Category: nitriles-buliding-blocks

Application of 21667-62-9, 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. 21667-62-9 name is 3-(3-Chlorophenyl)-3-oxopropanenitrile, 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.

General procedure: A mixture of ethyl 3-oxo-3-phenylpropanoate (2a) (1.73 mL,10.00 mmol) and allylamine [(3.75 mL, 50.00 mmol) neutralized with acetic acid (2.86 mL, 50.00 mmol)] in ethanol (10 mL) was heated to reflux for 3 h. The resulting mixture was concentrated and the residue was taken up in CH2Cl2. The organic layer was washed with 5% HCl and water, dried over MgSO4 and concentrated. Purification of the crude product by flash column chromatography (silica gel; petroleum ether/ethyl acetate95:5) afforded 3a (2.08 g, 9.00 mmol) in 90% yield as a colourless liquid. When treated with 2c, it afforded 3c instead of 3-(allylamino)-3-(2-fluorophenyl) acrylonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(3-Chlorophenyl)-3-oxopropanenitrile, and friends who are interested can also refer to it.

Reference:
Article; Zhai, Sheng-Xian; Dong, Hong-Ru; Chen, Zi-Bao; Hu, Yi-Ming; Dong, Heng-Shan; Tetrahedron; vol. 70; 44; (2014); p. 8405 – 8412;,
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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 1009-35-4 as follows. SDS of cas: 1009-35-4

4-Fluoro-3-nitrobenzonitrile (182.6 g; 1.10 moles) was dissolved in DMF at 25- 30°C under nitrogen atmosphere and sodium carbonate (249.8 g; 2.36 moles) was added. The slurry was heated to 45-50°C and compound obtained in example- 05/DMF solution (327.12 g; 0.78 moles) was added in 30-60 min at 45-50°C. The reaction mass was maintained for ~8h at 45-50°C. After completion of the reaction by HPLC, reaction mass was diluted with ethyl acetate and water at < 50°C and stirred for 30-45 min. Layers were separated and aqueous layer was extracted with ethyl acetate. Combined organic layer was washed with -10percent w/v brine solution and concentrated under vacuum at < 55°C. Methanol was added to the concentrated residue and heated to 45-50°C and stirred for lh at 45-50°C. The obtained slurry was cooled to 25-30°C and maintained for lh at 25-30°C. The product was filtered and washed with methanol followed by water and then dried under vacuum to obtain the title product as a light yellow wet solid (369.2 g; 74.85percent of theory on dried basis). HPLC Purity: 95.91percent. According to the analysis of related databases, 1009-35-4, the application of this compound in the production field has become more and more popular. Reference:
Patent; NATCO PHARMA LIMITED; APPAYE KALIYAPERUMAL, Srinivasan; TALASANI, Shyam Sunder Reddy; SAMATHAM, Nagalingam; KONDURI, Srinivasa Krishna Murthy; BUDIDETI, Shankar Reddy; MUDDASANI, Pulla Reddy; NANNAPANENI, Venkaiah Chowdary; (22 pag.)WO2019/38779; (2019); 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 134450-56-9 as follows. Application In Synthesis of 4,5-Difluorophthalonitrile

Compounds 5 and 6 were synthesized by reacting 4 with sub-stoichiometric or stoichiometric 4,5-difluorophthalonitrile, respectively, under basic conditions via nucleophilic aromatic substitution reaction. The targeted charged TADF emitters XI and XII were obtained following methylation with iodomethane and anion metathesis with saturated NH4PF6 solution in 33% and 27% yield, respectively, over six steps. The solubilities of XI and XII in DCM were greatly improved after the anion metathesis, in comparison with that of the original iodo salts.

According to the analysis of related databases, 134450-56-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS; Zysman-Colman, Eli; Wong, Michael Yin; (41 pag.)US2017/352818; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 20099-89-2, name is 4-(2-Bromoacetyl)benzonitrile, 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 20099-89-2, Formula: C9H6BrNO

General procedure: A solution of 1a or 1b (0.001 mol) in acetone (10 mL), an appropriate substituted 2-bromoacetophenone derivative (0.001 mol) and potassium carbonate (0.138 g, 0.001 mol) were reuxed at 40 C for 12 h. The solvent was evaporated, residue was washed with water, dried and recrystallized from ethanol. The mass spectra of the compounds (3a-p) are available in the Supplementary Materials.

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

Reference:
Article; Cevik, Ulviye Acar; Saglik, Beguem Nurpelin; Levent, Serkan; Osmaniye, Derya; Cavu?oglu, Betul Kaya; Ozkay, Yusuf; Kaplancikli, Zafer Asim; Molecules; vol. 24; 5; (2019);,
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Related Products of 6393-40-4, These common heterocyclic compound, 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, 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.

Reference B; Synthesis of 3,4-diaminobenzamidine monohydrochloride; Step 1; A mixture of 4-amino-3-nitrobenzonitrile (63.3 g, 388 mmol) in 1,4-dioxane (600 mL) and anhydrous ethanol (600 mL) was cooled in an ice water bath to 0-5 C and treated with gaseous HCl for 1.5 h. The reaction mixture was tightly sealed and allowed to warm up to room temperature with stirring for 18 h. The flask was then carefully unsealed and the reaction mixture was diluted with anhydrous diethyl ether (about 2.4 L) until a cloudy solution was obtained. A minimum amount of absolute ethanol required to give a clear solution was then added, and the resulting solution stirred until crystals of 4-amino-3-nitro-benzimidic acid ethyl ester were observed. Ether was then cautiously added to complete the crystallization process and the suspension was allowed to stand for about 30 minutes. The crystals were filtered and washed with dry diethyl ether, then allowed to dry under aspirator vacuum. The crystals were dried in vacuo to give 4-amino-3-nitro-benzimidic acid ethyl ester hydrochloride (84.6 g) as off-white crystals.

The synthetic route of 6393-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AXYS PHARMACEUTICALS, INC.; WO2005/118554; (2005); A2;,
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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. 6575-13-9, name is 2,6-Dimethylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H9N

General procedure: An oven-dried, three-necked flask was sealed with septa and evacuated/backfilled with N2 three times before starting the reaction. To a mixture of 2.5M n-BuLi in hexane (35 mL, 87.6 mmol) anddry THF (20 mL), maintained at below -70 C, solution of N,N-diethyl-2,4-dimethylbenzamide (10a; 6 g, 29.2 mmol) and 3,4-dimethoxybenzonitrile (11b; 7.15 g, 43.8 mmol) in dry THF (7 mL)were added maintaining the temperature below -60 C. The reaction mixture was stirred at -78 C for 38.5 h. The reaction mixture was then warmed to room temperature and quenched with water. The precipitate was filtered off and washed with water and EtOAc to obtain 9b as an off-white solid. The filtrate was extracted with CH2Cl2, washed with water, and concentrated under reduced pressure. The EtOAc-insoluble fraction was again filtered off and washed with EtOAc to obtain 9b (6.46 g, 74%).

According to the analysis of related databases, 6575-13-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Khadka, Daulat Bikram; Woo, Hyunjung; Yang, Su Hui; Zhao, Chao; Jin, Yifeng; Le, Thanh Nguyen; Kwon, Youngjoo; Cho, Won-Jea; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 583 – 607;,
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134450-56-9, name is 4,5-Difluorophthalonitrile, 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. Recommanded Product: 134450-56-9

1.52 g (9.14 mmol) 9H-carbazole and 1.91 g (13.7 mol)of potassium carbonate were placed in a 50-mE recovery flask, and the interior of the flask was substituted with nitrogen. 15 mE of dimethylsulfoxide was added to themixture, which was stirred under a nitrogen stream at room temperature for 1 hout 0.500 g (3.05 mmol) of 4,5-difluo- rophthalonitrile was added to the mixture. The mixture was stirred under a nitrogen stream at room temperature for 3 hours and then at 500 C. for 20 hours. Thereafier, the mixturewas added to water, followed by stirring. The mixture was extracted with toluene. After the extraction, the extracted solution was rinsed with a saturated sodium chlorine aqueous solution. After rinsing, an organic layer and an aqueous layer were separated, and the organic layer was dried byadding magnesium sulfate thereto. After drying, the mixture was suction-filtered to provide a filtrate. The resulting filtrate was concentrated to provide a solid matter, which was purified by silica gel column chromatography. In the purification, a mixed solvent of toluene and hexane (1/4) was firstly used as a developing solvent, then a mixed solvent of toluene and hexane (7/3) was used, and then toluene was used as a developing solvent (the developing ratio was gradually changed). The resulting fraction was concentratedto provide a solid matter, which was then rinsed by reslurrywith a mixed solvent of acetone and methanol, therebyproviding a pale yellow powdered solid matter in a yieldamount of 1.20 g and a yield of 85.8%.

The synthetic route of 134450-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYULUX, INC.; Adachi, Chihaya; Uoyama, Hiroki; Nomura, Hiroko; Goushi, Kenichi; Yasuda, Takuma; Kondo, Ryosuke; Shizu, Katsuyuki; Nakanotani, Hajime; Nishide, Jyunichi; (83 pag.)US9502668; (2016); B2;,
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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. 874-97-5, name is 3-Cyanobenzyl alcohol, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Cyanobenzyl alcohol

Add p-toluene sulphonic acid (2.11 g, 12.2 mmol) to a solution of 3- hydroxymethyl-benzonitrile( 16.30 g, 122.4 mmol) and 3,4-dihydro-2H-pyran (51.5 g, 612 mmol) in dicliloromethane (500 ml) and stir. After 90 minutes, pour reaction into saturated sodium bicarbonate, remove organics, dry with sodium sulfate, filter and concentrate to give a dark brown oil. Purify the residue by flash chromatography eluting with a gradient of 10-15% ethyl acetate :hexanes to yield the title product as a clear oil (16.20 g, 61%): 1H NMR (CDCl3) delta 1.53-1.91 (m, 6H), 3.56 (m, IH)5 3.88 (m, IH), 4.53 (d, IH), 4.72 (t, IH), 4.81 (d, IH), 7.45 (t, IH), 7.58 (m, 2H), 7.69 (s, IH)

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; ELI LILLY AND COMPANY; WO2006/57860; (2006); 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. 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Formula: C7H3FN2O2

Reference Example 114 4-Amino-2-fluorobenzonitrile To a solution of 2-fluoro-4-nitrobenzonitrile (2.51 g) in methanol (125 mL) was added 10percent palladium carbon (50percent containing water, 237 mg), and the mixture was stirred under a hydrogen atmosphere for 3 hr. The reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane-ethyl acetate=1:1) to give the title compound as a pale-yellow solid (yield 1.43 g, 70percent). 1H-NMR (CDCl3)delta: 4.31 (2H, brs), 6.37-6.45 (2H, m), 7.31-7.36 (1H, m).

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; Takeda Pharmaceutical Company Limited; Kajino, Masahiro; Hasuoka, Atsushi; Tarui, Naoki; Takagi, Terufumi; EP2336107; (2015); B1;,
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Application of 1122-85-6, 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 1122-85-6 as follows.

EXAMPLE 11 Preparation of 4-(p-Chlorophenyl)-4-methyl-2-pentynenitrile A solution of 1,1-dibromo-3-(p-chlorophenyl)-3-methyl-1-butene (38.5 g, 0.113 mol) in tetrahydrofuran is treated with n-butyllithium (0.25 mol, 100 mL of a 2.5 M solution in hexane) under nitrogen over 45 minutes while maintaining the temperature below -65 C, stirred overnight at dry ice/acetone bath temperature, treated dropwise with a solution of phenyl cyanate (14.89 g, 0.125 mol) in tetrahydrofuran over 30 minutes at -65 C to -70 C, allowed to warm to 10 C, and diluted with ethyl acetate and 5% sodium hydroxide solution. The resultant mixture is extracted with ethyl acetate. The organic extracts are combined, washed sequentially with 5% sodium hydroxide solution and water, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a residue. The residue is distilled to give the title product as an oil (18.7 g, bp 110-113 C/0.9 mm Hg, 80.7% yield). Using essentially the same procedure, but substituting 1-(2,2-dibromovinyl)-1-(p-chlorophenyl)cyclopropane for 1,1-dibromo-3-(p-chlorophenyl)-3-methyl-1-butene, 3-[1-(p-chlorophenyl)cyclopropyl]-2-propyne-1-carbonitrile is obtained as a yellow solid, mp 62-64 C.

According to the analysis of related databases, 1122-85-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; EP933027; (1999); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts