Tag: M.W=200-300

Application of 766545-20-4, 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 766545-20-4 as follows.

0.4 g (0.002 mol) of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride,0.53 g (0.0022 mol)3,4-dibromofuran-2 (5H) -one (synthesis, 2007, 12, 1887-1889, hereinafter the same)0.42 g (0.003 mol) of anhydrous potassium carbonate were successively added to a reaction flask equipped with 20 mL of N, N-dimethylformamide,The mixture was stirred at room temperature for 3 hours,TLC monitoring reaction is complete,Poured into water, extracted with 100 ml of ethyl acetate, washed with 100 ml of saturated brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and then purified by column chromatography (ethyl acetate: petroleum ether = 1: 3 to 1: 1) Pale yellow solid 0.13 g,

According to the analysis of related databases, 766545-20-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research and Development Co., Ltd.; Yang, Jichun; Li, Miao; Fan, Xiaoxi; Yang, Fan; Li, Keke; Liu, Zhangling; (46 pag.)CN106467538; (2017); A;,
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Some common heterocyclic compound, 309721-44-6, name is 2-Bromo-1-chloro-3-fluorobenzene, molecular formula is C6H3BrClF, 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 C6H3BrClF

To a mixture of sodium tert-butoxide (138 mg, 1 .4 mmo) in THF (1.0 mL) was added I ,1 ,1 -trifiuoro-2-propano (0.14 mL, 1.5 mmo) and 2-bromo-1-choro-3-fluorobenzene (200 mg, 0.96 mmofl n DMF (2.0 rnL). The reacfion mxture was heated at 80 C for 24 h. After coohng to rt, EtOAc (5.0 mL) was added to the reacton rnxture and washed sequentaHy with 1 M HC (2.5 mL), saturated aqueous NaHCO3, and brine. The aqueous ayers were extractedw[th EEtOAc, and the combined organic extracts were dred (Na2SO4), ifitered and concentrated. Purflcaton by FCC (0 -10% EtOAc I hexanes) afforded the tWe compound as an o (87 rng, 30% yed). ?H NMR (400 MHz, CDC3) oe 7.23 (rn, 2H), 6.86 (dd, J = 7.3, 2.4 Hz, I H), 4.72 4.58 (m, 1 H), 1.62 – 1.49 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 309721-44-6, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
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Application of 73006-78-7, 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. 73006-78-7, name is 5-Chloro-[1,1′-biphenyl]-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: (B) Under a nitrogen atmosphere, a 100 mL Schlenk flask was charged with 4′-(tert-butyl)-[1,1′-biphenyl]-2-amine (0.56g, 2.5 mmol) and THF (10 mL) at 0 oC with stirring. Acetic formic anhydride (2 mL), which was prepared from the reaction of acetic anhydride with formic acid (1.1 equiv) at 55 C for 2 h, was added dropwise with syringe. Then, the reaction mixture was warmed to room temperature for 2 h, treated with saturated NaHCO3, and extracted with EtOAc (3 ¡Á 25 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated to dryness under reduced pressure. The residue was purified by column chromatography on silica gel using a mixture of petroleum ether and ethyl acetate (3:1 (v/v)) as eluents to afford N-(4′-(tert-butyl)-[1,1′-biphenyl]-2-yl)formamide as a yellow oil (0.60 g 95%).

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-[1,1′-biphenyl]-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhao, Cheng-Long; Shi, Jin; Lu, Xiuqiang; Wu, Xun; Zhang, Cheng-Pan; Journal of Fluorine Chemistry; vol. 226; (2019);,
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Related Products of 6579-54-0, A common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, molecular formula is C6H3Cl3O2S, 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.

General procedure: A solution of 1,3-Bis(aminomethyl)benzene (100 mg, 0.73 mmol) and 0.25 ml triethylamine in 20 ml dichloromethane was stirred at 0 C. To this solution was slowly added appropriate benzamide or benzenesulfonamide (2.2 mmol) in 20 ml dichloromethane dropwise. After 10 minutes, the reaction mixture was then placed to ambient temperature and stirred for 2 hours. Upon completion, the reaction mixture was concentrated under reduced pressure. Purification by flash chromatography (silica gel, dichloromethane/methanol 40: 1) afforded a white solid.

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; Chen, Yanmei; Liu, Bo; Ouyang, Liang; Pan, Dabo; Xiang, Honggang; Zhang, Jifa; Zhang, Jin; Chinese Chemical Letters; (2020);,
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Synthetic Route of 60811-21-4, 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. 60811-21-4 name is 4-Bromo-2-chloro-1-fluorobenzene, 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.

General procedure: To a 250 mL three-necked flask was added magnesium turnings (3.60 g, 150 mmol) and anhydrous THF (150 mL) under argon. A few drops of 1,2-dibromoethane were added followed by the slow addition of 1-bromo-4-fluorobenzene (13.1 g, 75.0 mmol). The solution was stirred at ambient temperature for 40 min, then cooled to 0 C, at which time the solution was added slowly to 2-(tert-butyldimethylsilyloxy)-N-methoxy-N-methylacetamide 6 (10.0 g, 42.8 mmol) in THF (150 mL). The resultant mixture was stirred at 0 C for 3 h, then quenched with saturated NH4Cl (100 mL). The mixture was extracted with CH2Cl2 (3 ¡Á 100 mL) and the combined organic phases washed with water (3 ¡Á 100 mL), dried (Na2SO4), and concentrated. The residue was purified by column chromatography (1:20 EtOAc/petroleum ether) to afford 10 g (91%) of 2-(tert-butyldimethylsilyloxy)-1-(4-fluorophenyl)ethanone as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-chloro-1-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Article; Pan, Xingang; Jia, Liangbin; Liu, Xuejian; Ma, Haikuo; Yang, Wenqian; Schwarz, Jacob B.; Tetrahedron Asymmetry; vol. 22; 3; (2011); p. 329 – 337;,
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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. 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 61881-19-4

General procedure: t-BuOK (40.3mg, 0.36mmol) were added to a solution of fluorinated imidoyl chlorides 1 (0.45mmol) and isocyanides 2 (0.3mmol) in DMF (2.0mL). The mixture was stirred at 60C under air for 1h. After the completion of the reaction (monitored by TLC), the reaction mixture was cooled to ambient temperature, quenched by water and extracted with ethyl acetate (3¡Á15mL). The extract was dried over anhydrous Na2SO4 and the solvent was removed in vacuo to provide a crude product, which was purified by column chromatography on silica gel with petroleum ether/EtOAc as eluent to afford the imidazole products 3.

The synthetic route of 61881-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Zhengkai; Hu, Sipei; Wu, Xiao-Feng; Yang, Hefei; Tetrahedron; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, belongs to chlorides-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 61881-19-4, HPLC of Formula: C8H5ClF3N

To a solution of the hemiacetal 28 in acetone (10mL) and water (50muL), Cs2CO3 (189mg, 0.6mmol) and (N-phenyl)trifluoroacetimidoyl chloride (56muL, 0.4mmol) were added at room temperature. The reaction mixture was stirred for 3h at room temperature. After complete reaction (monitored by TLC), the mixture was filtered through Celite by elution with chloroform. The combined filtrates were concentrated and purified by flash chromatography (solvent D) to yield compound 29 (236mg, 87%) as a colorless foam: [alpha]D23 +164.2 (c 0.3, CHCl3); Rf=0.57 (solvent B2); 1H NMR (500.13MHz, CDCl3): delta 8.08 (m, 2H), 7.97 (m, 2H), 7.81 (m, 2H), 7.61-7.56 (m, 4H), 7.49-7.42 (m, 4H), 7.41-7.08 (m, 22H), 7.05 (m, 2H), 6.83 (m, 2H) (4 CH2C6H5, 3 COC6H5, NC6H5); 6.27 (br, 1H, H-1); 5.93 (dd, 1H, 3J2?,3?=10.7Hz, 3J3?,4?=3.5Hz, H-3?); 5.78 (dd, 1H, 3J2,3=3.0Hz, 3J1,2=2.0Hz, H-2); 5.58 (dd, 1H, 3J3?,4?=3.5Hz, 3J4?,5?=1.4Hz, H-4?); 5.46 (d, 1H, 3J1?,2?=3.3Hz, H-1?); 5.07 (dd, 1H, 3J2?,3?=3.3Hz, 3J1?,2?=1.9Hz, H-2?); 5.08, 4.94 (2d, 2H, 2J=10.4Hz, CH2C6H5); 4.89 (d, 1H, 3J1?,2?=1.9Hz, H-1?); 4.74, 4.58 (2d, 2H, 2J=11.4Hz, CH2C6H5); 4.68 (m, 1H, H-5?); 4.55 (dd, 1H, 3J3,4=9.8Hz, 3J2,3=3.0Hz, H-3); 4.50 (dd, 1H, 3J2?,3?=10.7Hz, H-2?); 4.24 (center of qAB, 2H, 2J=12.2Hz), 4.15, 3.43 (2d, 2H, 2J=10.7Hz), (2 CH2C6H5); 4.03 (dq, 1H, 3J4,5=9.2Hz, 3J5,6=6.1Hz, H-5); 3.98 (dq, 1H, 3J4?,5?=9.1Hz, 3J5?,6?=6.3Hz, H-5?); 3.98 (?t?, 1H, 3J3,4=9.8Hz, 3J4,5=9.5Hz, H-4); 3.43 (dd, 1H, 3J5?,6a?=6.3Hz, H-6a?); 3.31 (dd, 1H, 2J6a?,6b?=10.2Hz, 3J5?,6b?=5.7Hz, H-6b?); 3.26 (dd, 1H, 3J3?,4?=8.8Hz, 3J2?,3?=3.3Hz, H-3?); 3.23 (?t?, 1H, 3J4?,5?=9.1Hz, H-4?); 1.63 (s, 3H, COCH3); 1.54 (d, 3H, 3J5,6=6.1Hz, H-6); 1.39 (d, 3H, 3J5?,6?=6.3Hz, H-6?); 13C NMR (125.8MHz, CDCl3): delta 168.8 (COCH3); 165.1, 165.2, 165.5 (3 COC6H5); 143.2 (i-NC6H5); 137.4, 137.8, 138.2, 138.9 (4 i-CH2C6H5); 133.4, 133.3, 133.0 (3 p-COC6H5); 130.6-127.2 (several signals of o-, m-COC6H5, o-, m-, p-CH2C6H5, m-NC6H5); 129.5, 129.3, 128.8 (3 i-COC6H5); 124.4 (p-NC6H5); 119.4 (o-NC6H5); 115.9 (q, 1JC,F=287Hz, CF3); 100.0 (C-1?); 94.4 (C-1?); 93.7 (br, C-1); 79.9 (C-4?); 79.0 (C-4); 77.8 (C-3?); 76.3, 75.0, 72.8, 71.2 (4 CH2C6H5); 71.7 (C-2?); 71.5 (C-3); 71.3 (C-5); 70.8 (C-3?); 69.8 (C-4?); 68.5 (C-5?); 68.4 (C-2?); 67.8 (C-6?); 67.3 (C-5?); 66.7 (C-2); 20.3 (COCH3); 18.4 (C-6); 18.1 (C-6?); CCF3 signal not given; 19F NMR (282.4MHz, CDCl3): delta -75.7 (CF3). HRMS (ESI-TOF): calcd for C77H74F3NO18 (M+Na+): m/z 1380.4750, found: m/z 1380.4751.

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, 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nilsson, Inga; Michalik, Dirk; Silipo, Alba; Molinaro, Antonio; Vogel, Christian; Carbohydrate Research; vol. 404; (2015); p. 98 – 107;,
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Adding a certain compound to certain chemical reactions, such as: 863111-48-2, name is 2-Bromo-5-chloro-4-(trifluoromethyl)aniline, belongs to chlorides-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 863111-48-2, SDS of cas: 863111-48-2

Example 158: (R S)-3-(5-Chloro-2-f(E)-3-f3-(4-fluoro-benzyl(at)3.8-diaza-bic cly o(at)3.2.11oct-8-yll- 3-oxo-roDenvl)-4-trifluoromethvl-Dhenyll-5-methvl-imidazolidine-2,4-dione; a) (R)-2-(at)3-(2-Bromo-5-chloro-4-trifluoromethvl-ahenyl)-ureidol-propionic acid methyl ester; To a solution of 2-bromo-5-chloro-4-trifluoromethoxyaniline (0.5 g, 1.8 mmol) and triethylamine (0.63 ml, 4.6 mmol) in 12 ml chloroform is added triphosgene (0.22 g, 0.73 mmol) in one portion. After stirring at room temperature for 5 hours first triethylamine (0.30 ml, 2.2 mmol) then D-alanine methyl ester x HCI (0.25g, 1.8 mmol) is added and the mixture is stirred at 65 C for 16 hours. The reaction mixture is poured onto sodium bicarbonate solution followed by extraction with ethylacetate, drying and concentration. Chromatography gave 0.34 g (0.9 mmol, 50%) of the title compound. 1H-NMR (400MHz; DMSO-d6), No. (ppm) : 1.34 (d, 3H), 3.66 (s, 3H), 4.25 (dq, 1H), 7.94 (d, 1 H), 7.99 (s, 1H), 8.42 (s, 1 H), 8.48 (s, 1 H). MS (m/z) ESI-: 401 (100, M-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, 2-Bromo-5-chloro-4-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/103054; (2005); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 54932-72-8, A common heterocyclic compound, 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, molecular formula is C7H6BrCl, 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.

(1) A mixture of 5.00 g (24.3 mmol) of 5-bromo-2-chlorotoluene, 3.56 g (29.2 mmol) of dihydroxyphenylborane, 546mg (2.43 mmol) of palladium acetate (II), 9.41 g (29.2 mmol) of tetrabutylammonium bromide, 8.40 g (60.8 mmol) of potassium carbonate and 50 ml of water was stirred for 5 hours at 80 C. under nitrogen flow. The reaction solution was filtrated through celite, and the filtrate was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, then, concentrated. The residue was subjected to silica gel column chromatography (eluant: hexane) to obtain 3.92 g of 4-chloro-3-methylbiphenyl. 1H-NMR (CDCl3, TMS) delta (ppm): 7.30-7.60 (8H, m), 2.44 (3H, s)

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; Araki, Tomohiro; Kinoshita, Yoshiharu; Sakaguchi, Hiroshi; Manabe, Akio; US2003/119670; (2003); A1;,
Chloride – Wikipedia,
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Reference of 39226-96-5,Some common heterocyclic compound, 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, molecular formula is C8H7ClF3N, 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 2,5-dimethyl-1 ,2,5-thiadiazolidine-3-carboxylic acid 1 ,1 -dioxide (136 mg, 0.700 mmol, prepared as described below), N-ethyl morpholine (0.268 ml, 2.100 mmol), 1-hydroxybenzotriazole hydrate (129 mg, 0.84 mmol) and 1 -ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (161 mg, 0.840 mmol) in dichloromethane (9 ml) was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (147 mg, 0.700 mmol) in dichloromethane (1 ml) was added and the reaction stirred at room temperature for 3 hours. The reaction mixture was diluted with dichloromethane (10 ml) and the solution was washed with saturated sodium hydrogen carbonate solution (10 ml), water (10 ml), citric acid solution (10 ml) and brine (10 ml), dried and evaporated. The residue was purified by mass-directed automated HPLC. The residue was triturated with ether/isohexane and the solvent was evaporated. The residue was dried under high vacuum at room temperature using phosphorus pentoxide as drying agent to give N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-2,5-dimethyl-1 ,2,5- thiadiazolidine-3-carboxamide 1 ,1 -dioxide (120 mg, 44%).LC/MS [M+H]+ = 386, retention time = 2.66 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David, Kenneth; WALTER, Daryl, Simon; WO2011/54947; (2011); A1;,
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