Tag: M.W=200-300

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. 66389-80-8, name is tert-Butyl 4-cyanobenzylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl 4-cyanobenzylcarbamate

130 g (0.56 mol) of product 3a, 58.4 g (0.84 mol) of hydroxylamine×HCl and 146 ml of DIEA were dissolved in 1.5 l of methanol. The mixture was boiled under reflux for 6 h and then stirred at room temperature overnight. The solvent was removed in vacuo, and the oily residue was dissolved in 1.5 l of acetic acid, mixed with 160 ml (1.68 mol) of acetic anhydride and stirred for 30 min. The solvent was removed in vacuo, and the residue was taken up with ethyl acetate and washed 3× with NaCl-saturated water and then dried over Na2SO4. The solvent was removed as far as possible in vacuo, and the product was crystallized from ethyl acetate. Yield: 110.6 g (0.36 mol) of crystalline solid, HPLC: 39.76% B

According to the analysis of related databases, 66389-80-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Stuerzebecher, Joerg; Steinmetzer, Torsten; Schweinitz, Andrea; Sturzebecher, Anne; Donnecke, Daniel; US2007/66539; (2007); 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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile, A new synthetic method of this compound is introduced below., name: 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile

Example 1 : Preparation of Erlotinib HydrochlorideTo a solution of 2-amino-4,5-bis(2-methoxyethoxy)benzonitrile (5.0 g) in isopropanol (25.0 ml) was added drop-wise a solution of triethyl orthoformate (4.0 g); 3-ethnylphenylamine (3.45 g) and acetic acid (0.2 ml). The mixture was stirred and heated at reflux for 4 hours. The reaction progress was monitored by TLC. After completion of the reaction, the reaction mass was cooled to room temperature and the pH was adjusted to 3.0 to 4.0 with isopropanolic hydrochloride (3.0 ml). The reaction mixture was stirred for 2 hours at room temperature. The solid was filtered, washed with isopropyl alcohol and dried on the air oven to obtain the titleCompound.Yield: 3.0 g

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; RANBAXY LABORATORIES LIMITED; MURUGESAN, Balaguru; VEMPALI, Anandam; SATHYANARAYANA, Swargam; THAPER, Rajesh, Kumar; PRASAD, Mohan; WO2010/109443; (2010); A1;,
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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. 1735-53-1, name is 4-Bromo-3-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H3BrF3N

Description 24; 2′-fluoro-2-(trifluoromethyl)-4-biphenylcarboxylic acid (D24); To 4-bromo-3-trifluoromethylbenzonitrile (1.5 g, 6.0 mmol) and 2-fluorophenylbenzoic acid (1.0 g, 7.2 mmol) under a flush of argon was added toluene (30 ml_), saturated aqueous sodium carbonate (10 ml.) and ethanol (10 ml.) before addition of palladium tetrakistriphenylphosphine (345 mg, 0.3 mmol). The mixture was heated to 90 0C (block temperature) for 19 h. The reaction mixture was partitioned between ethyl acetate (100 ml) and water (80 ml_). The organic phase was washed with brine (80 ml.) before it was dried (phase separator) and concentrated in vacuo. The residue was purified by silica chromatography, eluting 0-75 % EtOAc in hexane. The resulting product was then dissolved in ethanol (40 ml.) and water (10 ml.) and potassium hydroxide (2.5 g, 44 mmol) was added. The solution was heated overnight to 90 0C (block temperature). The reaction mixture was concentrated and partitioned between ethyl acetate (70 ml.) and 2M HCI (30 ml_). The organic phase was washed with further 2M HCI (30 ml.) before it was dried (phase separator) and the solvent removed in vacuo. The crude product was purified by reverse phase chromatography, eluting 5-100 % acetonitrile in water to give the title compound as a solid (551 mg, 1.94 mmol). MS (ES”): C14H8F4O2 requires 284; found 283 (M-H+).

The synthetic route of 1735-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/74820; (2008); A1;,
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Electric Literature of 691877-03-9, 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 691877-03-9 as follows.

A solution of 1-(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-5- (methoxycarbonyl)-3-methyl-1H-pyrazol-4-ylboronic acid (50 mg, 0.10 mmol), , 3-bromo-5- (trifluoromethyl)benzonitrile (31 mg, 0.12 mmol), Pd(PPh3)4 (12 mg, 0.10 mmol), Na2CO3 (54 mg, 0.51 mmol) in degassed 1,4-dioxane and H2O (4:1, 2.1 mL) was heated at 85 C for 18 hours. Water (5 mL) was added and the mixture was extracted with EtOAc (3x5mL). The combined organic layers were dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by flash chromatography on silica gel using a solution of ethyl acetate in hexanes (2 to 10%) and afforded the title compound (23 mg, 0.037 mmol, 36%).

According to the analysis of related databases, 691877-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); 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. 5866-98-8, name is 2,6-Dichloro-3-nitrobenzonitrile, A new synthetic method of this compound is introduced below., name: 2,6-Dichloro-3-nitrobenzonitrile

To a stirred solution of 2,6-dichloro-3-nitrobenzonitrile (750.0 g, 3.45 mol, 1.0 equiv.) in ethanol (7.5 L, 10.0 V) at 15-20 C. was slowly added hydrazine hydrate (519.0 g, 10.36 mol, 3.0 equiv.) while maintaining the reaction mass below 25 C (Observation: Addition is slightly exothermic and solid formation will begin upon addition). The reaction mixture temperature was slowly raised to room temperature and then the mixture was stirred for 3 h (Observation: the quantity of solids will increase during this time). After completion of the reaction (monitored by TLC), the mixture was diluted with water (7.5 L, 10.0 V) and further stirred for 1 h at room temperature. The solids were isolated via filtration and then were washed with water (2.25 L, 3.0 V). The wet solid was washed with a 1 : 1 ratio mixture of acetone (1.875 L, 2.5 V) and hexanes (1.875 L, 2.5 V). Bulk residual water was removed from the solids by maintaining vacuum filtration for 60-90 min. The wet solid was finally dried in a hot air oven for 7-8 h at 50 C (until moisture content reaches below 1.5%) to get the dried product, 4-chloro-7-nitro-li/-indazol-3 -amine (549.0 g, 75% yield) as a brick red-colored solid. NMK (400 MHz, CDCb): d 10.36 (bs, 1H), 8.20 (d, J= 8.4 Hz, 1H), 7.07 (d, J= 8.40 Hz, 1H), 4.73 (bs, 2H).

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; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; GILLIS, Eric P.; IWUAGWU, Christiana; PARCELLA, Kyle E.; PEESE, Kevin M.; (125 pag.)WO2020/95177; (2020); A1;,
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These common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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. COA of Formula: C8Cl4N2

5 g of 3,4,5,6-tetrachlorophthalonitrile, 2.45 g of 2,6-difluorophenol, 3.9 g of K2CO3 and 25 ml of N, N-dimethylformamide were stirred at 100 ml flask and then stirred while heating at 70 °C. When the reaction is complete, EA (ethyl acetate) is used for extraction. After extraction, the resultant was concentrated to obtain a solid. Here, the obtained solid is dissolved in a small amount of dichloromethane and then washed several times with hexane, filtered and dried in vacuo to give 3,4,6-trichloro-5- (2,6-difluoro -phenoxy) -phthalonitrile.

The synthetic route of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanxing SDI Co., Ltd.; Zheng Yishu; Xu Huiyuan; Xin Mingye; Shen Xianxiong; Zheng Zhouhao; Han Guishi; (48 pag.)CN107522704; (2017); A;,
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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 49674-15-9 as follows. Recommanded Product: 3-Bromo-5-nitrobenzonitrile

To a stirring solution of 1.8 g of 3-bromo-5-nitrobenzonitrile in 8 mL of EtOH and 8 mL of THF was added 8.8 g (38.6 mmol) of SnCl22H2O in several portions. The mixture was allowed to stir at r.t. for 10.5 h and then concentrated. A solution of 2N NaOH (60 mL) was added and stirring continued for 2 h. EtOAc was added, and the layers were separated. The organic layer was washed with H2O and brine. The aqueous layer was reextracted with EtOAc and washed with brine. The combined extracts were dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (35% EtOAc/hexanes) provided 965 mg of 3-amino-5-bromobenzonitrile.

According to the analysis of related databases, 49674-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
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Synthetic Route of 13338-63-1, The chemical industry reduces the impact on the environment during synthesis 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, I believe this compound will play a more active role in future production and life.

Using the method of synthesizing an intermediate similar to that in Example 1, 0.01 mol of 3,4,5-trimethoxyphenylacetonitrile (5),0.01 mol of 4-fluorobenzaldehyde and 20 mL of methanol into a 50 mL three-necked flask, stirring and heating to 60 C, adding 0.005 mol of sodium methoxide, and reacting at a constant temperature for 4-6 h.TLC scanning and detection, after the reaction is completed, it is cooled to room temperature, filtered, washed with water, dried, and recrystallized from methanol to obtain a pale yellow solid.Yield: 73.9%,

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, 3,4,5-Trimethoxyphenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yanbian University; Bu Gonggaofamingren; (14 pag.)CN108503561; (2018); A;,
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Application of 79463-77-7, 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. 79463-77-7, name is Diphenyl N-cyanocarbonimidate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6.6. Example 6(S)-N-(3-chlorophenyl)-N’-cyano-2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboximidamide A. Preparation of phenyl N-3-chlorophenyl-N’-cyanocarbamimidate. Diphenyl-N-cyanocarbonimidate (2 g, 8.4 mmol) and 3-chloroaniline (0.88 ml, 8.4 mmol) were added to acetonitrile (20 ml). The solution was heated at 50 C. overnight and cooled to room temperature, resulting in precipitation of the product. The white crystalline solid was filtered to give phenyl N-3-chlorophenyl-N’-cyanocarbamimidate (2 g, 7.3 mmol, 88%).1H NMR (400 MHz, chloroform-d) delta ppm 7.42-7.48 (m, 3H), 7.28-7.36 (m, 2H), 7.24-7.27 (m, 2H), 7.13-7.18 (m, 2H); MS (ES+) [M+H]+=272.

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Harrison, Bryce Alden; Kimball, Spencer David; Mabon, Ross; Rawlins, David Brent; Rice, Dennis S.; Voronkov, Michael Victor; Zhang, Yulian; US2009/42893; (2009); A1;,
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Synthetic Route of 179898-34-1, 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. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3-bromo-5-fluorobenzonitrile (CXII) (44.0 g, 220.0 mmol, 1.0 eq) was dissolved in THF (30 mL). BH3-Me2S (33.43 g, 440.0 mmol, 2.0 eq) was added to the solution at 20C. Then it was stirred at 80C for 2 h, HC1 (6 N, 100 mL) was added to the mixture slowly at 20C. The mixture was stirred at 80C for 1 h, then it was washed with EtOAc (300 mL). The water phase was basified with 50% aqueous NaOH and it was extracted with EtOAc (300 mL x 3). The combined organic layers were dried over anhydrous Na2S04 and concentrated in vacuo to produce (3-bromo-5-fluoro-phenyl)methanamine (CXIII) (24.0 g, 117.62 mmol, 53.5% yield). NMR (CDC13, 300 MHz) ppm 3.86 (s, 2H), 7.01 (d, J=8Hz, 1H), 7.12 (d, J=8Hz, 1H), 7.28 (s, 1H); ESIMS found C7H7BrFN mlz 203.9 (Br79M+H).

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, 3-Bromo-5-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; MARAKOVITS, Joseph Timothy; BOLLU, Venkataiah; HOOD, John; (299 pag.)WO2017/24015; (2017); A1;,
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