Category: 94088-46-7

Related Products of 94088-46-7, A common heterocyclic compound, 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

Example 10: Synthesis of 3-amino-4-methoxy-benzo [b] thiophene-2, 7-DICARBOXYLIC acid 2-amide 7-methylamide; compound with methoxy-benzene Oi Oi Oi dCN LD/VD y Ice ¢N p-Anisidine/PyBop 1 COOH N’0 H H 0 NH, 0 2-mercaptoacetamide 0 s NH2 Sodium Ethoxide N O N 0 H 10 To a stirred lithium diisopropylamide solution (1. 8M in heptane/THF/ethylbenzene, 44.1 mL, 79.4 mmol) at-50 C was added a solution of 2-fluoro-6-methoxybenzonitrile (10 g, 66.16 mmol) in THF (80 mL) slowly and stirring was continued at that temperature for 1 h. The reaction mixture was poured onto a stirred slurry of dry ice in dry THF (100 mL). After the mixture had warmed up to room temperature, it was concentrated to about 50 mL, diluted with 6 N HC1 (200 mL), extracted with dichloromethane, dried with sodium sulfate, concentrated, and dried in vacuo to give 3-cyano2-fluoro-4-methoxybenzoic acid (12.9 g, 100%).

The synthetic route of 94088-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/12283; (2005); A1;,
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Electric Literature of 94088-46-7,Some common heterocyclic compound, 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

General procedure: Example 1 Preparation of Compound Yhhu-0967 (5-methoxy-2,4-diaminoquinazoline) [0029] 2.53 g (79.08 mmol) of methanol was dropped into 5.18 g (86.27 mmol) of 40% sodium hydride suspension in tetrahydrofuran (150 ml) at 0 C. and stirred for 10 min, followed by dropwise addition of 10.0 g (71.89 mmol) of 2,6-difluorobenzonitrile in tetrahydrofuran (100 ml). The reaction mixture as stirred at room temperature for 10 h to complete the reaction. 200 ml of water was added thereto to destroy the excess sodium hydride, and the reaction mixture was extracted with 500 ml of ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and evaporated to dryness. The residue was passed through column chromatography to provide an intermediate. The intermediate and 17.41 g (143.78 mmol) of guanidine carbonate were heated to 140 C. in 300 ml of N,N-dimethylacetamide and stirred for 8 h to complete the reaction. The reaction mixture was evaporated to dryness, then diluted with 200 ml of water and extracted with 400 ml of dichloromethane. The organic layer was dried with anhydrous sodium sulfate and then evaporated to dryness. The residue was passed through column chromatography to proved 9.85 g of compound Yhhu-0967 with a total yield of 72% in the two steps). [0030] 1H NMR (300 MHz, CHLOROFORM-d) d ppm 3.97 (s, 3H) 4.83 (br. s., 2H) 5.68 (br. s., 1H) 6.53 (d, J=8.06 Hz, 1H) 7.03 (d, J=8.55 Hz, 1H) 7.45 (t, J=8.18 Hz, 2H)

The synthetic route of 94088-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; Zuo, Jianping; Hu, Youhong; Tang, Wei; Chao, Bo; Tong, Xiankun; Li, Dewen; Ji, Feihong; He, Peilan; US2013/261139; (2013); 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. 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

Step A 2′-Fluoro-6′-methoxyacetophenone A mixture of 2-fluoro-6-methoxybenzonitrile (15.94 g, 105.5 mmol) and a solution of methyl magnesium iodide in diethyl ether (3 M, 46.0 cm3, 137 mmol) was heated to 100 C. for 18 h. Upon cooling to room temperature, aqueous hydrochloric acid (3 M, 94 cm3) was added and the mixture was heated to reflux to for 4 h. When the reaction had cooled to room temperature the organic layer was separated and the aqueous phase was extracted with ethyl acetate (100 cm3). The combined organic extracts were washed with brine (100 cm3) before being dried (Na2SO4). The solvent was removed in vacuo to afford the title compound as an oil (117.7 g, 100%).

According to the analysis of related databases, 94088-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Akzo Nobel; US6645973; (2003); B1;,
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Synthetic Route of 94088-46-7, These common heterocyclic compound, 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, 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.

In a round bottom flask, 5 cm3 water,0.453 g of 2-fluoro-6-methoxybenzonitrile (0.003 mol), 0.621 g of 1-(4-nitrophenyl)piperazine (0.003 mol), 0.387 gof DIPEA (0.003 mol), 0.096 g of TBAB (0.0003 mol), and 0.318 g of Na2CO3(0.003 mol) was taken. Reaction was carried out at reflux for 3 h. Then reaction mixture was cooled and extracted with ethyl acetate. The product was purified by flash chromatography on silica using hexane-ethyl acetate mobile phase to afford 0.42 g 16 (42%). M.p.:160-164 C; 1H NMR (400 MHz, CDCl3):delta = 3.939 (s, 4H),3.649 (s, 4H), 3.953 (s, 3H), 6.630 (d, J = 4 Hz, 2H), 6.893(d, J = 8 Hz, 2H), 7.460 (t, J = 8 Hz, 1H), 8.165 (d, J = 8 Hz,2H) ppm; 13C NMR (100 MHz, CDCl3):delta = 46.1 (CH2), 46.8(CH2), 47.2 (CH2), 50.9 (CH2), 56.1 (OCH3), 104.8 (CCN),110.5 (CH), 112.9 (CH), 115.7 (CN), 129.9 (CH), 134.4(CH), 138.8 (CNO2), 154.7 (C), 156.6 (C), 163.0 (CO) ppm; IR (KBr): =nu 2886, 2215, 1594, 1480, 1322, 1600, 1508,1458, 1266 cm-1; ESI-MS: m/z = 339 (MH+).

The synthetic route of 94088-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ghorpade, RamaRao; Kumar, Deo; Nayak, Sabita; Acharya, Badri Narayan; Monatshefte fur Chemie; vol. 150; 7; (2019); p. 1335 – 1347;,
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Electric Literature of 94088-46-7,Some common heterocyclic compound, 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, molecular formula is C8H6FNO, 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 A6.2 (228 g, crude) and 145 mL NH4OH in 1.0 L MeOH was added 30 g Raney Ni. The mixture was stirred in an autoclave at 40 oC under hydrogen atmosphere (25 atm) for 8 h. After filtration, the filtrate was concentrated under reduced pressure to get a pale yellow oil, which was purified by reduced pressure distillation to give the title compound (60 g, 54 %) as a colorless oil.1H NMR (500 MHz, DMSO-d6) delta ppm 1.58 (s, 2H), 3.67 (s, 1H), 6.75 (t, 1H), 6.82 (d, 1H), 7.22 (dd, 1H). LC- MS: [MH]+ = 156.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Fluoro-6-methoxybenzonitrile, its application will become more common.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue; ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (193 pag.)WO2017/221092; (2017); A1;,
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Reference of 94088-46-7, A common heterocyclic compound, 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

Step 1 : A solution of 2-fluoro-6-methoxybenzonitrile (10 g, 66.2 mmol) in (0490) trifluoromethanesulfonic acid (100 mL) at 0C was treated with N-bromosuccinimide (12.4 g, 69.5 mmol) and the mixture was allowed to warm to RT and was stirred for 3 days. The reaction mixture was cooled to 0 C, quenched with ice, and made basic with 6 M KOH, and the resulting solid was collected by filtration. The filter cake was dissolved in ethyl acetate and dried over sodium sulfate, and the mixture was filtered. The filtrate was concentrated to afford an approximately 1 :1 mixture of 3-bromo-6-fluoro-2-methoxybenzonitrile and 3-bromo-2-fluoro- 6-methoxybenzonitrile, which was used in the next step without purification or analysis.

The synthetic route of 94088-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BURSULAYA, Badry; FISCH, Andreas; LAJINESS, James Paul; MACHAUER, Rainer; MALEKAR, Swapnil; PETRASSI, Hank Michael James; RAMAZANI, Farshad; REMOND, Anne-Catherine; ULLRICH, Thomas; USSELMANN, Peggy; VANGREVELINGHE, Eric; (145 pag.)WO2018/55550; (2018); A1;,
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Reference of 94088-46-7, 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. 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-fluoro-6-methoxybenzonitrile (1.0 g, 6.62 mmol) and potassium carbonate (1.83 g, 13.23 mmol) in DMF (5 ml) was added 2- (trimethylsilyl)ethanethiol (1.27 ml, 7.94 mmol). The mixture was stirred at room temprature for 4 hours. The TLC indicated complete consumption of starting material. The mixture was filtered and the filtrate was concentrated under vacuum. The crude was adsorbed onto silica gel, and purified by silica gel column with hexane and ethyl acetate to give 2-methoxy-6-((2- (trimethylsilyl)ethyl)thio)benzonitrile. LC/MS [M+H]+:266.

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, 2-Fluoro-6-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MANDAL, Mihir; TANG, Haifeng; XIAO, Li; SU, Jing; LI, Guoqing; YANG, Shu-Wei; PAN, Weidong; TANG, Haiqun; DEJESUS, Reynalda; HICKS, Jacqueline; LOMBARDO, Matthew; CHU, Hong; HAGMANN, William; PASTERNAK, Alex; GU, Xin; JIANG, Jinlong; DONG, Shuzhi; DING, Fa-Xiang; LONDON, Clare; BISWAS, Dipshikha; YOUNG, Katherine; HUNTER, David, N.; ZHAO, Zhiqiang; YANG, Dexi; WO2015/112441; (2015); 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. 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, A new synthetic method of this compound is introduced below., Safety of 2-Fluoro-6-methoxybenzonitrile

General procedure: A mixture of benzonitrile 1 (10.0 mmol) and methylhydrazine (2.8 mL, 50.0 mmol) in EtOH (10.0 mL) was heated to reflux overnight. The mixture was cooled to rt and then concentrated. H2O (10.0 mL) and EtOAc (20.0 mL) were added to the residue. The organic layer was washed with H2O (10.0 mL), brine (10.0 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was subjected to silica-gel chromatography by using EtOAc/hexanes (1:1) as eluent to give the product 2.

The synthetic route of 94088-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Han-Jun; Hung, Shiang-Fu; Chen, Chuan-Lin; Lin, Mei-Huey; Tetrahedron; vol. 69; 19; (2013); p. 3907 – 3912;,
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