Category: nitriles-buliding-blocks

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 22364-68-7 as follows. HPLC of Formula: C9H9N

1-(2-Methylphenyl)acetonitrile (610 mg) was dissolved in dimethyl sulfoxide (6.1 ml), added with sodium hydride (60% in oil, 409 mg) and stirred at room temperature for 30 minutes. This reaction mixture was added with a solution of bis(2-chloroethyl)benzylamine (1.090 g) obtained above dissolved in dimethyl sulfoxide (6.1 ml) and further stirred at 75 C. for 2.5 hours. The reaction mixture was added with water (50 ml) and extracted twice with ether (50 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=6:1) to obtain 1.077 g of the title compound. Yield: 80%. 1H-NMR (CDCl3); delta (ppm) 2.07 (2H, td, J=12Hz, 3Hz), 2.32 (2H, dd, J=12Hz, 3Hz), 2.59 (2H, t, J=12Hz), 2.64 (3H, s), 3.01 (2H, d, J=12Hz), 3.61 (2H, s), 7.20-7.40 (9H, m) MS (TSP); m/z 291 (MH+)

According to the analysis of related databases, 22364-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tsushima, Masaki; Tadauchi, Kaori; Asai, Kenji; Miike, Naoko; Kudo, Toshiaki; US2003/176693; (2003); A1;,
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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. 53312-82-6, name is 4-Amino-2-bromobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H5BrN2

40 mg CuCI were dissolved in 10 m I water and cooled in an ice bath to 00C. 1.6 ml thionylchloride were added dropwise. The reaction solution was allowed to warm to roomtemperature overnight.1.O g 4-Amino-2-bromo-benzonitrile were suspended in 12 ml hydrochlorc acid and 45 ml water and warmed to 960C until all 4-Amino-2-bromo-benzonitrile were dissolved. The solution was cooled to -5C and 380 mg NaNO2 dissolved in 10 ml water were added. Then the thionlychloride solution was cooled to -2C and added dropwise. The 3-Bromo-4-cyano-benzenesulfonyl chloride precipitated and was collected by filtration and washed with ice cooled water and dried under vacuo to obtain 956 mg 3-Bromo-4- cyano-benzenesulfonyl chloride as a solid. This material was used without further purification. C7H3BrCINO2S (280.53).

According to the analysis of related databases, 53312-82-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; WO2009/149820; (2009); A1;,
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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. 33279-01-5, name is 3-Oxopentanenitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Example 5 Preparation of 5-chIoro-2-{r3-ethyl-4-(6-methoxypyridin-3-yI)-l-pyridin-4-yl-lH- pyrazoI-5-yIlaminolbenzoic acid; EPO Step 1. Preparation of 3 -ethyl- 1 -p yridin-4-yl-lH-pyrazol-5-amineTo a 100 mL 3 -neck round-bottom flask fitted with argon inlet, septum and addition funnel was added 4-hydrazinopyridine (7.3 g, 67 mmol), 3-oxo-pentanenitrile (6.5 g, 67 mmol), acetic acid (8.03 g, 133.8 mmol) and ethanol (35 mL). It was heated at reflux overnight. The reaction mixture was cooled to rt and the solvent was evaporated, ethyl acetate (150 mL) was added and the organic layer was washed with sat. NaHCO3 (100 mL), water (100 mL), and brine (100 mL), dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography (20-40% EtOAc/hexane). The product3-ethyl-l-pyridin-4-yl-lH-pyrazol-5~amine was obtained as yellow solid (5.0 g, 40%); 1HNMR (300 MHz, CDCl3) 6 8.50 (d, 2 H), 7.65 (d, 2 H), 5.60 (br s, 2 H), 5.40 (s, 1 H), 2.40(q, 2 H), 1.05 (t, 3 H). LC-MS tn/z 189.1 (MH+), HPLC RT (min) 1.09 {method (A)}.

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; BAYER PHARMACEUTICALS CORPORATION; WO2007/27842; (2007); A1;,
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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. 916792-13-7, name is 4-Bromo-2-fluoro-5-methylbenzonitrile, A new synthetic method of this compound is introduced below., Formula: C8H5BrFN

A mixture of 4-bromo-2-fluoro-5- methylbenzonitrile (4.0 g, 18.7 mmol), potassium vinyltrifluoroborate (2.8 g, 20.6 mmol) and Pd(dppf)2Cl2 (0.4 g, 0.6 mmol) in 40 mL of EtOH and 13 mL of TEA was refluxed under Ar for 4 hours. The reaction mixture was concentrated, and the residue was purified by column chromatography (petrol ether : EtOAc = 10 : 1) to afford the title compound as a yellow solid

The synthetic route of 916792-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); A1;,
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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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Amino-3-fluorobenzonitrile

General procedure: The compound 4-((2-chlorothieno[3,2-d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile (1.0 mmol) was weighed.Fluorine or trifluoromethyl substituted p-cyanoaniline (1.2 mmol), palladium acetate (0.02 g, 0.1 mmol),4,5-bis (diphenylphosphino) -9,9-dimethyl xanthene (0.06g, 0.1mmol) and cesium carbonate (0.65g, 2mmol) was added in 15mL of dioxane,The mixture was heated to reflux under nitrogen atmosphere for 12 hours.After the reaction was cooled to room temperature, it was filtered over Celite and evaporated to dryness.Then, the mixture was dissolved in dichloromethane, and brine (3×5 mL) was evaporated.The target compound was isolated by flash column chromatography, and then recrystallized from ethyl acetate- petroleum ether system to give the objective compound A1-A20.

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 63069-50-1.

Reference:
Patent; Shandong University; Liu Xinyong; Kang Dongwei; Zhan Peng; (25 pag.)CN108440559; (2018); 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. 124289-21-0, name is 3-Bromo-5-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H6BrN

Example 46 3-Bromo-5-(bromomethyl)benzonitrile A mixture of 3-bromo-5-methylbenzonitrile (9.80 g, 45.0 mmol), NBS (8.90 g, 45.0 mmol) and BPO (0.40 g) in CCl4 (250 mL) was heated for 10 h at reflux. The reaction mixture was cooled to room temperature and filtered, and the organic phase was washed successively with saturated sodium bicarbonate (100 mL), water (2*50 mL) and brine (2*50 mL). The combined organic phases were dried over Na2SO4 and concentrated in vacuum to give 12.5 g of crude 3-bromo-5-(bromomethyl)benzonitrile.

The synthetic route of 124289-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; US2009/203677; (2009); A1;,
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Related Products of 127667-01-0, These common heterocyclic compound, 127667-01-0, name is 2-Fluoro-5-methoxybenzonitrile, 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.

11 g of 2-fluoro-5-methoxybenzonitrile was added to a mixed solvent of 200 ml of methanol and 100 ml of water. Further, 9 g of hydroxylamine hydrochloride and 12 g of anhydrous sodium acetate were added, and the reaction was stirred under reflux for 12 hours. Add water and ethyl acetate, extract the liquid, collect the organic phase, dry, concentrate, The residue was separated on a silica gel column to obtain 9 g of 2-fluoro-N’-hydroxy-5-methoxybenzidine.

The synthetic route of 127667-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hunan Huateng Pharmaceutical Co., Ltd.; Deng Zeping; (6 pag.)CN108129415; (2018); A;,
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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 939-80-0 as follows. HPLC of Formula: C7H3ClN2O2

EXAMPLE 3b Preparation of 4-chloro-3-aminobenzonitrile A degassed solution of 40 mmol of 4-chloro-3-nitrobenzonitrile (starting material) and 40 ml of xylene are placed in an autoclave (volume: 200 ml).2.5 mmol of BINAS (in the form of 14.4 g of an aqueous solution containing 0.173 mol of BINAS/kg of solution) as phosphine and 2.4 g (60 mmol) of NaOH, 23.8 ml of H2 O and 1.0 mmol of PdCl2 are added. The pH isfrom 10.5 to 11.0. The subsequent procedure is as described in Example 3a.

According to the analysis of related databases, 939-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoechst Aktiengesellschaft; US5744643; (1998); A;,
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Electric Literature of 1953-99-7, 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. 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A reaction was performed and the reaction product was treated by following the procedure of Example 1 while omitting the addition of sodium hydroxide. When the benzonitrile solution as the mother liquor was similarly analyzed, it was found to contain 0.200 g of benzoic acid fluoride (3600 ppm based on the amount of 3,4,5,6-tetrafluorophthalonitrile). The stainless steel reaction vessel showed a sign of slight corrosion.

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, 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6392084; (2002); B1;,
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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. 83101-12-6, name is 4-(3-Hydroxypropyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H11NO

5 Synthsis of 3-(4-Cyanophenyl)propyl Methanesulfonate A mixture of 3-(4-cyanophenyl)propanol (3.77 g, 23.4 mmol), methanesulfonylchloride (2.96 g, 25.8 mmol), triethylamine (2.60 g, 25.7 mmol) and ethyl acetate (100 ml) was stirred at room temperature for 30 minutes. Then the reaction mixture was diluted with ethyl acetate and successively washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (60 g) with hexane-ethyl acetate (1:1) to give 3-(4-cyanophenyl)propane methanesulfonate as a colorless oil (4.79 g, 86percent). 1H-NMR (200 MHz, CDCl3) delta: 7.61 (2H, d, J=8.4 Hz), 7.31 (2H, d, J=8.4 Hz), 4.24 (2H, t, J=6.2 Hz), 3.02 (3H, s), 2.83 (2H, t, J=7.8 Hz), 2.09 (2H, tt, J=7.8 and 6.2 Hz). IR (neat): 3028, 2941, 2227, 1608, 1506, 1351, 1172, 975, 929, 836, 815 cm-1.

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 83101-12-6.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6235731; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts