Tag: M.W=100-200

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. 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

Taking 0.01 muM structure 1 and 0.04 muM structure 3 by adding three-mouth flask, nitrogen protection, magnetic stirring dissolved in 200 ml dichloromethane in, ice water bath. In the slowly dripping triethylamine in three mouth bottle, during the dropping will be accompanied by white mist generating, heating up to 40 C, this temperature is kept continuous stirring 8 hours. The reaction liquid washing three times with saturated sodium chloride solution, adding anhydrous magnesium sulfate standing drying, after clarifying filtration, vacuum hangs steams to remove the solvent, to obtain orange crystal that aromatic module including cup and cyclic phosphate ester flame retardants, yield 85.39%.

The synthetic route of 4090-55-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese People’s Armed Police Force Academy; Lu Lingang; Wang Huiya; Qian Xiaodong; Yang Shousheng; Jin Jing; (8 pag.)CN107778328; (2018); A;,
Chloride – Wikipedia,
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Reference of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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 1; Example 1 -1; 5.3 g of methallyl dichloride and 11.9 g of tri(ethylene glycol)monomethyl ether) were put into a reactor, and then 60 mL of tetrahydrofuran was added thereto. To the mixture was added dropwise 3.84 g of sodium hydride. The reactor was kept at 65 0C for 12 hr. 5 mL of water was added dropwise to the reactor. The reaction mixture was evaporated under vacuum to remove the tetrahydrofuran. The concentrate was extracted with 100 mL of diethyl ether and 100 mL of water. The organic layer was subjected to column chromatography using ethyl acetate/methanol (100/0-80/20), giving the compound of Formula 12 in a yield of 35%. 1H NMR (250 MHz, CDCl3): delta 5.18 (s, 2H; CH2), 4.01 (s, 4H; CH2(CH2O)2), 3.70-3.58 (m, 24H; OCH2), 3.37 (s, 6H; OCH3)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-chloromethyl-1-propene, its application will become more common.

Reference:
Patent; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY; JANG, Woo-Dong; CHOI, Kwang-Mo; WO2010/93128; (2010); A2;,
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. 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, A new synthetic method of this compound is introduced below., name: 3-Chloro-2,4-difluoroaniline

Exapmle 35 (^-N-(4-((3-Chloro-2,4-difluorophenyl)amino)-7-methoxyquinazolin-6-yl)-4-((4aR,7aS)-tetrahydro- 2H-[l,4]dioxino[2,3-c]pyrrol-6( Step 1) N-(3-chloro-2,4-difluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine A solution of 4-chloro-7-fluoro-6-nitroquinazoline (10.00 g, 44.0 mmol) and 3-chloro-2,4-difluoroaniline (8.40 g, 51.5 mmol) in isopropanol (150 mL) was heated to 70 C and stirred for 5.0 hours. The reaction mixture was then cooled to 25C, and a yellow solid precipitated out. The mixture was filtered. The filtered cake was washed with isopropanol (50 mL) and dried under vacuum to give the title compound as a yellow solid (10.8 g, 69.2%). The compound was characterized by the following spectroscopic data: MS (ESI, pos.ion) m/z : 354.1 [M+H]+.

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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; LIU, Jinlei; ZHANG, Jiancun; ZHENG, Changchun; WO2014/177038; (2014); A1;,
Chloride – Wikipedia,
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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. Product Details of 2106-02-7

Step 1: 2-Chloro-4-fluoroaniline (3.0 g, 20.6 mmol) and 4-fluoro-1-bromo benzene (3.6 g, 20.6 mmol) were added to NaOfBu (9.9 g, 103.0 mmol), Pd(OAc)2 (0.231 g, 1.03 mmol) and [HPtBu3][BF4] (0.42 g, 1.4 mmol) suspended in toluene (120 mL). The reaction was then heated to reflux for 18 h, allowed to cool and concentrated to remove toluene. The residue was extracted with dichloromethane (2 X 100 mL), dried (Na2S04), then filtered and the solvent removed under reduced pressure. The crude product was purified by column chromatography using silica gel 230-400 mesh to get the desired colorless product 2-chloro-4-fluoro-A-(4- fluorophenyl)aniline (2.0 g, 41%). GC MS: (Method B) 239.0 (M+H), RT- 4.73 min H NMR (400 MHz, DMSO-d6): delta 7.28 (s, 1H), 7.01-7.16 (m, 5H), 6.89-6.88 (m, 1 H), 5.84 (s, 1H).

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

Reference:
Patent; MERCK PATENT GMBH; SPANGENBERG, Thomas; (129 pag.)WO2016/827; (2016); 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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., name: 3-Chloro-2-fluoroaniline

Step 1: Synthesis of 1-(2-amino-4-chloro-3-fluorophenyl)-2-chloroethan-1-one (2) To a stirred solution of AlCl3 (10.0 g, 75.01 mmol) and BCl3 (1M in n-hexane) (74 mL, 75.01 mmol) in CH2Cl2 (80 mL) was added 3-chloro-2-fluoroaniline 1 (9.0 g, 6.18 mmol) followed by a solution of chloroacetonitrile (11.6 g, 153.64 mmol) in CH2Cl2 (20 mL) at 0 C. under inert atmosphere. The reaction mixture was allowed to stir at RT for 30 minutes; heated to reflux temperature and maintained for additional 14 h. The reaction mixture was then cooled to 0 C., added aqueous 3N HCl solution (100 mL) and raised the temperature to reflux and stirred for 3 h. After completion of the reaction by TLC, the reaction mixture was cooled RT, diluted with water (50 mL) and extracted with CH2Cl2 (2*150 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified by triturating with n-pentane to afford compound 2 (4.5 g, 33%) as an off-white solid. 1H NMR (500 MHz, DMSO-d6): delta 7.61 (d, J=9.0 Hz, 1H), 7.35 (br s, 2H), 6.72 (d, J=9.0 Hz, 1H), 5.06 (s, 2H).

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; Evans, Jillian Frances; US9051320; (2015); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 36556-52-2, 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. 36556-52-2, name is 2,3-Dichloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 67 7-[(2,3-dichloro-4-fluorophenyl)amino]-5-{[2-methoxy-4-(piperazin-l – yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol EXAMPLE 67A tert-buty ] 4-(4-(7-(2,3-dichloro-4-fluorophenylamino)-4-oxo-3,4-dihydropyrido[3,4- c/|py ndazin-5-ylamino)-3-metho.xyphenyl)piperazine- l -carbox late A mixture of EXAMPLE 24A ( 162 mg, 0.33 mmol), 2,3-dichloro-4- fluorobenzenamine (90 mg, 0.50 mmol), tris(dibenzylideneacetone)dipalladium (3 1 mg, 0.03 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthenexanthene (20 mg, 0.03 mmol) and potassium 2-methylpropan-2-olate (1 12 mg, 1 mmol) in 2-methylpropan-2-ol (2 mL) was degassed with nitrogen twice and stirred in a sealed tube at 130C for 15 hours. After cooling to ambient temperature, the solution was concentrated and the residue was purified by flash chromatography on silica gel eluting with 100/1 dichloromethane/methanol to give the title compound. MS: 630 (M + H+).

The synthetic route of 2,3-Dichloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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 104-11-0, Quality Control of 1-(4-Chlorophenyl)-N-methylmethanamine

General procedure: A solution of 0.17g (1.40mmol) of N-benzylmethylamine, 0.20g (1.40mmol) of K2CO3 and 0.40g of (R,S)-3(4-bromobutyl)-5-phenyloxazolidin-2-one 23 in ACN was allowed to stirring under reflux for 6-12h and monitored by TLC until the reaction was completed. The hot solution was filtered and concentrated in vacuo to afford 0.29g (85.0mmol) of a chromatography pure yellow oil 2a.

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, 1-(4-Chlorophenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zampieri, Daniele; Vio, Luciano; Fermeglia, Maurizio; Pricl, Sabrina; Wuensch, Bernhard; Schepmann, Dirk; Romano, Maurizio; Mamolo, Maria Grazia; Laurini, Erik; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 712 – 726;,
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Chlorides – an overview | ScienceDirect Topics

Application of 2533-69-9, A common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, molecular formula is C3H4Cl3NO, 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: Preparation of 2-methyl-6-nitro-2H-indazole (5d). To a stirred mixture of 6-nitro-1H-indazole (1.0 g, 0.0061 mmol) in dichloromethane (25.0 mL) was added trifluoromethanesulfonic acid (0.54 mL, 0.0061 mmol), stirred for 5-10 min at 25-35 C. To this mixture was added methyl 2,2,2,-trichlroacetimidate (2.69 g, 0.015 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16-18 h under N2. After reaction completion, chilled saturated NaHCO3 solution was added. The aqueous and organic phases were separated. Aqueous phase was extracted with dichloromethane 10 mL. Combined organic layers were washed with DM water (2 × 10 mL). Organic layer was dried over anhydrous Na2SO4, filtered, and evaporated completely under vacuum to obtain 2-methyl-6-nitro-2H-indazole (1.03 g, 95.0%) as a yellow solid.

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Baddam, Sudhakar Reddy; Uday Kumar; Panasa Reddy; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 54; 13; (2013); p. 1661 – 1663;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 363-51-9, name is 2-Chloro-6-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. HPLC of Formula: C6H5ClFN

Example 4b N-(2′-Chloro-6′-fluoro-phenyl)-4-methylaniline A solution of 3.91 g 2-chloro-6-fluoroaniline in 4 nm of tetrahydrofuran and 35 ml of chlorobenzene is cooled down to -40 to -45 C. At this temperature, 5.09 g of titanium tetrachloride is added to the solution, followed by the addition of 5.0 g of 1-Methoxy-4-methylcyclohexa-1,4-diene. The reaction mixture is allowed to warm up to approx. -35 C. and stirred for 2 hours at this temperature. A solution of 10.18 g of iodine in 20 ml of tetrahydrofuran and 2.3 ml of acetic acid is then added drop-wise to the reaction mixture and the temperature was allowed to warm up to 0 C. The mixture was stirred for 1 hour at 0 C. and 16 hours at 25 C. Then 3.4 g of iodine is added to the reaction mixture and stirring is continued for additional 24 hours at 25 C. The reaction is finally quenched by pouring the reaction mixture onto a mixture of 250 ml of aeq. Sodium bisulfite (38-40%) and 400 ml of saturated aeq. sodium carbonate. The aqueous phase is extracted with ethyl acetate (1*200 ml and 2*100 ml), the ethyl acetate phases are unified and washed with 100 ml of water. The organic phase was dried over anhydrous sodium sulfate and evaporated in vacuo to give a yellow viscous liquid. The liquid was dissolved in hexane/t-butyl-methylether and the solution was filtered over silica gel to obtain, after evaporation of the solvent, 4.33 g of crude product. The product can be used directly in the next step. Alternatively, it can be purified e.g. by column chromatography on silica gel with hexane/t-butyl-methylether (9:1) as eluent to yield pure N-(2-Chloro-6′-fluoro-phenyl)-4-methylaniline. 1H-NMR (DMSO-d6, 500 MS, 300K) delta 2.17 (s, 3H, CH3); 6.53 [dd, J=8.5 Hz, JH-F=1.5 Hz, 2H, HC (2) and HC (6)], 6.94 [d, J=8.0 Hz, 2H HC (3) and HC (5)], 7.16 [ddd, J=8.0 Hz, JH-F=6.0 Hz, 1H, HC (4′)], 7.25 [ddd, J=8.0, 1.5 Hz, JH-F=8.0, 1H, HC (5′)]; 7.34 [ddd, J=8.0, 1.5 Hz, JH-F, 1.5, 1H, HC (3′)]; 7.63 (s, 1H, NH). MS (EI) m/z 235 (100, M+), 200 (35, (M-Cl)+), 185 (55)

The synthetic route of 2-Chloro-6-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Acemoglu, Murat; Allmendinger, Thomas; Calienni, John Vincent; Cercus, Jacques; Loiseleur, Olivier; Sedelmeier, Gottfried; Xu, David; US2008/249318; (2008); 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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3Cl2N3

General procedure: Compound 183a was prepared from tert-butyl 2,4-dichloro-5,6-dihydropyrido[3,4- d]pyrimidine-7(8H)-carboxylate (182a) (1.0 g, 3.29 mmol) in 2-Propanol (15 mL) using DIPEA (2.3 mL, 13.15 mmol) and 1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-amine (57a) (0.98 g, 3.95 mmol). This gave after workup and purification by flash column chromatography [silica gel, (12 g) eluting with DMA-80 in DCM (0 to 80%)] fert-butyl 2-chloro-4-((l-(3,4,5- trimethoxyphenyl)-lH-imidazol-4-yl)amino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)- carboxylate (183a) (0.87 g, 51 % yield) as a buff solid; NMR (300 MHz, DMSO-^e) delta 9.65 (s, 1H, D20 exchangeable), 8.16 (d, J = 1.5 Hz, 1H), 7.78 (d, J = 1.6 Hz, 1H), 6.90 (s, 2H), 4.35 (s, 2H), 3.87 (s, 6H), 3.69 (s, 3H), 3.61 (t, J = 5.8 Hz, 2H), 2.69 – 2.60 (m, 2H), 1.43 (s, 9H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 918538-05-3.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics