Tag: M.W=100-200

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. 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 194853-86-6

3,3?-bicarbazole (0.50 g, 1.5 mmol), potassium carbonate (0.99 g, 7.2 mmol), 2-trifluoromethyl-4-fluorobenzonitrile (0.60 g, 3.3 mmol), DMSO 6 ml, 140 Heated at for 12h.Cool to room temperature and pour into 200ml of water to precipitate a large amount of solid and stir for 0.5h.A white solid was obtained by suction filtration and purified by column chromatography to obtain a white solid with a yield of 92%.

The synthetic route of 194853-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Tech University; Tao Youtian; Cao Xudong; Hu Jia; Huang Wei; (9 pag.)CN105037247; (2019); B;,
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Application of 149793-69-1,Some common heterocyclic compound, 149793-69-1, name is 3-Fluoro-5-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, 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 l[0158] To a solution of 5-fluoro-3-(trifluoromethyl)benzenecarbonitrile (15.0 g, 79.3 mmol) in ethanol (30 ml) was added a solution of 50% hydroxylamine in water (10 ml, 151.5 mmol), and the resulting mixture was heated at 800C for 2 hours. The mixture was cooled to room temperature, solvent removed under reduced pressure, and 30 ml of water added. The suspension was sonicated and the solid filtered off, washed with water (2 x 20 ml), and dried under reduced pressure, to provide [5-fluoro-3- (trifluoromethyl)-phenyl](hydroxyimino)methylamine as a white solid. MS 223.1 (M+H).

The synthetic route of 149793-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CV THERAPEUTICS, INC.; WO2009/94028; (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. 50670-64-9, name is 5-Amino-2-methylbenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 50670-64-9

General procedure: A mixture of compound 2 (1.82 g, 8.8 mmol) and DMF (30 drops) in SOCl2 (50 mL) was refluxed for 7 h. The excess SOCl2 was removed by vacuum distillation. The residue was stirred with diethyl ether, filtered, washed, and dried to give compound 3 as a beige solid (1.83 g, 92%). A mixture of compound 3 and various amines in 2-propanol or DMF was refluxed. Upon completion of the reaction, it was cooled in an ice bath. The residue was filtered, washed, and dried to isolate the product.

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:
Article; Yang, Su Hui; Khadka, Daulat Bikram; Cho, Suk Hee; Ju, Hye-Kyung; Lee, Kwang Youl; Han, Ho Jae; Lee, Kyung-Tae; Cho, Won-Jea; Bioorganic and Medicinal Chemistry; vol. 19; 2; (2011); p. 968 – 977;,
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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 56043-01-7 as follows. Safety of 2-Amino-6-methylbenzonitrile

Example 1: n-Propyl- (2-cyano-3-methyl-phenyl) sulfonamide 1.1 : 2-Cyano-3-methyl-phenylsulfonylchloride; A solution of 11.6 g (88 mmol) of 2-amino-6-methylbenzonitrile (prepared, e. g. accord- ing to WO 94/18980) in 120 ml of glacial acetic acid was initially charged and 32.2 g of concentrated hydrochloric acid were slowly added at room temperature. The reaction mixture was stirred at room temperatures for 10 minutes and then a solution of 6.4 g (92 mmol) of sodium nitrite in 20 ml of water was added dropwise at 5-10C. The reac- tion mixture was stirred at 0C for one hour to obtain the diazonium salt. In a separate stirred flask, a saturated solution of sulfur dioxide in glacial acetic acid was prepared at 10C and a solution of 5.5 g of copper ( . t) chloride in 11 ml of water was added. The reaction mixture of the diazonium salt which had been prepared beforehand was then added dropwise to the solution of the copper salt. The resulting mixture was stirred at room temperature for additional 45 minutes. Then the reaction mixture was poured into ice-cooled water and the aqueous phase was extracted three times with dichloro- methane. The combined organic layers were dried over a drying agent and filtered. The filtrate was concentrated in vacuo to afford 16.4 g (87% of the theory) of the title com- pound having a melting point of 75-77C.

According to the analysis of related databases, 56043-01-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; WO2005/35486; (2005); 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. 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 17417-09-3

General procedure: To a partial solution of the diazeniumdiolate 3 or 14 (1 equiv) in DMSO (4 mL/mmol of diazeniumdiolate salt) was added the fluoro compound (4-8) (1 equiv) in THF (2 mL/mmol of fluoro compound) at room temperature. The resulting solution was stirred at room temperature overnight. To this homogeneous solution, water was added (8 mL/mmol of diazeniumdiolate), producing a yellow precipitate that was collected by filtration, washed with water, and dried. The crude product was purified by flash column chromatography or by recrystallization.

According to the analysis of related databases, 17417-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nandurdikar, Rahul S.; MacIag, Anna E.; Holland, Ryan J.; Cao, Zhao; Shami, Paul J.; Anderson, Lucy M.; Keefer, Larry K.; Saavedra, Joseph E.; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 3094 – 3099;,
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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 610-66-2 as follows. Product Details of 610-66-2

2-Nitrobenzyl cyanide (1 g, 6.2 mmol) was dissolved in 4N hydrochloric acid dioxane solution (10 ml) and ethanol (2 ml) and the mixture was stirred at room temperature for 2 days. The solvent was evaporated and the obtained crude product was dissolved in ethanol (10 ml). Ammonium carbonate (1.0 g) was added, and the mixture was stirred overnight. After filtration of ammonium carbonate, the solvent was evaporated. Toluene (10 ml), diisopropylethylamine (1.2 ml, 7.3 mmol) and 2-amino-1,1,3-tricyano-1-propene (510 mg, 4.2 mmol) were added to the obtained crude product and the mixture was stirred at 110 C. for 2 hr. A treatment according to a conventional method using ethyl acetate as an extraction solvent gave a crude product, which was successively purified by silica gel column chromatography to give a nitrile intermediate (70 mg)

According to the analysis of related databases, 610-66-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yamada, Tatsuhiro; Nakagawa, Tadakiyo; Tanaka, Yasuhiro; Fujita, Kohichi; Tagami, Tomoyuki; Ikenoue, Yuka; Fukuda, Shunsuke; Chujo, Yoshitomo; Suzuki, Manabu; Murata, Masahiro; US2005/250796; (2005); 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. 2032-34-0, name is 3,3-Diethoxypropanenitrile, A new synthetic method of this compound is introduced below., Quality Control of 3,3-Diethoxypropanenitrile

Preparation of 3,3-Diethoxy-2-formylpropionitrile Potassium Salt (II) To a stirred solution of 3,3-diethoxypropane-nitrile (1,283.80 g, 1.98 moles) and methyl formate (148.80 g, 2.48 moles) in anhydrous THF (1.1 L) at 10 C. was added 1.0 M potassium tert-butoxide in THF (2.2 L, 2.2 moles). Temperature was maintained in the range of 10 C. to 15 C. throughout the 45 minute addition. Following the addition, the resulting slurry was stirred 2 hours at ambient room temperature. Hexane (400 mL) was then added and stirring was continued for another 20 min. The slurry was filtered and the cake washed with 1/1 hexanes/THF and dried overnight at 60 C. in a vacuum oven. The yield of pale tan powder was 302.5 grams (73.0%).

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; Chen, Jian Jeffrey; Dunn, James Patrick; Goldstein, David Michael; Stahl, Christoph Martin; US2003/171584; (2003); A1;,
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Related Products of 77326-36-4, These common heterocyclic compound, 77326-36-4, name is 2-Amino-6-fluorobenzonitrile, 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.

It was prepared as described for 8. Starting from freshly sublimed 2-amino-6-fluorobenzonitrile (918 mg, 6.75 mmol) in 1,2-dichloroethane (8 mL) and enone 7 (R9 = allyl) (800 mg, 4.50 mmol) in 1,2-dichloroethane (40 mL), and heating the reaction mixture under reflux for 16 h, a crude product (1.75 g) was obtained and subjected to column chromatography [silica gel (62 g), CH2Cl2/MeOH/25% aqueous NH4OH mixtures as eluent]. On elution with CH2Cl2/MeOH/25% aqueous NH4OH 99:1:0.05, huprine 11 (762 mg, 58% yield) was obtained as a beige solid.A solution of huprine 11 (762 mg, 2.59 mmol) in MeOH (6 mL) was treated with 1.81 N methanolic HCl (4.3 mL, 7.78 mmol) and the resulting solution was evaporated under reduced pressure. After recrystallization of the resulting solid residue from AcOEt/MeOH 15:2 (34 mL), 11·HCl was obtained as a light brown solid (570 mg), mp >300 C (dec.) (AcOEt/MeOH 15:2). IR (KBr) nu 3600-2400 (max at 3394, 3314, 3201, 3166, 3071, 3020, 2926, 2902, 2829, 2774, 2669, 2604, C-H, N-H, and N+-H st), 1640, 1593, and 1548 (ar-C-C and ar-C-N st) cm-1; 1H NMR (500 MHz, CD3OD) delta 1.98 (dm, J = 12.5 Hz, 1H, 13-Hsyn), 2.05 (br d, J ? 17.5 Hz, 1H, 10-Hendo), 2.10 (dm, J = 12.5 Hz, 1H, 13-Hanti), 2.51 (ddm, J = 17.5 Hz, J’ = 5.5 Hz, 1H, 10-Hexo), 2.63 (d, J ? 7.0 Hz, 2H, 9-CH2-CHCH2), 2.83 (m, 1H, 7-H), 2.88 (ddd, J = 18.0 Hz, J’ = J = 2.0 Hz, 1H, 6-Hendo), 3.22 (dd, J = 18.0 Hz, J’ = 5.5 Hz, 1H, 6-Hexo), 3.40 (m, 1H, 11-H), 4.86 (s, NH2 and NH+), 4.88-4.91 (complex signal, 2H, 9-CH2-CHCH2), 5.63 (dm, J = 7.0 Hz, 1H, 8-H), superimposed in part 5.65 (ddt, J = 17.0 Hz, J’ = 10.0 Hz, J = 7.0 Hz, 1H, 9-CH2-CHCH2), 7.34 (ddd, J = 14.0 Hz, J’ = 8.5 Hz, J = 1.0 Hz, 1H, 2-H), 7.57 (ddd, J = 8.5 Hz, J’ = J = 1.0 Hz, 1H, 4-H), 7.83 (ddd, J = J’ = 8.5 Hz, J = 6.0 Hz, 1H, 3-H); 13C NMR (75.4 MHz, CD3OD) delta 27.2 (CH, C11), 28.1 (CH, C7), 29.3 (CH2, C13), 34.0 (CH2, C10), 35.9 (CH2, C6), 42.5 (CH2, 9-CH2-CHCH2), 107.4 (C, d, J = 12.1 Hz, C12a), 112.2 (CH, d, J = 23.0 Hz, C2), 115.8 (C, C11a), 116.3 (CH, C4), 116.4 (CH2, 9-CH2-CHCH2), 125.7 (CH, C8), 135.0 (CH, d, J = 11.5 Hz, C3), 137.2 (CH, 9-CH2-CHCH2), 137.3 (C, C9), 140.7 (C, C4a), 152.9 (C) and 155.4 (C) (C5a and C12), 161.2 (C, d, J = 253 Hz, C1). Anal. Calcd for C19H19FN2·HCl (330.83): C, 68.98; H, 6.09; N, 8.47; Cl, 10.72. Found: C, 68.65; H, 6.20; N, 8.35; Cl, 11.14.

Statistics shows that 2-Amino-6-fluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 77326-36-4.

Reference:
Article; Defaux, Julien; Sala, Marta; Formosa, Xavier; Galdeano, Carles; Taylor, Martin C.; Alobaid, Waleed A.A.; Kelly, John M.; Wright, Colin W.; Camps, Pelayo; Munoz-Torrero, Diego; Bioorganic and Medicinal Chemistry; vol. 19; 5; (2011); p. 1702 – 1707;,
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Application of 859855-53-1, 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. 859855-53-1 name is 3-Amino-4-fluorobenzonitrile, 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.

A solution of NaNO2 (380 mg, 5.51 mmol) in water (2 mL) was added to a suspension of 3-amino-4-fluorobenzonitrile (500 mg, 3.67 mmol) in concentrated HCl (5 mL) at 0 C over 5 mins., and the solution stirred for a further 30 mins. Meanwhile, AcOH (5 mL) was saturated with SO2, then CuCl2.2H2O (188 mg, 1.10 mmol) was added and SO2 bubbled through for a further 5 mins. The AcOH mixture was cooled to 5 C, then the diazonium solution added over 5 mins. The resulting mixture was stirred for a further 1h at 0 C then 1h at room temperature. The solution was diluted with water and extracted twice with CH2Cl2. The combined organic extracts were washed twice with water, dried (Na2SO4) and the solvent removed in vacuo. Chromatography (hexanes: EtOAc 19:1 to 9:1) gave the title compound as a yellow oil (569 mg, 71%). 1H NMR delta (400 MHz, CDCl3) 8.31 (dd, J 6.2, 2.1 Hz, 1H), 8.04 (ddd, J 8.7, 4.3, 2.1 Hz, 1H), 7.51 (t, J 8.7 Hz, 1H). LCMS (APCI-) 200 (M-Cl+O, 100%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-4-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Kendall, Jackie D.; Giddens, Anna C.; Tsang, Kit Yee; Marshall, Elaine S.; Lill, Claire L.; Lee, Woo-Jeong; Kolekar, Sharada; Chao, Mindy; Malik, Alisha; Yu, Shuqiao; Chaussade, Claire; Buchanan, Christina; Jamieson, Stephen M.F.; Rewcastle, Gordon W.; Baguley, Bruce C.; Denny, William A.; Shepherd, Peter R.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 2; (2017); p. 187 – 190;,
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Some common heterocyclic compound, 6136-93-2, name is 2,2-Diethoxyacetonitrile, molecular formula is C6H11NO2, 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. Quality Control of 2,2-Diethoxyacetonitrile

Into a 100-mL round bottom flask was placed a solution of 2,2-diethoxyacetonitrile (5.00 g, 38.83 mmol) and sodium methylate(30% in methanol, 1 mL) in methanol (30 mL)at ambient temperature. The resulting mixture was degassed with nitrogen for3 times and stirred at room temperature for 42 hr. The reaction was quenched with solid CO2and evaporated under vacuum. The residue was diluted with water (100 mL) and extracted with dichloromethane (3 xlOO mL). The combined organics were washed with brine(200 mL),dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under vacuum to yieldthe title compound:?H NMR (400 MHz, CD3C1): oe7.89 (s, 1H), 4.80 (s, 1H),3.81 (s, 3H), 3.60-3.52 (m, 4H), 1.29-1.22 (m, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6136-93-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, Frank; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; SCOTT, Jack D.; TANG, Haiqun; ZHAO, Zhiqiang; HUANG, Yuhua; HUNTER, David; YANG, Dexi; ZHANG, Zhibo; FU, Jianmin; BAI, Yunfeng; ZHENG, Zhixiang; ZHANG, Xu; YOUNG, Katherine; XIAO, Li; (580 pag.)WO2016/206101; (2016); A1;,
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