ice-cooled and stirred mixture of 1 -azido-2,4-dichloro-benzene (0.9 g, 1 eq) and commercial (5-chloro-2-methoxy-phenyl)-acetonitrile (1 .04 g, 1 .2 eq) in ethanol (10 ml) kept under nitrogen, a solution of sodium methoxide (0.388 g, 1 .5 eq) in ethanol (10 ml) is added drop-wise (20 min). After the addition, the reaction mixture is allowed to reach room temperature spontaneously and stirring is then continued overnight at room temperature. The resulting reaction mixture is diluted with ethyl acetate (40 ml), washed with water (2 x 50 ml), dried over MgSO4 and evaporated to dryness. The yellow solid residue (0.820 g) is purified by crystallization from a mixture of dichloromethane and hexane (1 : 1 ), to afford the title compound as white solid (0.480 g, 28percent yield). M.p. 153.5-154.7°C.

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

Reference:
Patent; NeuroSearch A/S; WO2009/19278; (2009); A1;,
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Related Products of 874-89-5, A common heterocyclic compound, 874-89-5, name is 4-(Hydroxymethyl)benzonitrile, molecular formula is C8H7NO, 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.

General procedure: Intermediates 6a-g (shown below) were synthesized from 5a-g using the following general procedure (labeled as ?a? on FIG. 1). To a round-bottom flask equipped with a stir bar was added 5a-g (1.0 eq), hydroxylamine hydrochloride (2.0 eq), NaHCO3 (4.0 eq), and methanol (5.0 mL/mmol). The reaction was refluxed and stirred in a pre-heated 75 C. oil-bath for 6 h. The reaction mixture was cooled to room temperature, and the precipitate was filtered off and washed with methanol. The filtrate was concentrated in vacuo without further purification. Example 8 Synthesis of 41 (E)-N?-hydroxy-4-(hydroxymethyl)benzimidamide (6a) (0154) The synthesis follows the general procedure described in Example 7. Yield: 70%, MP: 217-219 C. 1H NMR (400 MHz, DMSO-d6) delta =7.88-7.78 (m, 4H), 5.93 (s, 2H).

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; Washington University; Tu, Zhude; Rosenberg, Adam; Liu, Hui; Han, Junbin; US2019/2450; (2019); A1;,
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Electric Literature of 7357-70-2, 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 7357-70-2 as follows.

To a suspension of 3-(1,2-dimethyl-1H-imidazol-5-yl)-1-(thiazol-2- yl)prop-2-en-1-one (0.31 mmol, 72 mg) and 2-cyanothioacetamide (0.93 mmol, 93 mg, 3.0 equiv.) in EtOH (1.5 mL) 3 drops of piperidine were added. After being stirred at 80 oC for 2 h, EtOH was evaporated and crude product was redissolved in 2 mL of CH3CN. Butyl(chloromethyl)sulfane (0.62 mmol, 85.5 mg, 20 equiv.) and Et3N (0.93 mmol, 94.1 mg, 130 muL) were then added and the reaction mixture was stirred at 80oC for 20 min. Once complete, the reaction was diluted with EtOAc and water. The organic phase was separated and aqueous layer was extracted twice with EtOAc. The combined extractions were washed with saturated NaCl solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography to give 99 mg of designed product (77%).1H NMR (400 MHz, CDCl3) delta 7.96 (d, J = 3.1 Hz, 1H), 7.85 (s, 1H), 7.56 (d, J = 3.1 Hz, 1H), 7.37 (s, 1H), 4.49 (s, 2H), 3.60 (s, 3H), 2.72 (t, J = 7.4 Hz, 2H), 2.48 (s, 3H), 1.62 (p, J = 7.3 Hz, 2H), 1.40 (h, J = 7.3 Hz, 2H), 0.90 (t, J = 7.3 Hz, 3H). ESI- MS (m/z): 416.6 [M+H]+

According to the analysis of related databases, 7357-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CASE WESTERN RESERVE UNIVERSITY; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; MARKOWITZ, Sanford; ANTCZAK, Monika; READY, Joseph; ZHANG, Youngyou; (332 pag.)WO2018/218251; (2018); A1;,
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Electric Literature of 16213-85-7, The chemical industry reduces the impact on the environment during synthesis 16213-85-7, name is 2-(2,5-Dimethylphenyl)acetonitrile, I believe this compound will play a more active role in future production and life.

The organic layer obtained in the second step above,250g (1.5mol) of 60% sulfuric acid aqueous solution and 50g (0.8mol) of glacial acetic acid,Add to the 500mL four-necked bottle in sequence,Heat up to 120-130 ,Insulation reaction for 10h.GC detected that the reaction material 2,5-dimethylacetonitrile was completely reacted.After the reaction,After cooling to room temperature,Using para-xylene extraction,Add anhydrous magnesium sulfate to the organic layer to dry,After filtration, proceed directly to the next step.

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-(2,5-Dimethylphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dalian Qikai Pharmaceutical Technology Co., Ltd.; Yang Yongzheng; Pei Xiong; Zhang Hongxue; Jiang Dianbao; (10 pag.)CN111072470; (2020); A;,
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Some common heterocyclic compound, 873-74-5, name is 4-Aminobenzonitrile, molecular formula is C7H6N2, 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: 873-74-5

EXAMPLE 25 PREPARATION OF 4-AMINO-3,5-DIBROMOBENZONITRILE STR37 To a stirred solution of 100 mg (0.847 mmoles) of p-aminobenzonitrile in 3.6 mL dioxane chilled in an ice-bath was added sequentially 356 muL (1.78 moles) of 5N sodium hydroxide solution and mg (1.78 mmoles) of bromine. The ice-water bath was removed and the reaction mixture was stirred further for 1.5 hours. After this time, 21.8 muL (0.423 mmoles) of bromine was added to drive the reaction to completion and stirring was continued for 10 minutes. The mixture was partitioned between ethyl acetate and ice-water and the organic phase was separated. It was washed with brine, dried over anhydrous sodium sulfate, filtered, and evaporated. Purification by plate layer chromatography using hexane-ethyl acetate (7:3) as the eluant provided 175 mg (74%) of the entitled product. NMR(CDCl3) delta5.1 (bs, 2H), 7.66 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 873-74-5, its application will become more common.

Reference:
Patent; Merck & Co. Inc.; US5455239; (1995); A;,
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42872-73-1, name is 2-Bromo-4-methylbenzonitrile, belongs to nitriles-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. Safety of 2-Bromo-4-methylbenzonitrile

F. Methyl 3-(4-cyanobenzyloxy)-5-isoxazolecarboxylate. A mixture of o-bromo-p-tolunitrile (18.8 mmol, 3.69 g), methyl 3-hydroxy-5-isoxazolecarboxylate (18.8 mmol, 2.69 g) and potassium carbonate (25 mmol, 3.5 g) was heated at 50 C. overnight. After cooling to room temperature, the solution was added to 1% citric acid and the precipitate was filtered, washed with water and cold ether several times and dried. Yield 4.2 g (87%). NMR (DMSO-d6): delta 7.90 (d, 2H); 7.68 (d, 2H); 7.18 (s, 1H); 5.43 (s, 2H); 3.90 (s, 3H).

The synthetic route of 42872-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dupont Merck Pharmaceutical Company; US5563158; (1996); A;,
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Adding a certain compound to certain chemical reactions, such as: 19295-57-9, name is 3-Hydroxy-2,2-dimethylpropanenitrile, belongs to nitriles-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 19295-57-9, SDS of cas: 19295-57-9

770 g of 35% by weight of concentrated hydrochloric acid was added to the crude 2,2-dimethyl-3-hydroxypropanenitrile under heating and heated to 35 C for 3 hours. After the completion of the reaction, hydrochloric acid and water were distilled off to give 2,2-dimethyl- 3-hydroxypropionamide crude product 222g, purity 66.2%, the target product yield of this step about 84.9%.

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; Wanhua Chemical Group Co., Ltd.; Wang Peng; He Guangwen; Cui Qian; Cong Xin; Li Yuan; (6 pag.)CN107129435; (2017); A;,
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Synthetic Route of 119584-73-5, 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. 119584-73-5, name is 2-Ethoxy-6-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8: Synthesis of 3-amino-4-ethoxy-7-methanesulfonylamino- benzo [B] THIOPHENE-2-CARBOXYLIC acid amide To a stirred solution of 2-ethoxy-6-fluorobenzonitrile (J. Hynes, J.Heterocycl.Chem. 1988, 25, 1173) (10. 0 G, 60. 54 mmol) in THF (150mL) at-78C was added lithium diisopropylamide (1. 8 M, 44.1 mL, 79. 4MMOL). The mixture was stirred AT-78 C for lh. Then it was poured slowly onto dry ice and stirred until it reached room temperature. The mixture was concentrated to about 10 mL, then diluted with 6N HCI (200mL), and extracted with dichloromethane (3X100 mL). The solvent was washed with brine and dried over NA2S04. The solvent was removed to give product 3-CYANO-4-ETHOXY-2- fluorobenzoic acid (4.2 g, 33.2%).

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, 2-Ethoxy-6-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/12283; (2005); A1;,
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Reference of 654-70-6, The chemical industry reduces the impact on the environment during synthesis 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, I believe this compound will play a more active role in future production and life.

General procedure: Thionyl chloride (4.3 g, 36 mmol) was added dropwise under argon to a solution of bromoacid 39 (5.5 g, 30 mmol) in 35 mL of DMA at -5 to -10 C. The resulting mixture was stirred for 2 h under the same conditions. A solution of the appropriate aniline (30 mmol) in 40 mL of DMA was added dropwise to the above solution, and the resulting mixture was stirred overnight at room temperature. The solvent was removed on rotavapor using high vacuum oil pump; the residue was diluted with saturated NaHCO3 solution, and extracted with ethyl ether (3 x 100 mL). Combined extracts were dried over anhydrous Na2SO4, filtered through celite, and purified by flash chromatography on silica gel, using DCM as eluent to afford the desired product. The data are in accordance with literature data [ref]. 1H-NMR (CDCl3): 9.09 (s,1H), 8.12 (d, J = 2.0 Hz, 1H), 7.98 (dd, J = 8.5 Hz, 2.0 Hz, 1H), 7.83 (d, J = 8.5 Hz,1H), 4.02 (d, J = 10.6 Hz, 1H), 3.62 (d, J = 10.6 Hz, 1H), 1.66 (s, 3H); 19F-NMR(CDCl3): -63.59 (s, 3F).

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-Cyano-3-trifluoromethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bassetto, Marcella; Ferla, Salvatore; Pertusati, Fabrizio; Kandil, Sahar; Westwell, Andrew D.; Brancale, Andrea; McGuigan, Christopher; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 230 – 243;,
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