Tag: M.W=100-200

Electric Literature of 134450-56-9, 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. 134450-56-9, name is 4,5-Difluorophthalonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of compound of formula XVIII is illustrated in Scheme 3 below. (0146) Reaction of 0.5 molar equivalents of carbazole with 4,5-difluorophthalonitrile affords compound 8 which is then reacted with 4 to provide intermediate 9. Hydrolysis of the nitrile functions provides dicarboxylic acid 10 on acidification. Methylation with iodomethane and anion metathesis with saturated NH4PF6 solution provides the product XVIII.

The chemical industry reduces the impact on the environment during synthesis 4,5-Difluorophthalonitrile. I believe this compound will play a more active role in future production and life.

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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Reference of 25978-68-1, These common heterocyclic compound, 25978-68-1, name is Methyl 4-cyano-3-methylbenzoate, 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.

Lithium borohydride (33 mg, 1.54 mmol) was added into a solution of methyl 4-cyano-3- methylbenzoate (245 mg, 1.40 mmol) in THF (3 ml.) and the resulting mixture was stirred at RT for 4 hours. The reaction mixture was diluted with water (10 ml.) and extracted with EtOAc (4×20 ml_). The combined organic fractions were dried (MgSO4) and concentrated under vacuum. The residue was purified by flash chromatography (silica, petrol ether/EtOAc) to give the title compound as a colorless gum (195 mg, 95%). 1H NMR (CDCI3, 400 MHz) delta 7.58 (1 H, d, J=7.9 Hz), 7.33 (1 H, s), 7.26 (1 H, m), 4.74 (2H, s), 2.55 (3H, s), 1.95 (1 H, s). LC/MS (Method A): 144 (M+H)+. HPLC (Method F) Rt 3.95 min (Purity: 95.3%).

The synthetic route of 25978-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; MONTAGNE, Cyril; SAUER, Wolfgang; CROSIGNANI, Stefano; BOMBRUN, Agnes; WO2010/112461; (2010); A1;,
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Some common heterocyclic compound, 403-54-3, name is 3-Fluorobenzonitrile, molecular formula is C7H4FN, 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. Computed Properties of C7H4FN

The 4chloro-6-(2-methylimidazol-1-yl)quinazoline used as a starting material was obtained as follows: 3-Fluorobenzonitrile (25 g) was added dropwise to a stirred mixture of potassium nitrate (21.1 g) and concentrated sulphuric acid (150 ml) which had been cooled in a mixture of salt and ice. The mixture was stirred at ambient temperature for 45 minutes. The mixture was poured onto ice (800 ml) and the precipitate was isolated. The solid so obtained was dissolved in methylene chloride, dried (MgSO4) and the solution was evaporated to give 5-fluoro-2-nitrobenzonitrile (19 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 403-54-3, its application will become more common.

Reference:
Patent; Zeneca Limited; US5955464; (1999); A;,
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Related Products of 52516-37-7, These common heterocyclic compound, 52516-37-7, name is 2-(3,5-Dichlorophenyl)acetonitrile, 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.

A mixture of 3, 5-dichlorophenylacetonitrile (2gm, prepared according to the procedure described in WO00/58292), ethanol (25mL), potassium hydroxide (3. 95gm) and water (1 OmL) was heated under reflux for 4hr then evaporated to dryness under vacuum. The residue was partitioned between water (20mL) and diethyl ether and the aqueous layer was acidified to pH1 by addition of concentrated hydrochloric acid. The mixture was extracted with diethyl ether (3 x 25mL), the organic layer dried over anhydrous sodium sulfate and evaporated under vacuum. The carboxylic acid was dissolved in methanol (20mL) and TRIMETHYLSILYLDIAZOMETHANE (2M solution in hexanes, 30mL, Aldrich Chemical Company, Milwaukee, WI) was added slowly. After 1 hr the solvent was removed under vacuum, the residue dissolved in diethyl ether, washed with aqueous sodium carbonate solution (2M), dried over anhydrous sodium sulfate and evaporated to dryness to give the title compound (2. 1 GM). 1H-NMR (CDCI3) 6 7. 27 (s, 1H), 7. 17 (s, 2H), 3. 71 (S, 3H), 3. 57 (s, 2H).

The synthetic route of 52516-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/85401; (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 21423-81-4 as follows. Computed Properties of C8H6ClN

3-chloro-4-methylbenzonitrile (2 g, 13.2 mmol) was dissolved in carbon tetrachloride (20 ml), and N-bromosuccinimide (3.5 g, 19.8 mmol) and 2,2-azo-bis-isobutyronitrile (216 mg, 1.32 mmol) were added thereto, followed by stirring at room temperature for 12 hours. After completion of the reaction, the organic layer was separated using CH2Cl2 and H2O, and the separated organic layer was dried with MgSO4 and filtered. The filtrate was subjected to column chromatography (EA/n-Hex = 1:9), thereby obtaining 2-chloro-4-cyanobenzyl bromide (1.2 g, 5.2 mmol, 40 %).[1699] 1H NMR (400 MHz, CDCl3) delta 7.72 (s, 2H), 7.28 (s, 1H), 4.59 (s, 2H).

According to the analysis of related databases, 21423-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HYUNDAI PHARM CO., LTD.; LEE, In Hee; PARK, Chang Min; KIM, Se Hoan; CHAE, Hee Il; PYEON, Doo Hyeok; SHIN, Myoung Hyeon; HWANG, Jeong Un; MOON, Soon Young; HA, Tae Young; KIM, So Youn; CHOI, Hyuk Joon; YOO, Myoung Hyun; LEE, Jong Chan; KIM, Young Seok; RHEE, Jae Keol; WO2012/128582; (2012); A2;,
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Electric Literature of 3556-60-3,Some common heterocyclic compound, 3556-60-3, name is 3-Methoxy-4-methylbenzonitrile, molecular formula is C9H9NO, 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.

To a solution of 3-methoxy-4-methylbenzonitrile (300 mg, 2.03 mmol) in 10 ml ethanol was added hydroxylammonium chloride (212 mg, 3.06 mmol) and triethylamine (268 mg, 2.65 mmol) and then the reaction mixture was stirred overnight at 50 C. After cooling to RT, the solvent was evaporated and the crude was solved in ethyl acetate and extracted with water and brine solution. The organic phase was dried over magnesium sulfate, filtered and evaporated under vacuum to yield the title compound (274 mg, 75 % of theory). LC-MS (method IB): RT = 0.33 min, m/z = 181 (M+H)+

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ELLERMANN, Manuel; VALOT, Gaelle; CANCHO GRANDE, Yolanda; HAssFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; BEYER, Kristin; ROeHRIG, Susanne; SPERZEL, Michael; STAMPFUss, Jan; MEYER, Imke; KOeLLNBERGER, Maria; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; HEIERMANN, Joerg; HENGEVELD, Willem Jan; (764 pag.)WO2016/71216; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, 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 53312-80-4, category: nitriles-buliding-blocks

Water (10 mL) was added to a single-necked flask, and then thiophosgene (1.27g) was added dropwise. After stirring at 25 C for 0.5 h under nitrogen protection, Compound 59-1 (1.00 g) was added in batches, and the resulting mixture further reacted at 25 C for 2 h. The reaction mixture was extracted with dichloromethane (10 mL×3). The organic phase was washed with saturated brine (15 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated. The residue obtained from the concentration was purified by column chromatography to obtain Compound 59-2. 1H NMR (400 MHz, CDCl3) delta ppm 7.63(dd, J=8.38, 7.06Hz, 1H), 7.10-7.15 (m, 1H), 7.07 (dd, J=9.15, 1.87Hz, 1H).

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

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; SHEN, Chunli; WU, Chengde; CHEN, Shenglin; CHEN, Shuhui; ZHANG, Xiquan; TIAN, Xin; (200 pag.)EP3666772; (2020); A1;,
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Synthetic Route of 3759-28-2, 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. 3759-28-2, name is 2-(Cyanomethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 1-aryl/alkyl-3,3-bis-methylsulfanyl-propenone (1.0 mmol), 2-cyanomethyl-benzonitrile (1 mmol, 142.0 mg), and powdered KOH (2 mmol, 112.0 mg) in dry DMSO (5 mL) was stirred at room temperature for 2 h. Completion of reaction was monitored by TLC. After completion, reaction mixture was poured onto ice-water with constant stirring and then neutralized with 10% HCl. The precipitate obtained was filtered, washed with water and dried over dry sodium sulfate. Many compounds were purified by recrystallization in dry methanol. Some compounds were purified through column chromatography using 15% ethylacetate in hexane as an eluent. Characterization data for some of the synthesized compounds are reported earlier.17

The chemical industry reduces the impact on the environment during synthesis 2-(Cyanomethyl)benzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Singh, Surjeet; Althagafi, Ismail; Yadav, Pratik; Panwar, Rahul; Kumar, Abhinav; Pratap, Ramendra; Tetrahedron; vol. 70; 46; (2014); p. 8879 – 8884;,
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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. 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Quality Control of 2-(3-Fluorophenyl)acetonitrile

(0086) In a charge of 200 ml of methanol, 25.9 g (=0.1 mol) of aldehyde of the formula (II), where R1=-COOCH3, R4=-CH3 and R5 and R6=-CH3, and 13.5 g (=0.1 mol) of 3-fluorophenylacetonitrile were introduced. Subsequently, the pH was adjusted to around 10 with ca. 1 g of a 50% aqueous potassium hydroxide solution and the reactor contents were heated to a temperature of 60 C. and then stirred for ca. 6 hours. The mixture was then cooled to 25 C. and the reaction product isolated on a Nutsche filter. The filter cake was washed with ca. 50 ml of methanol and ca. 500 ml of water (T=90 C.). The washed product was dried in a vacuum drying cabinet at a temperature of 80 C. and a pressure of 200 mbar. (0087) Yield: 24.5 g (corresponds to 65% of theory), melting point 311 C.

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; LANXESS Deutschland GmbH; BORST, Hans-Ulrich; LINKE, Frank; MICHAELIS, Stefan; (10 pag.)US2017/349752; (2017); 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. 5414-21-1, name is 5-Bromovaleronitrile, A new synthetic method of this compound is introduced below., Formula: C5H8BrN

Sodium hydride paste (6.16 g. of 61% w/w suspension in liquid paraffin) was added portionwise over 30 minutes to a solution of 3-nitropyrazole (17.4 g.) in dry DMF (150 ml.) with external ice cooling to maintain the temperature at 20-30. The mixture was stirred for 45 minutes and to the almost clear solution was added 5-bromovaleronitrile (25 g.) over 30 minutes, at 25-30, and the mixture was stirred for 4 hours. Water (450 ml.) and EtOAc (450 ml.) was added and the upper layer was separated, dried (MgSO4) and evaporated in vacuo to an oil which was a mixture of 5-(3-nitropyrazol-1-yl)valeronitrile and 5-(5-nitropyrazol-1-yl)valeronitrile. The oil was divided into two 15 g. portions which were fractionated on a silica column (3.5 cm diameter*100 cm long) eluted at 2 atmospheres by EtOAc/60-80 petroluem ether (3:7 v/v). The 1.5 isomer was eluted first followed by the 1:3 isomer. The 5-(3-nitropyrazol-1-yl)valeronitrile had m.p. 32-33. To a solution of 5-(3-nitropyrazol-1-yl)valeronitrile (9.16 g.) in dry tetrahydrofuran (200 ml.) was added 5% w/w palladium on carbon (1.8 g.). The mixture was stirred at 20 under an atmosphere of hydrogen. 3.2 Liters of hydrogen were absorbed over 4 hours. The catalyst was filtered off and the filtrate was evaporated in vacuo to give 5-(3-aminopyrazol-1-yl)valeronitrile as an oil.

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; Imperial Chemical Industries PLC; US4447441; (1984); A;,
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