Category: 2106-02-7

Some common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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. Application In Synthesis of 2-Chloro-4-fluoroaniline

Compound 17 (1.76 g, 10 mmole) was added to a solution of the 2-chloro-4- fluoroaniline (1.45 g, l0mmole) and pyridine (2 mL) in 15 mL of dichioromethane at 0C. The reaction mixture was allowed to warm to room temperature, and continued to stir at room temperature for 12 hours. The reaction mixture was quenched with water (20 mL), and extracted with dichloromethane (20 mL). The organic layer was separated and washed with HCI (0.4N, 10 mL) and brine, and concentrated to give the desired solid Compound 18 (2.8 g, 98%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2106-02-7, its application will become more common.

Reference:
Patent; TAIWANJ PHARMACEUTICALS CO., LTD; YANG, Syaulan S.; LEE, Kuang-Yuan; LIU, Meng-Hsien; HSIAO, Ming-Yu; PENG, Huang-Kai; WANG, Chiung-Wen; WU, Edwin SC; CHIU, Peter JS; (77 pag.)WO2018/156297; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2106-02-7, 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. 2106-02-7 name is 2-Chloro-4-fluoroaniline, 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.

Concentrated nitric acid (8.8 g, 91 mmol) was added drop wise over 30 min to a stirred solution of 2-chloro-4-fluoro-phenylamine (12 g, 82.3 mmol) in cone H2SO4 acid (100 mL) at -10 0C. The mixture was stirred at that temperature for 10 min. Then the reaction mixture was poured into cooled EtOAc, and ice water was added. The organic layer was separated and washed with brine and saturated NaHCO3 solution, dried (MgSO4) and concentrated in vacuo. Recrystallization (ethyl ether) provided 2-chloro-4-fluoro-5-nitroaniline (5.0 g, 32% yield). 1H NMR (400 MHz, DMSO-rftf): (57.59 (d, J= 11.2 Hz, 1 H)5 7.48 (d, J= 7.2 Hz, 1 H), 5.84 (s, 2 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-4-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; WO2008/33999; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Step 1 4-r2-Chloro-4-fluorophenylaminoV5.6.3′.4′.5′.6′-hexahvdro-2’H-?a’1bipyridinyl-2- one [l,r]-Bipiperidinyl-2,4-dione (2.00 g, 10.19 mmol) was dissolved in toluene (8 ml) and 2- chloro-4-fluorophenylamine (1.78 g, 12.23 mmol) was added. More toluene (5 ml) was added. The reaction mixture was boiled under reflux at 110 C for 17 h then allowed to cool. When the reaction mixture reached rt the product precipitated and it was collected by filtration to yield a beige solid (1.80 g, 55%). 1H-NMR (400 MHz, CDCl3) delta 7.41-7.32 (IH, m), 7.18-7.09 (IH, m), 7.00-6.90 (IH, m), 5.51 (IH, s), 5.11 (IH, s), 3.54 (2H, t), 3.38-2.67 (4H, br), 2.57 (2H, t), 1.74-1.50 (4H, m), 1.43-1.30 (2H, m).

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/96151; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2106-02-7, 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a 2-Chloro-4-fluorophenylisothiocyanate Into a solution of 2-chloro-4-fluoroaniline (500 mg, 3.44 mmol) in a mixture of chloroform and water (10 mL/10 mL) at room temperature, thiophosgene (0.53 mL, 6.88 mmol) and sodium bicarbonate (1.09 g, 10.32 mmol) were added. The mixture was stirred at room temperature for 16 hours. The mixture was partitioned between chloroform and water. The combined organic layer was then concentrated to give the desired product (586 mg, 91%). 1H NMR (CDCl3) delta 6.98 (m, 1H), 7.20 (m, 2H).

The synthetic route of 2-Chloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Palovich, Michael R.; Widdowson, Katherine L.; Nie, Hong; US2003/216375; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5ClFN

Acetic anhydride (20 ml) and 2-chloro-4-fluoro-aniline (4.22 g, 29 mmol) were successively added in a 100 ml flask at 100 C for 1 h.After completion of the reaction, the reaction mixture was poured into water, and extracted with ethyl acetate three times, and the organic phase was combined.The organic phase is washed successively with saturated aqueous sodium hydrogencarbonate solution and saturated brine.The organic phase was dried over anhydrous sodium sulfate and concentrated. The title compound was obtained after column chromatography, 2.81 g, yield: 43.29%.

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; Jinan University; Ding Ke; Lu Xiaoyun; Mo Cheng; Li Xueqiang; Ren Xiaomei; Zhang Zhang; Tu Zhengchao; Luo Jinfeng; Jie Fuli.bulusi.simeier; Ya Dang.feng.patesen; (30 pag.)CN108503593; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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. Recommanded Product: 2106-02-7

Into a 20-L 4-neck round flask was placed a solution of 2-chloro-4- fluorobenzenamine (1300 g, 8.82 mol, 1.00 equiv, 99%) in toluene (10 L), 4- methylbenzenesulfonic acid (3.1 g, 17.84 mmol, 99%), and hexane-2,5-dione (1222.5 g, 10.62 mol, 1.20 equiv, 99%). The resulting solution was heated to reflux for 1 h in an oil bath and cooled. The pH value of the solution was adjusted to 8 with sodium carbonate (1 mol/L). The resulting mixture was washed with 1×5000 mL of water and concentrated under vacuum. The crude product was purified by distillation and the fraction was collected at 140 0C to afford l-(2- chloro-4-fluorophenyl)-2,5-dimethyl-lH-pyrrole (1700 g, yield: 85%).

The synthetic route of 2-Chloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; WENGLOWSKY, Steven Mark; WO2011/25947; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H5ClFN

fd”) 4-Chloro-A^-(2-chloro-4-fluorophenvDpyra2ole-3-carboxamide A mixture of 3,8-dichlorodipyrazolo[l55-a;r95′-d]pyrazine-4,9-dione (0.20 mmol, 51 mg) and 2-chloro-4-fluoroaniline (1.0 mmol, 146 mg) was heated at 12O0C for I h, cooled to ambient temperature and diluted with pentane (5 mL). The precipitate was filtered off and washed with pentane (30 mL). Crystallisation from EtOH:water (4:1, 20 mL) gave 84 mg (77 %) of the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz) delta 13.8 (br s, IH), 9.65 (s, IH), 8.20 (s, IH), 7.96 (dd, IH), 7.57 (dd, IH), 7.28 (ddd, IH).

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; BIOLIPOX AB; WO2007/45868; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2106-02-7, These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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.

Fully dried 50 mL three-neck eggplant flask(Condenser, with three-way cock, with magnetic stir bar)2-Ethoxyphenbornoronic acid0.50 g (3.0 mmol) (manufactured by Tokyo Chemical Industry Co., Ltd.)2-Chloro-4-fluoroline(Made by Wako Pure Chemical Industries, Ltd.) 0.34 mL (2.9 mmol), 1,3-bis- (2,6-diisopropylphenyl) imidazolium- (allyl) -palladium (II) -chloride(Sigma Aldrich Japan Co., Ltd.)0.008 g (0.028 mmol), barium hydroxide octahydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.99 g (3.1 mmol) was added,Isopropyl alcohol (Kanto Chemical Co., Ltd.)It was dissolved in 20 mL and reacted at 80 C. for 6 hours.After the reaction, the solid residue is removed by filtration,The solvent was distilled off under reduced pressure to obtain a crude product.Crude product is silica gel column chromatograph(Eluent: hexane / ethyl acetate = 9/1)Compound 27 was purified by purification using0.66 g (100%, light brown liquid) was obtained.

Statistics shows that 2-Chloro-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 2106-02-7.

Reference:
Patent; Mitsui Chemical Inc; Hanada, Shiori; Kinoshita, Shinsuke; Kawamura, Noromori; Muroto, Toshihiro; Tanaka, Kenichi; Ishii, Seiichi; Terao, Hiroshi; Saito, Yasunori; Hara, Retsu; Mizobuchi, Yusuke; (67 pag.)JP5769444; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Safety of 2-Chloro-4-fluoroaniline

General procedure: A solution of salicylaldehyde derivative (1.0 equiv.) in ethanol (5.0 mL mmol-1)was added into a solution of aniline derivative (1.0 equiv.) in ethanol (5.0 mL mmol-1). After stirring at room temperature for 1 h, the mixture was refluxed until complete consumption of the starting materials. Subsequently, ethanol was removed under reduced pressure and the obtained imines were purified by crystallization. The obtained Schiff-bases were characterized by NMR and elemental analysis. All analytical data is in accordance with literature [21,26,30,32,33,43].

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; Altmann, Philipp; Cokoja, Mirza; Kuehn, Fritz E.; Journal of Organometallic Chemistry; vol. 701; (2012); p. 51 – 55;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2106-02-7, These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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 8; Synthesis of N-(2-chloro-4-fluoropheny?-N-(2-cvano-4-fluorophenv?-2-(5- isoquinolinyloxy)acetamide; 1 ) 2-[Y2-chloro-4-f*luorophenyl)amino1-5-fluorobenzonitrile; To a solution of 2-chloro-4-fluoroaniline (3.07 g) in N-methyl-2-pyrrolidone (40ml) was added potassium t-butoxide (4.97 g), the solution was stirred for 10 minutes, added 2,5-difluorobenzonitrile (3.26 g) in N-methyl-2-pyrrolidone (4ml), and then the solution was stirred for 4 hours at room temperature. While cooling on ice, water was added and then extraction was conducted with ethyl acetate. The organic phase was washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resultant residue was purified by a silica gel chromatography (hexane:chloroform=6: l to 1 : 1) to obtain an orange solid, which was washed with hexane (40 ml) to obtain the title compound (2.62 g) as a pale orange solid.

The synthetic route of 2106-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO.,LTD.; SUGIMOTO, Yuichi; SATOH, Atsushi; NISHIMURA, Teruyuki; WO2010/117084; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics