Tag: M.W=100-200

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. 2856-63-5, name is 2-(2-Chlorophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 2856-63-5

Example 30 Synthesis of 2-cyanomethylbiphenyl An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.020 mmol, 2.0 mol %), phenylboron dihydroxide (183 mg, 1.5 mmol), and potassium fluoride (174 mg, 3.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) and 2-chlorobenzyl cyanide (152 mg, 1.0 mmol) were added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at room temperature until the starting aryl chloride had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL) and poured into a separatory funnel. The mixture was washed with 1.0 M NaOH (20 mL), and the aqueous layer was extracted with ether (20 mL). The combined organic layers were washed with brine (20 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 178 mg (92%) of the title compound.

The synthetic route of 2856-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Buchwald, Stephen L.; Huang, Xiaohua; Zim, Danilo; US2004/171833; (2004); 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 619-72-7 as follows. Recommanded Product: 4-Nitrobenzonitrile

General procedure: Photocatalytic reactions were carried out in a round bottom Pyrex flask and irradiated using four high power blue light LEDs 3W lamp or by solar light under magnetic stirring at room temperature. Reaction conditions with solar light: the aromatic nitro compounds (0.05mmol) and anhydride (0.052mmol) were carried out in the presence of TiO2-P25 (0.03g) in EtOH (10mL) and irradiated under sunlight for 1-4 h. Reaction conditions with blue LED irradiation: aromatic nitro compounds (0.002mmol) and anhydride (0.0025mmol) were carried out in the presence of TiO2-P25 (0.08g) in EtOH (4mL), and irradiated by four high power blue light LEDs 3W lamp for 30 h. While stirring, the mixture became heterogeneous as the reaction progressed. The product yields were determined by gas chromatography monitoring. The structure of products were confirmed by NMR (see ESI1).

According to the analysis of related databases, 619-72-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zand, Zahra; Kazemi, Foad; Partovi, Adel; Journal of Photochemistry and Photobiology B: Biology; vol. 152; (2015); p. 58 – 62;,
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Reference of 100-47-0, 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 100-47-0 as follows.

Example 1: o-trifluoromethylbenzonitrile. Dark at room temperature, the appropriate amount of the organic solvent (a mixed solvent of acetonitrile and DMSO, both the volume ratio of 1: 0.3) was added 100mmol compound of formula (II), the compound of 150mmol of formula (III), 2 mmol methylbenzene and triazole silver and 200mmol potassium t-butoxide, raising the temperature to 30 , and stirred for 30 minutes, then added dibenzo-18-crown-6, heated to 70 and the reaction was kept stirring for 5 hours; After completion of the reaction, the reaction mixture was added to 1 volume of its diluted with ethyl acetate, and washed successively with saturated aqueous sodium bicarbonate solution, and saturated brine, the organic phase was separated, which was dried over anhydrous sodium sulfate and evaporated distillation, the residue was subjected to silica gel column chromatography (eluent of ethyl acetate and n-butanol mixed solvent, a volume ratio of between 2: 1) to give the compound of the nitrile o-trifluoromethylbenzene of formula (I) (the ortho product yield 92.5%).

According to the analysis of related databases, 100-47-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujian Wanke Pharmaceutical Co., Ltd; Li, yibiao; Pan, MeiLing; Pan, meixia; (9 pag.)CN104649934; (2016); B;,
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Related Products of 39095-25-5,Some common heterocyclic compound, 39095-25-5, name is 2,5-Dimethylterephthalonitrile, molecular formula is C10H8N2, 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.

In 100ml 4-neck reactor 2,5-dimethyl-terephthalonitrile 2.3g, Carbon tetrachloride 23ml, NBS 5.3g, AIBN 0.07g 1 hour reaction at charged 75C It was. After completion of the reaction, it was allowed to cool to room temperature. Wash the residue and the reaction solution was filtered with carbon tetrachloride It was. Crude product is obtained in the oil and the filtrate was concentrated. The addition of methanol and allowed to crystallize the crude product. Taken out crystals were filtered off, 1,4-dicyano-2,5-bis-bromo methyl benzene was obtained 0.57g. In 50ml 3-necked reactor 1,4-dicyano-2,5-bis bromomethylbenzene 0.55g, Triethyl phosphite 0.61g was stirred and heated to charged 100-110 . At this temperature the reaction was carried out for 2 hours. Was allowed to cool to room temperature, and purified on a silica gel column 2,5-dicyano-1,4-bis (diethyl phosphonyl methyl) benzene was obtained 0.45g. 50ml 3-necked reactor to 2,5-dicyano-1,4-bis (diethyl phosphonyl methyl) benzene 0.45g, DMF (dehydration) 15ml, 4 formylpyridine 0.28g They were charged. After nitrogen substitution, Potassium t- butoxide 0.35g It was changed to green-brown solution and dropping the 5mlDMF solution slowly. It was allowed to react for 3 hours at 60 . The reaction mixture was extracted with chloroform and released into the water. The reaction mixture was concentrated to give crude product. The crude product was purified on a silica gel column (toluene / acetone 1/1) and the resulting solid to yield 0.08g of intermediate 45 and purified construed methanol. A synthesis flow of this intermediate 45 below

The synthetic route of 39095-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RICOH COMPANY LIMITED; YAMADA CHEMICAL COMPANY LIMITED; HIRANO, SHIGENOBU; YASHIRO, TOHRU; MANABE, YOUSUKE; HAYASHI, SATOSHI; (35 pag.)JP5900813; (2016); B2;,
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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 4354-73-8 as follows. Recommanded Product: 4354-73-8

General procedure: Knoevenagel adduct 1 and 2 equivalents of a propargyl bromide derivative 2 were dissolved in anhydrous DMF (0.5 M with respect to the limiting reagent). Finely ground K2CO3 (3 equivalents) was then added to the solution and stirred at room temperature until the limiting reagent was consumed (monitored by TLC; 30 min-2 hrs.). The solution was then diluted with EtOAc and washed with H2O five times. The organic layer was then washed with brine and dried with Na2SO4. The solvent was removed under reduced pressure and the crude material purified via column chromatography (hexane-ethyl acetate) unless otherwise noted. Using the foregoing method, compounds 3a-3f and 3h-3m were prepared, and are described in further detail herein below Pale yellow oil, 93% yield, 2.34 g. Purified using 10% EtOAc in hexane. 1H NMR (500 MHz, CDCl3) delta 6.30 (dq, J=3.8, 2.0 Hz, 1H), 2.97 (d, J=2.6 Hz, 2H), 2.35 (t, J=2.5 Hz, 1H), 2.23-2.11 (m, 5H), 1.79-1.72 (m, 2H), 1.63 (pd, J=6.9, 6.2, 4.1 Hz, 2H). 13C NMR (125 MHz, CDCl) delta 131.0, 127.0, 113.9, 75.2, 74.9, 43.4, 28.8, 25.4, 24.5, 22.3, 21.3. HRMS (ESI-TOF) m/z: [M+H]+ Calcd for C12H13N2 185.1073; Found 185.1080. [M+Na]+ Calcd for C12H12N2Na 207.0893; Found 207.0883. Rf=0.51 (20% EtOAc in hexane)

According to the analysis of related databases, 4354-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; University of Florida Research Foundation, Inc.; Grenning, Alexander James; Scott, Sarah; (66 pag.)US10287239; (2019); B1;,
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These common heterocyclic compound, 13989-82-7, name is 4-(Dimethylamino)butanenitrile, 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: 13989-82-7

4-(Dimethylamino)butyronitrile (4.4 g) was dissolved in tetrahydrofuran (40 mL), and a 1 mol/L borane/tetrahydrofuran solution (40 mL) was added dropwise under ice-cooling. After the completion of the reaction, water was added to the reaction solution. The mixture was extracted with ethyl acetate, washed with saturated brine and dried over magnesium sulfate. The solvent was concentrated, and the obtained residue was purified by silica gel column chromatography. A hexane:ethyl acetate=1:1 effluent fraction was concentrated to give (4-(dimethylamino)butyronitrile-N1)trihydroboron (2.8 g). The reaction was carried out in the same manner as in Example 82 using N,N-dimethyl-2,3-dimethylbenzamide (3.9 g) and (4-(dimethylamino)butyronitrile-N1)trihydroboron to give (3-(3-(dimethylamino)propyl)-5-methyl-2H-isoquinolin-1-one-N1)trihydroboron (2.0 g). (3-(3-(Dimethylamino)propyl)-5-methyl-2H-isoquinolin-1-one-N1)trihydroboron (2.0 g) was dissolved in acetone (20 mL), and conc. hydrochloric acid (1 mL) was added at room temperature. After the completion of the reaction, the solvent was concentrated. Toluene was added to the obtained residue, and the mixture was extracted with water. Potassium carbonate was added to basify the aqueous layer, and the mixture was extracted with chloroform and dried over magnesium sulfate. The solvent was concentrated, and the obtained residue was purified by silica gel column chromatography (NH silica gel, Fuji Silysia Chemical Ltd.). A chloroform effluent fraction was concentrated, and diisopropyl ether was added to the obtained residue. The precipitated crystals were collected by filtration to give 3-(3-(dimethylamino)propyl)-5-methyl-2H-isoquinolin-1-one (1.5 g). melting point: 105-106C.1H-NMR(CDCl3) delta: 1.79-1.89(2H,m), 2.34(6H,s), 2.39(2H,t,J=6Hz), 2.49(3H,s), 2.69(2H,t,J=6Hz), 6.34(1H,s), 7.31(1H,t,J=8Hz), 7.42(1H,dd,J=1Hz,7Hz), 8.23(1H,d,J=8Hz), 11.37(1H,brs).

The synthetic route of 4-(Dimethylamino)butanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Pharma Corporation; EP1396488; (2004); A1;,
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Related Products of 331-62-4, 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 331-62-4 as follows.

BBr3 (20 mL, 0.211 mol) was added to 3-fluoro-4-methoxybenzonitrile (15.6 g, 0.103 mol) in dichloromethane (100 mL) at 0 ¡ãC. The mixture was refluxed for 3 days under a nitrogen atmosphere. The reaction mixture was quenched with ice water and extracted with dichloromethane. The organic layer was washed with water and brine and then dried over sodium sulfate. Solvent evaporation under reduced pressure gave 13.3 g (94percent) of the product as a gray solid. :H NMR (400 MHz, CDC13) delta 7.38-7.42 (m, 2H), 7.09 (dd, J= 8.8 Hz, 8.4 Hz, 1H), 5.68 (s, 1H).

According to the analysis of related databases, 331-62-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Li; HU, Yuandong; YU, Rong; HU, Wei; ZHAO, Na; PENG, Yong; LUO, Hong; HAN, Yongxin; WO2013/97773; (2013); A1;,
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Reference of 72635-78-0,Some common heterocyclic compound, 72635-78-0, name is 3-Amino-4-bromobenzonitrile, molecular formula is C7H5BrN2, 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 following intermediates as shown in Table 48 are synthesized in a similar fashion from the appropriate intermediatesStep 1: Synthesis of Intermediate 1-12.1 To R27 (25.0 g, 111 mmol) in acetonitrile (750 mL) is added Mel (15 niL, 241 mmol) and K2C03 (60.0 g, 434 mmol) and the reaction mixture is stirred at 60 C for 2 h. The reaction mixture is filtered and concentrated. Water and ethyl acetate are added to the residue. The organic layer is extracted twice with water, dried over MgS04 and concentrated. Yield 56%, m/z 240/242 [M+H]+, rt 0.48 min, LC-MS Method X001 004.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Amino-4-bromobenzonitrile, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter, Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; BINDER, Florian; VINTONYAK, Viktor; WO2014/140075; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 590-17-0, name is 2-Bromoacetonitrile, 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 590-17-0, category: nitriles-buliding-blocks

Screening of A3a in existing CWR protocols – standard room temperature conditions: Scheme A52. Screening of A3a in RT-CWR conditions.Benzaldehyde (100 iL, 1.0 mmol, 1.0 equiv.), bromoacetonitrile (86 iL, 1.3 mmol, 1.3 equiv.), phenylsilane (172 iL, 1.3 mmol, 1.3 equiv.) and DIPEA (244 pL, 1.4 mmol, 1.4 equiv.) were reacted using A3a (23 mg, 0.1 mmol, 10 mol %) and 4-nitrobenzoic acid (17 mg, 0.1 mmol, 10 mol %) in ethyl acetate (0.33 mL) at RTfor24 h (Scheme S2). The crude product was analyzed by 1H NMR spectroscopy, which showed 100%conversion to product and an E/Z ratio of 93:7.The crude product was purified via flash column chromatography to afford pure product as a colorless oil (126 mg, 98%, E/Z93:7).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; DUBLIN CITY UNIVERSITY; O’BRIEN, Christopher; WO2014/140353; (2014); 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. 86770-80-1, name is 3,3-Difluorocyclobutanecarbonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,3-Difluorocyclobutanecarbonitrile

Borane-THF (1 M in THF, 16.20 mmol, 16.20 mL) was added drop-wise over 5 minutes to a solution of 3,3- difluorocyclobutanecarbonitrile (14.70 mmol, 1.72 g) in (0889) THF (5 mL) under N2. The resulting solution was then heated to reflux for 20 hours then cooled in an ice-water bath. Methanol (20 mL) was added drop-wise. The (0890) resulting mixture was concentrated under reduced (0891) pressure. The residue was dissolved in methanol (10 mL) and concentrated hydrochloric acid (10 mL) and heated at reflux for 2 hours. The mixture was concentrated under reduced pressure and the residue azeotroped twice with ethanol before being suspended in diethyl ether. The resulting cream solid was isolated by filtration and dried under suction to give the title compound as a white solid (1.48 g, 64%)

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.