Author: Jessica.F

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. 16793-91-2, name is 2-Chlorophenethyl Bromide, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chlorophenethyl Bromide

Example 14: Preparation of 8-r2-(2-chlorophenyl)ethvn-3-methyl-4-((4-r3- (trifluoromethyl)phenynpiperazin-1-yl>carbonyl)-1-oxa-8-azaspiror4.51dec-3-en-2-oneA mixture of 3-methyl-4-({4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}carbonyl)-1 -oxa-8- azaspiro[4.5]dec-3-en-2-one dihydrochloride (Example 1 , 200 mg, 0.40 mmol), anhydrous potassium carbonate (180 mg, 1.30 mmol) and 1-(2-bromo-ethyl)-2-chloro-benzene (0.07 mL, 0.22 mmol) in anhydrous N.N-dimethylformamide (3 mL) was heated at 90C for 1.5 hours under microwave irradiation. The reaction mixture was concentrated under vacuum. The residue was taken up in dichloromethane (20 mL), washed with water (20 mL) and brine (20 mL), dried (MgS0 ) and concentrated under vacuum. After purification by flash chromatography (silica), the title compound was obtained as a white solid. 1H NMR (DMSO-d6, 400 MHz): delta 7.46-7.34 (m, 3H), 7.26-7.23 (m, 4H), 7.11 (d, J = 7.5 Hz, 1 H), 3.80-3.79 (m, 1 H), 3.68-3.69 (m, 1 H), 3.56 (s, 2H), 3.27 (s, 1 H), 3.16-3.15 (m, 2H), 2.93-2.92 (m, 1 H), 2.87-2.83 (m, 4H), 2.53 (s, 2H), 2.25-2.24 (m, 3H), 1.88-1.87 (m, 1 H), 1.76 (s, 3H), 1.72 (s, 1 H), 1.52 (s, 1 H). LCMS (Method D): Mass found (M+ 562), Rt (min): 4.64, Area (%): 99.5 (Max), 99.6 (254 nm). HPLC (Method A): Rt (min): 4.61 , Area (%): 98.5 (Max), 99.3 (254 nm).

According to the analysis of related databases, 16793-91-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARES TRADING S.A.; JORAND-LEBRUN, Catherine; SWINNEN, Dominique; GERBER, Patrick; KULKARNI, Santosh; WO2012/130915; (2012); A1;,
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Electric Literature of 63857-00-1, 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. 63857-00-1 name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride, 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.

792 g dye A were added under stirring to 2,650 g acetic acid anhydride (both available from Aldrich) in a 301 three-necked flask equipped with a stirrer and a reflux condenser. Then 770 g 2-methylene-1, 3,3-trimethylindoline (Fischer base, available from Aldrich) was added under stirring for one minute to this suspension. Within one hour, the reaction mixture warmed up to about 50C. After two more hours of stirring, 18 1 water were added to the reaction mixture. Then the reaction mixture was left to cool to room temperature and 20 g sodium chloride were added. Subsequently, the insoluble portion was separated by filtration and washed with 2 1 water. Then the product was dried for one day at 50C in a circulating air vacuum oven. Yield: 1,063 g (95% based on dye A), IR dye content: 72.0 wt. -% (determined by measuring the optical density at 775 nm in methanol using an extinction coefficient for the pure IR dye of 5001/G x CM), moisture content: 3 wt.-%. The dried product was suspended in 2 1 ethyl acetate and heated to 76C for one hour. Subsequently, the solution with a temperature of about 50C was filtered and the isolated product was air-dried. The remaining solution was strongly colored. The yield of solid product after the first purification step was 925 g (81 wt. -%) with a content of dye B of 80%. The dried product was suspended in 1 1 methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the isolated solid substance was air-dried. The yield after this second purification step was 705 g (62 wt. -%) with a purity of dye B of 89.2%. For further clean-up, the second purification step was repeated and 552 g dye B (48%) with a purity of 96.3% dye B were obtained (moisture content: 0.7 wt. -%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; KODAK POLYCHROME GRAPHICS GMBH; WO2004/52995; (2004); A1;,
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Application of 202197-26-0, These common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 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.

3) 1.20 g (5.7 mmol) of 4-chloro-6-nitro-quinazoline and 1.37 g (5.6 mmol) of 4-(3-fluoro-benzyloxy)-3-chloro-aniline were dissolved in 80 mL of isopropanol and refluxed for 3 hours. A large amount of yellow solid precipitated from the system. The solid was collected by filtration, washed with saturated sodium bicarbonate solution till pH=8 and dried under vacuum to obtain 1.62 g (3.75 mmol) of yellow solid, which was identified as the compound 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline with a yield of 67%.1H-NMR (400 MHz, CDCl3): delta11.30 (1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guo, Jianhui; Jiang, Yong; US2010/168142; (2010); A1;,
Chloride – Wikipedia,
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Related Products of 33786-89-9, 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. 33786-89-9, name is 5-Chloro-m-phenylenediamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-chloro-1,3-phenylenediamine (15.0 g, 0.105 mol) in 70 mL ethanol was added ethyl 4,4,4-trifluoroacetoacetate (20.4 g, 0.111 mol), then the mixture was heated at reflux for 18 h. The solvent was removed under reduced pressure until the product began to precipitate. The material was allowed to crystallize for 2 h, whereupon it was filtered and rinsed with cold ether to afford 10.9 g (37%) of 5-amino-7-chloro-3,4-dihydro-4-hydroxy-4-(trifluoromethyl)-1H-quinolin-2-one, a tan solid. The filtrate was concentrated until solid began to precipitate and afforded an additional 3.0 g (10%). 1H NMR (400 MHz, acetone-d6) delta11.0 (broad s, 1H), 9.64 (s, 1H), 7.42 (t, 1H, J=8.1), 6.99 (d, 1H, J=8.1), 6.90 (s, 1H), 6.79 (d, 1H, J=8.1).

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

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US2002/183314; (2002); A1;,
Chloride – Wikipedia,
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Reference of 108-70-3, 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 108-70-3 as follows.

[PdCl(pi-allyl)]2 (11.6 mg, 0.15 mol %) and cBRIDP (44.4 mg, 0.6 mol %) were placed into a 50 mL, two-necked, round bottomed flask equipped a gas inlet, and the flask was evacuated and filled with nitrogen. Subsequently, to the mixture was added dehydrated THF (8.2 mL, 101.0 mmol, 4.8 equivalents) to prepare a catalyst solution. A 200 mL, four-necked, round-bottomed flask equipped with a Teflon coated magnetic stirring bar, condenser, dropping funnel, thermometer, and a gas inlet was evacuated and filled with nitrogen. Carbazole (10.9 g, 65.0 mmol, 3.09 equivalents) and dehydrated xylenes (66 mL) were charged into the flask, and the mixture was cooled to 5C using an ice bath. Subsequently, to the mixture was added a THF solution of MeMgCl (3.22 mol/L, 20.0 mL, 64.4 mmol, 3.06 equivalents) dropwise via the dropping funnel at such a rate that the temperature of the reaction solution was kept at 20C or lower, and then the dropping funnel was washed with dehydrated xylenes (1 1 mL). Subsequently, to the solution were added 1,3,5-trichlorobenzene (3.8 g, 21.0 mmol, 1.0 equivalent) and the catalyst solution (8.2 mL) successively, and the solution was stirred for 10 minutes under reflux. To the reaction mixture was added an aqueous solution of ammonium chloride, and the mixture was poured into chloroform (1 ,200 mL). The aqueous layer was separated off, and the organic layer was passed through a silica gel pad and concentrated to remove the excess chloroform under reduced pressure. To the thus-obtained suspension was added methanol (200 mL), and the crystal was collected from the suspension by suction filtration, washed with methanol and dried under reduced pressure to afford 11.4 g of tCP as a white powder. Isolated yield: 94.6%. 1H NMR (300 MHz, CDC13): 7.34 (ddd, J = 0.9, 6.9, 7.8 Hz, 6H), 7.48 (ddd, J = 1.2, 7.2, 8.4 Hz, 6H), 7.67 (d, J = 8.1 Hz, 6H), 7.96 (s, 3H), 8.17 (d, J = 7.8 Hz, 6H). 13C NMR (75 MHz, CDC13): 109.7, 120.6, 120.7, 123.5, 123.9, 126.4, 140.3,140.8.

According to the analysis of related databases, 108-70-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; NAKAYAMA, Yuji; KOBAYASHI, Tohru; WO2013/32035; (2013); A1;,
Chloride – Wikipedia,
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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. 18282-59-2, name is 4-Bromo-1,2-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 18282-59-2

A solution of 1-bromo-3,4-dichlorobenzene (16.92 g, 0.074 mol) in Et2O (100 ml) was added to a suspension of magnesium turnings in Et2O (60 ml) and the mixture was refluxed for 1 hour. The reaction was cooled to 23¡ã C. and a solution of 4-cyanopyridine 54 (7.80 g, 0.075 mol) in 1:1 Et2O:THF (150 ml) was added rapidly with vigorous stirring. The mixture was refluxed for 24 h, then cooled to 23¡ã C. Ice (100 g) was added, followed by 50percent H2SO4 (50 ml), and the mixture was stirred for 1 h. Et2O (100 ml) was added, the aqueous layer was separated, made basic with 10percent NaOH, and extracted with EtOAc (2.x.250 ml). The combined organic layer was dried (Na2SO4), filtered, and concentrated. Purification by silica gel chromatography (eluant: 30percent EtOAc: CH2Cl2) gave 12 g (0.047 mol, 64percent) of the product 55 as a colorless oil. MS (FAB for M+1): m/e 252.

According to the analysis of related databases, 18282-59-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; US2005/182095; (2005); A1;,
Chloride – Wikipedia,
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Application of 2613-30-1, 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. 2613-30-1, name is 4-Chloro-2,5-difluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2. Preparation of 1-Bromo-4-chloro-2,5-difluorobenzene Anhydrous copper (II) bromide (2.7 g, 12.1 mmol) and t-butyl nitrite (1.56 g, 15.1 mmol) were combined in anhydrous acetonitrile (25 mL). The resulting mixture was heated to 65 C. and a solution of 4-chloro-2,5-difluoro-phenylamine (1.65 g, 10.1 mmol) in anhydrous acetonitrile (2 mL) was added dropwise (vigorous gas evolution was noted). After the reaction mixture cooled ambient temperature, it was added to 2N HCl and extracted with ether twice. The organic extracts were then combined, washed with 2N HCl, washed with saturated sodium bicarbonate, dried, concentrated and purified by flash chromatography on silica gel (hexanes) to give the title compound as a white solid (1.11 g, 48.4% yield): 1H NMR (CDCl3): delta 7.38 (dd, 2H), 7.21 (dd, 2H).

The synthetic route of 4-Chloro-2,5-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epp, Jeffrey B.; Schmitzer, Paul R.; Guenthenspberger, Katherine A.; Lo, William C.; Siddall, Thomas L.; US2009/62125; (2009); A1;,
Chloride – Wikipedia,
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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. 771583-81-4, name is 4-Chloro-2-(trifluoromethyl)benzylamine, A new synthetic method of this compound is introduced below., Formula: C8H7ClF3N

5-((4- (ethylsulfonyl) benzyl) carbamoyl) -2- (2-fluoroethoxy) benzoic acid (200.0 mg, 0.5 mmol), HATU (278.6 mg, 0.7 mmol) and DIPEA (189.0 mg, 1.5 mmol) was dissolved in tetrahydrofuran (10 mL), and after stirring at room temperature for 0.5 hours, 4-chloro-2- (trifluoromethyl) benzylamine (153.6 mg, 0.7 mmol) was added. At room temperature After reacting for 4 hours, an appropriate amount of water was added and extraction was performed 3 times with ethyl acetate. The organic phases were combined and washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The concentrate was purified by preparative high performance liquid chromatography to obtain the title compound (150.0 mg, yield: 51%) in this step.

The synthetic route of 771583-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Chunchi; Liu Jinming; Ren Yun; Cai Jiaqiang; Wang Lichun; Wang Jingyi; (42 pag.)CN110724075; (2020); A;,
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Electric Literature of 626-43-7,Some common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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: The syntheses of the ferrocenyl phenylguanidines were achieved in four steps (Scheme-1 suppl). In the first step; nitrophenylferrocene (a and b) were made by the coupling of ferrocene with diazonium salts of nitroaniline using phase transfer catalyst [20]. In the second step; these nitro phenyl ferrocene were reduced into ferrocenylaniline (c and d) using palladium on charcoal and hydrazine as reducing agent [21]. In the third step three different chloro-substituted thioureas (e) were synthesized by the coupling of substituted aniline with thiocynates in acetone [22]. In the fourth step; the benzoylphenylthiourea (e) were mixed with the ferrocenyl aniline (c and d) in dimethyl formamide (DMF) in equimolar ratio with two equivalents of triethylamine (Et3N). The temperature was maintained below 5C using an ice bath and one equivalent of mercuric chloride (HgCl2) was added to the reaction mixture with vigorous stirring. The ice bath was removed after 30min while the stirring continued overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) till the completion of reaction. Chloroform (CHCl3, 20ml) was added to the reaction mixture and the suspension was filtered through a sintered glass funnel to remove the mercuric sulfide (HgS) residue. The solvents from filtrate were evaporated under reduced pressure and residue was re-dissolved in dichloromethane (CH2Cl2, 20ml), washed with water (4¡Á30ml) and dried the organic phase over anhydrous magnesium sulfate (MgSO4). The solvent was evaporated and residue was purified by column chromatography to afford ferrocenyl phenylguanidines (f and g) [23]. Solid and liquid state characterization data is given in Supplemental part

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloroaniline, its application will become more common.

Reference:
Article; Gul, Rukhsana; Badshah, Amin; Khan, Azim; Junaid, Asif; Rauf, Muhammad Khawar; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 117; (2014); p. 264 – 269;,
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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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 14752-66-0

(b) Sodium 4-chlorophenylsulfi nate [9.93 g(0.05 mol)] and monochloroacetic acid [4.72 g(0.05 mol)] were dissolved in 20 mL of water, adjustedto pH 10 with a NaOH solution, and boiled in a waterbath for 1 h. The reaction mixture was cooled, and extractedwith benzene (2 ¡Á 30 mL). From the benzenesolution, after distilling off the solvent, 0.67 g (7%)of sulfone (3), i.e., 4-lC6H4SO2CH3 was obtained,mp 93-95C. Found, %: 44.30, 3.58, Cl 18.41,S 16.67. 77Cl2S. Calculated (%): 44.10, 3.71,Cl 18.59, S 16.82The aqueous layer was acidifi ed with HCl untilneutral and held at 5C for 12 h. The precipitate wasrecrystallized (chloroform-hexane, 1 : 2) and dried invacuo over P2O5. 10.78 g (92%) of acid (1) was obtained,mp 120-122C.

According to the analysis of related databases, 14752-66-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Adamovich; Oborina; Mirskova; Russian Journal of Applied Chemistry; vol. 91; 4; (2018); p. 701 – 705; Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.); vol. 91; (2018); p. 602 – 606,5;,
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