Month: May 2021

Related Products of 17417-09-3,Some common heterocyclic compound, 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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 5-Amino-2-fluorobenzonitrile A mixture of 5-nitro-2-fluorobenzonitrile (10 g, 60.2 mmol), Fe powder (17 g, 0.3 mol), and NH4Cl (1.7 g, 30 mmol) in EtOH/H2O (100 mL, 9:1) was heated at reflux in 2 h. The mixture was filtered at hot. The filtrate was concentrated, taken up in H2O, stirred, filtered air-dried to obtain the title solid as a tan solid, (5.0 g, 71%). 1H NMR (400 MHz, DMSO-d6): d 5.54 (s, 2H), 6.85 (m, 2H), 7.16 (t, J=8.1 Hz, 1H).

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

Reference:
Patent; SmithKline Beecham Corporation; US6294531; (2001); B1;,
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Related Products of 61150-58-1, A common heterocyclic compound, 61150-58-1, name is 2-(2-Bromo-4-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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.

To a solution of s2 in EtOH (10.0 mL) and H2O (5.0 mL) were successively added NaOH (2.94 g,73.5 mmol) and aqueous H2O2 (23 muL, 0.736 mmol) at room temperature. After the mixture washeated to reflux for 24 h, the reaction was quenched by addition of conc. HCl at 0 C. The crudemixture was extracted with EtOAc (x4) and the combined organic extracts were washed with brine,dried (Na2SO4), and concentrated in vacuo to give crude s3 (1.62 g) as pale yellow solid. Thiscrude material was used for next reaction without further purification.

The synthetic route of 61150-58-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Machida, Mizuki; Mori, Keiji; Chemistry Letters; vol. 47; 7; (2018); p. 868 – 871;,
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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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

A mixture of compound 1 (0.45 g, 0.41 mmol), AcONH4 (0.13 g,1.65 mmol) and 2-(3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile(0.48 g, 2.47 mmol) in chloroform (30 mL) was stirredunder an atmosphere of N2 gas at 80 C overnight. The reactionmixture was then allowed to cool to room temperature. Next,dichloromethane and methanol were poured into the cooledcompound mixture for precipitation. The crude compound wasfiltered and purified by column chromatography on silica gel usingdichloromethane as the eluent to gain pure product SP-IC (2) as a red solid (0.42 g); yield 57.53%. FTIR-ATR (ZnSe, cm-1): 2894, 2220,1697, 1653, 1586, 1540, 1386; 1H NMR (CDCl3, 500 MHz, ppm):delta 8.78 (4H, s), 8.69 (4H, d, J 7.95 Hz), 8.04 (4H, d, J 7.90 Hz), 7.88(4H, d, J 6.75 Hz), 7.78e7.70 (12H, m), 7.67 (4H, s), 7.03 (4H, d,J 1.20 Hz), 2.48 (7H, t, J 7.95 Hz), 1.50-4 (8H, m), 1.19-1.07(25H, m), 0.80 (12H, t, J 7.05 Hz); 13C NMR (CDCl3,125 MHz, ppm):delta 188.18, 168.96, 160.56, 155.07, 147.36, 141.76, 141.51, 139.92, 137.98,136.87, 135.21, 134.60, 133.59, 129.87, 125.38, 124.35, 123.83, 122.86,121.46, 121.28, 114.44, 114.36, 69.90, 31.49, 30.79, 29.70, 29.08,28.70, 22.47, 14.09; UV-Vis (CHCl3) lmax/nm(epsilon/105 mol1 dm3 cm-1): 539 (1.44); Found: C, 78.18; H, 4.90; N,6.22%; molecular formula C117H88N8O4S4 requires C, 78.15; H, 4.93;N, 6.23%; Found: [MH] 1797.5803; molecular formulaC117H88N8O4S4 requires [MH] 1797.5811.

According to the analysis of related databases, 1080-74-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Park, Seo Yeon; Park, Gi Eun; Choi, Suna; Lee, Ji Hyung; Lee, Dae Hee; Cho, Min Ju; Choi, Dong Hoon; Dyes and Pigments; vol. 146; (2017); p. 226 – 233;,
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Adding a certain compound to certain chemical reactions, such as: 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, 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 67832-11-5, Computed Properties of C8H6BrN

(a) (Ss,R)-2-methyl-propane-2-sulphinic acid-[2-(5-bromo-2-cyano-phenyl)-1 – methyl-ethyl]-amide; 6.0 ml (42.8 mmol) diisopropylamine are dissolved in 80 ml THF, slowly combined with 26.7 ml (42.8 mmol) butyllithium solution (1.6 M in n-hexane) at 00C, stirred for 30 min. Then this solution is cooled to -78C and a solution of 4.0 g (20.4 mmol) 4-bromo-2-methyl-benzonithle in 15 ml THF is slowly added dropwise. This mixture is stirred for 70 minutes at -78C and then a solution of 1.5 g (10.2 mmol) (Ss)-ethylidene-N-tert.-butyl-sulphinamide (prepared analogously to J. Ellman et al. J. Org. Chem. 2001 , 66, 8772 from acetaldehyde and (Ss)-tert.-butylsulphinamide) in 15 ml THF is added dropwise. The mixture is stirred for 2.5 hours at -70 to -65C. The reaction mixture is combined with 5 ml sat. Ammonium chloride solution and after thawing it is combined with water and ethyl acetate. The aqueous phase is extracted three times with ethyl acetate, the combined organic phases are dried on sodium sulphate and evaporated to dryness in vacuo. The residue is purified by column chromatography on silica gel (eluant DCM/MeOH 100:3) Yield: 830 mg (24%) Rt value: 1.45 min (Method B) Mass spectrum: (M+H)+ = 343/345 (bromine isotope)

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-Bromo-2-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2008/135524; (2008); A2;,
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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. 42872-74-2, name is 3-Bromo-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H6BrN

Dissolve 3-bromo-4-methylbenzonitrile (10g, 51mmol) in carbon tetrachloride (100mL), add NBS (22.6g, 127.5mmol) and benzoyl peroxide (272mg, 2.5mmol), and reflux 14h, the raw materials disappeared. Cool to room temperature, add water (400 mL), extract with DCM (200 mL × 2), and obtain column chromatography (P / E = 20: 1) to obtain 16.17 g of white solid with a yield of 89.6% and melting point: 48-49 C.

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; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
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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. 6621-59-6, name is 6-Bromohexanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 6621-59-6

General procedure: A solution of the corresponding precursor (4-chlorobutyronitrile for compounds 1, 5-chlorovaleronitrile for compounds 3 and 6-bromohexanenitrile for compounds 6) (2.5 mmol) in dimethylformamide (1 mL) was added during 1.5 h to a mixture of the arylamine (2.5 mmol), Cs2CO3(2.5 mmol) and KI (5 mmol) in dimethylformamide (2.5mL). The mixture was stirred at the indicated temperature and time. After completion of the reaction, as indicated by TLC, the mixture was treated with ethyl ether (50 mL) and water (10 mL). The aqueous phase was separated and extracted with ethyl ether (30 mL). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The solvent was evaporated in vacuo. The crude product was purified by column chromatography (silica gel, hexane:DCM).

The synthetic route of 6621-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Diaz, Jimena E.; Mollo, Maria C.; Orelli, Liliana R.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2026 – 2031;,
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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. 35704-19-9, name is N-(4-Cyanophenyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H8N2O

General procedure: In a double-necked round bottom flask (100 mL) equippedwith a condenser was added a mixture consisting ofnitrile (0.005 mol), NaN3 (0.006 mol), and monodisperse Pt NPsVC in DMF (1.5 mL). The mixture washeated at reflux until TLC monitoring indicated no furtherimprovement in the conversion. The reaction mixture wasthen cooled to room temperature, vacuum-filtered usinga sintered-glass funnel and the residue was washed withethyl acetate (3×10 mL). The filtrate was treated with5 mL HCl (4 mol L-1 to reach pH= 3 and it was allowedto stir for 30 minutes. Subsequently, the organic layer wasseparated, dried over anhydrous Na2SO4 and evaporated.The crude product was purified by recrystallization and/orcolumn chromatography on silica gel eluted with propersolvents to get pure 5-Phenyl 1H-tetrazole.

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 35704-19-9.

Reference:
Article; Baskaya, Gaye; Esirden, Ibrahim; Erken, Esma; Sen, Fatih; Kaya, Muharrem; Journal of Nanoscience and Nanotechnology; vol. 17; 3; (2017); p. 1992 – 1999;,
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Related Products of 874-97-5, These common heterocyclic compound, 874-97-5, name is 3-Cyanobenzyl alcohol, 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.

The compound of Reference Example 1 3- (hydroxymethyl) benzonitrile (0.043 mL, 0.37 mmol) and sodium hydride (17 mg, 0.40 mmol) were added to a DMF (0.32 mL) solution of sodium hydride (50 mg, 0.16 mmol) And the mixture was stirred at 100 C. for 14 hours. Water (10 mL) was added to the reaction mixture at room temperature and extracted with ethyl acetate (10 mL × 2). The organic layers were combined, dried over sodium sulfate and concentrated. The resulting concentrate was purified by silica gel column chromatography (eluent: ethyl acetate / n-hexane = 30/70) to give the intermediate as a yellow oil (48 mg).To a solution of the obtained intermediate (48 mg) in 1,4-dioxane (0.32 mL) was added 4 N hydrogen chloride 1,4-dioxane solution (0.80 mL) at room temperature, and the mixture was stirred at room temperature for 2 hours. Acetonitrile (2.0 mL) was added to the reaction mixture at room temperature, diethyl ether (4.0 mL) was added dropwise at room temperature, and the mixture was stirred at room temperature for 1 hour. The solid was collected by filtration and dried under reduced pressure at room temperature to give 3 – (((6- (1,4-diazepan-1 -yl) pyrazin-2-yl) oxy) methyl) benzonitrile dihydrochloride Compound of Example 5) as a white solid (43 mg, yield 70%).

The synthetic route of 874-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TORAY INDUSTRIES INCORPORATED; KIKUCHI, TSUKASA; OKANO, TSUBASA; (24 pag.)JP2017/14121; (2017); A;,
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Application of 222978-02-1, 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. 222978-02-1 name is 2-Fluoro-4-(hydroxymethyl)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.

Step D Preparation of 4-Bromomethyl-2-fluoro-benzonitrile N-Bromosuccinimide (6.6 g, 0.037 mol) was dissolved in CH2Cl2 (150 mL), cooled to 0 C. and treated with dimethylsulfide (3.27 mL, 0.0446 mol). The solution was cooled to -20 C. then treated dropwise with a solution of 2-fluoro-4-hydroxymethylbenzonitrile, as described in Step C above, (3.74 g, 0.0248 mol) in CH2Cl2 (30 mL). After the addition, the reaction mixture was stirred at 0 C. for 2 h then left to warm to ambient temperature overnight. The reaction mixture was added to ice/H2O, extracted with EtOAc, the organic layer separated, washed with brine and dried (MgSO4). Filtration and concentration to dryness gave the title compound which was purified after chromatography (silica gel, 5-10% EtOAc/hexane). 1H NMR (CDCl3) delta 7.61 (dd, 1H, J=8, 8 Hz), 7.26-7.30 (m, 2H), 4.45 (s, 2H).

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

Reference:
Patent; Merck & Co., Inc.; US6284755; (2001); B1;,
Nitrile – Wikipedia,
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Related Products of 56043-01-7, A common heterocyclic compound, 56043-01-7, name is 2-Amino-6-methylbenzonitrile, molecular formula is C8H8N2, 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.

PREPARATION 9; Preparation of 1 ,8-bis(bromomethyl)-9/-/-fluoren-9-one; A. Preparation of 2-(imino(o-tolyl)methyl)-3-methylaniline; To a cooled (0 0C) solution of 2-amino-6-methylbenzonitrile (5.00 g, 37.81 mmol) in anhydrous tetrahydrofuran (50 mL) was added dropwise a solution of 2- methylphenylmagnesium bromide (77.5 ml_ of a 2 M solution in diethyl ether, 155.0 mmol). The resultant mixture was then heated at reflux for 16 h and allowed to cool to ambient temperature. The reaction mixture was then poured into ice-water (500 mL) and concentrated hydrochloric acid (100 mL) was added. The mixture was transferred to a separatory funnel and was washed with diethyl ether (3 chi 100 mL). The aqueous phase was rendered alkaline by the addition of solid sodium hydroxide (8.0 g) and was extracted with dichloromethane (3 x 150 mL). The combined dichloromethane extract was washed with brine (150 mL), dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness to afford 2-(imino(o-tolyl)methyl)-3-methylaniline: MS (ES+) m/z 225.3 (M + 1 ).

The synthetic route of 56043-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; WO2008/109840; (2008); A1;,
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