Month: May 2021

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 159847-80-0 as follows. category: nitriles-buliding-blocks

4-Amino-3-cyano-benzoic acid methyl ester (1.4 g, 7.95 mmol) was dissolved in a mixed solution of tetrahydrofuran and methanol (1/1, 50 mL), and iodine (I2, 2.2 g, 8.74 mmol) and silver nitrate (AgNO3, 1.5 g, 8.74 mmol) were added dropwise thereto. The mixture was stirred for 6 hours at room temperature and filtered with celite. The filtrate was added with 10% sodium thiosulfate aqueous solution and extracted with ethyl acetate. The extract was washed with brine, dried with anhydrous magnesium sulfate and filtered. The filtrate was distilled under reduced pressure. The residue was separated by column chromatography to obtain the title compound (2.0 g, 84%).

According to the analysis of related databases, 159847-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG LIFE SCIENCES LTD.; PAEK, Seung Yup; LEE, Sung Bae; PARK, Deok Seong; LEE, Won Hyung; WO2014/129796; (2014); A1;,
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Synthetic Route of 27387-23-1,Some common heterocyclic compound, 27387-23-1, name is 2-(2-Bromo-5-methoxyphenyl)acetonitrile, molecular formula is C9H8BrNO, 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.

Step 2: (2-Bromo-5-hydroxy-phenyl)-acetonitrile[00447] To (2-bromo-5-methoxy-phenyl)-acetonitrile (2.6g, 11.5mmol) in CH2Cl2 (2OmL) at O0C under N2 was added boron tribromide (IM in CH2Cl2; 25.4mL, 25.4mmol). The mixture was stirred for 15 minutes at O0C, and at room temperature overnight. After a work-up with H2O and CH2Cl2, the crude material was purified by silica gel chromatography to give the desired product as a white SoUd (1.5g).

The synthetic route of 27387-23-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; WO2009/102893; (2009); A2;,
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Reference of 74231-65-5, The chemical industry reduces the impact on the environment during synthesis 74231-65-5, name is 4-(Dichloromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

Under argon protection,Add 400 mL dioxane to a 2 L round bottomed flaskwithCyano dichlorobenzene 55g,The mixture was cooled to -30 C,Then slowly added dropwise 200mL,1mol / L dimethyl zinc n-hexane solution.Bi completed,The reaction was stirred at this temperature for 2 hours,A large number of reaction bottle appeared brown precipitate,For p-cyanodimethylzinc complex.Weigh 146g of triphenylphosphine ruthenium dichloride,With 180mL dissolved in dioxane was added to the reaction,The reaction was stirred at -20 C for 2 hours.Weigh tricyclohexyl phosphine 136g,Dissolved in 160mL dioxane was added to the reaction flask,The reaction was stirred for 1 hour,A purple solution.Most of the solvent and the volatile matter were distilled off under reduced pressure,The residue was recrystallized from 800 mL of methanol for 1 hour at room temperature,Get a lot of brown red product,filter,The solid was washed several times with methanol,Vacuum drying provided catalyst precursor 1 (89 g,Yield 71%)

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-(Dichloromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhongyou Haike Ranqi Co., Ltd.; Shanghai Chemical Institute Co., Ltd.; Luo Yong; Ping Jian; Wang Yuan; Shen Kaimin; Yang Weicheng; Chen Fuxiang; Fang Chao; (9 pag.)CN107216355; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 37719-02-1, name is 2,2-Dimethyl-3-oxobutanenitrile, 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 37719-02-1, name: 2,2-Dimethyl-3-oxobutanenitrile

The effects of temperature on KH for Examples 2-6 to 2-11 were measured using Technique 2 and are listed in Table 2. The van’t Hoff equation was then fit to a plot of KH vs. temperature; energy standard deviation were calculated from the fit of the equation to the raw data. (0078) Examples 2-6 and 2-11 were prepared using variations to the standard procedure. Example 2-6 was prepared with a concentration of 50 mM, so that it was soluble in water. For Example 2-11, a small amount of enol was also observed (about 0.08 relative to ketone). To account for this, we calculated KH for Example 2-11 as diol/(ketone+enol), assuming enol formation from the ketone is reversible.

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-Dimethyl-3-oxobutanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; University of Pittsburgh – Of the Commonwealth System of Higher Education; Beckman, Eric J.; Bourmpakis, Ioannis; Tavenor, Nathan Albert; (18 pag.)US2020/78703; (2020); 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. 925672-89-5, name is 4-Bromo-2-cyanobenzeneacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromo-2-cyanobenzeneacetonitrile

100ml of water was added to the reaction vessel, 20mmol 2-cyano-4-bromophenyl acetonitrile, 60mmol potassium phenyltrifluoroborate, 1.5mmol palladium acetylacetonate, 4mmol nitrogen ligands L-1, and p-toluenesulfonic acid monohydrate 250mmol , at 80 deg.] C under stirring for 16 hours. Anti after should be ended, the mixture was poured into ethyl acetate, sequentially with saturated NaHCO3solutionand brine, the aqueous layer was extracted with ethyl acetate, the organic layers combined (i.e., combined washedorganic layer and the extract obtained the organic layer), dried over anhydrous of Na2the SO4dried, vacuum is removed by evaporationof the solvent, the residue was purified by flash column chromatography (hexane / ethyl acetate, volume ratio of between1: 2) to give a solid target product.The yield was 61.5%,% purity of 98.7(the HPLC).

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 925672-89-5.

Reference:
Patent; Wenzhou University; CHEN, JIUXI; LIU, MIAOCHANG; CHENG, TIANXING; WANG, XIAODONG; GAO, WENXIA; HUANG, XIAOBO; WU, HUAYUE; (14 pag.)CN104557701; (2016); B;,
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These common heterocyclic compound, 64248-63-1, name is 3,5-Difluorobenzonitrile, 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. SDS of cas: 64248-63-1

Preparation 33 3-Fluoro-5-methoxybenzonitrile Sodium methoxide (1.50 ml of a 4.5M solution in methanol, 7.10 mmol) was added dropwise to a stirred solution of 3,5-difluorobenzonitrile (1.00 g, 7.10 mmol) in N,N-dimethylformamide (36 ml) at 0 C. under nitrogen. The reaction was allowed to warm to room temperature and stirred for 14 hours. The reaction was diluted with ether (40 ml), washed with water (3*100 ml) and brine (100 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel eluding with cyclohexane:ethyl acetate (95:5, by volume) to provide the title compound (418 mg) as a yellow oil. 1H-NMR (400 MHz, CDCl3): delta=3.84 (s, 3H), 6.82 (dd, 1H), 6.95 (dd, 1H), 6.96 (s, 1H).

The synthetic route of 3,5-Difluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jones, Lyn Howard; Mowbray, Charles Eric; Price, David Anthony; Selby, Matthew Duncan; Stupple, Paul Anthony; US2003/100554; (2003); A1;,
Nitrile – Wikipedia,
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Electric Literature of 6283-71-2, These common heterocyclic compound, 6283-71-2, name is Dimethyl 2-cyanosuccinate, 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.

Sodium nitrite (1.32 g, 19.1 mmol) was added carefully to sulphuric acid (concentrated, 6.8 ml), whilst cooling the solution to 0° C. The solution was heated to 60° C. for 30 min, allowed to cool and then diluted with acetic acid (12 ml). To the solution was added Preparation 182 (5.0 mg, 17.4 mmol) in acetic acid (11 ml) and the reaction mixture was heated at 55° C. for 1 h. To a solution of Preparation 248 (3.09 g, 18.1 mmol) in acetic acid (24 ml) and water (36 ml) was added dropwise the solution of the diazonium salt, followed by sodium acetate (24.2 g) in water (42 ml). The reaction mixture was then stirred at room temperature for 30 min. The reaction mixture was poured into ice/water (200 ml) and the mixture was extracted with dichloromethane (4.x.60 ml). The combined extracts were then washed with ammonium hydroxide (48 ml), dried and concentrated in vacuo. To a solution of sodium methoxide (25 wt.percent, 11.5 ml, 50.1 mmol) in methanol (450 ml) was added dropwise a solution of the residue in methanol (100 ml). The reaction mixture was then stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and to the residue was added water. This solution was adjusted to pH 1 by addition of hydrochloric acid (4 N) and the mixture was extracted with dichloromethane (3.x.100 ml). The combined extracts were dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography, eluting with hexane/ethyl acetate [3: 1]. The appropriate fractions were combined and concentrated to give the titled compound (4.5 g). Experimental MH+ 379.8; expected 380.0

The synthetic route of 6283-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Billen, Denis; Boyle, Jessica; Critcher, Douglas James; Gethin, David Morris; Hall, Kim Thomas; Kyne, Graham Michael; US2006/287365; (2006); A1;,
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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 57775-06-1 as follows. name: 2-(2-Bromophenyl)-2-methylpropanenitrile

General procedure: To a screw-capped vial (25 mL) were added NaOH (400 mg, 10 mmol), tert-butanol (tBuOH, 10 mL) and 3a (1.12 g, 5 mmol). The vial was sealed with cap and allowed to stir at 100 °C. The reaction was monitored by TLC every hour until the complete consumption of 3a. After total conversion of 3a, the reaction was diluted with CH2Cl2, filtered through a thin Celite pad to remove salt, and concentrated in vacuo. The residue was isolated through a short flash column chromatography by using ethyl acetate as eluent to give the pure compound 1a in 92percent isolated yield; White solid, mp: 73?74 °C; IR (KBr): 3472, 2977, 2932, 1669, 1605, 1468, 1427, 1390, 1360, 1022, 756 cm-1; 1H NMR (600 MHz, CDCl3): delta 7.60 (dd, J1 = 7.8 Hz, J2 = 1.2 Hz, 1H), 7.49 (dd, J1 = 7.8 Hz, J2 = 1.2 Hz, 1H), 7.34 (td, J1 = 7.8 Hz, J2 = 1.2 Hz, 1H), 7.14 (td, J1 = 7.8 Hz, J2 = 1.8 Hz, 1H), 5.72 (br, 1H), 5.23 (br, 1H), 1.65 (s, 6H); 13C NMR (150 MHz, CDCl3): delta 179.0, 143.0, 134.8, 128.6, 127.7, 127.6, 124.1, 48.3, 26.4; HRMS: C10H12BrNO calculated 241.0102, found 241.0098; Registry Number: [173026-22-7]. Compounds 1b?1q were obtained according to this procedure. The synthetic methods for all the nitrile compounds 3 were prepared according to our previous report.2

According to the analysis of related databases, 57775-06-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jhan, Yu-Huei; Kang, Ting-Wei; Hsieh, Jen-Chieh; Tetrahedron Letters; vol. 54; 9; (2013); p. 1155 – 1159;,
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Related Products of 3100-67-2, 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. 3100-67-2, name is 1-Amino-2-naphthonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The [Reaction Scheme 1-1 [Intermediate a-1] 50.0 g (297 mmol), 500 mL of dimethylformamide was stirred obtained from. Then N-bromo-succinimide 55.56 g (312 mmol) was added slowly to the reactor. After raising to room temperature and stirred for 4 hours. When the reaction is completed, distilled water was added dropwise thereto at room temperature saenggimyeon brown crystals Crystals were filtered and separated by column chromatography with [intermediate 1-b] compound 68 g. (Yield: 92.6%).

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-Amino-2-naphthonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SFC CO., LTD.; PARK, PU BAE; PARK, JI HEE; SHIN, PONG KI; YOO, JUNG HO; YANG, BYUNG SOON; LEE, SE JIN; (61 pag.)KR2015/111106; (2015); A;,
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Adding a certain compound to certain chemical reactions, such as: 66389-80-8, name is tert-Butyl 4-cyanobenzylcarbamate, 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 66389-80-8, HPLC of Formula: C13H16N2O2

tert- Butyl (4-cyanobenzyl)carbamate (1 g, 4mmol) was suspended in 10 mL ethanol and heated to 80C. To the solution was added 10 mL of aqueous hydroxylamine and the mixture was heated for 3 hours and allowed to cool to room temperature and stirred overnight. After concentration the residue was concentrated to half volume, and product extracted with ethyl acetate (3 x 15 ml). The combined organic layer was washed with brine (15 mL), dried over anhydrous sodium sulfate, and the solvent was evaporated to dryness to yield white solid (890 mg) which was taken to the next step. Mass Spec, MH+ = 266

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 4-cyanobenzylcarbamate, and friends who are interested can also refer to it.

Reference:
Patent; TOSK, INC.; LENNEK, Annie L.; YANOFSKY, Stephen D.; FRENZEL, Brian D.; UNGASHE, Solomon B.; GARLAND, William A.; LIAW, Philip; (105 pag.)WO2020/33413; (2020); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts