Month: March 2021

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. 157590-59-5, name is 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine, A new synthetic method of this compound is introduced below., Formula: C7H6ClF3N2

318 mg (3 MMOL) BRCN are dissolved in 0.6 ml acetonitrile and treated with 6 ML water. To this solution, 575 mg (2.73 MMOL) 5-CHLORO-6-TRIFLUOROMETHYL- benzene-1, 2-diamine, dissolved in 6 ML METHANOL, are added dropwise within 30 min. After 2 hrs of stirring at room temperature, the reaction mixture is concentrated and the water solution extracted 2X with ethyl acetate. The combined organic phases where RE-EXTRACTED 1x with water. The combined water phases where made alkaline (pH=8) with saturated NAHC03-SOLUTION and extracted 2x with ethyl acetate. The combined organic phases where dried, filtered and evaporated. Yield : 611 MG (95 %) 7, red solid

The synthetic route of 157590-59-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; WO2005/4864; (2005); 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. 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Quality Control of 3-Chloro-4-(trifluoromethyl)aniline

A solution of 4-amino-2-chlorobenzotrifluoride (9.780 g; 50.007 mmol) in MeCN (65 ml) was treated with copper(ll) bromide (1 1.169 g; 50.007 mmol), and the green heterogeneous mixture was heated to 45C. A solution of tert-butyl nitrite (6.53 ml; 55.008 mmol) in MeCN (10 ml) was then added dropwise over 30 min., and the resulting mixture was further stirred at 45C for 2h20. The dark heterogeneous reaction mixture was allowed to cool to rt, and was directly purified by FC (DCM). After concentration to dryness under reduced pressure, the expected product 4-bromo-2-chloro-1-trifluoromethyl-benzene was obtained as a yellow oil (12.82O g; 50%). LC-MS: tR = 1.10 min.; [M+H]+: no ionisation.

The synthetic route of 445-13-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 39989-43-0, name is 3,5-Dichlorobenzylamine, 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 39989-43-0, category: chlorides-buliding-blocks

A mixture of [(3,5-dichlorophenyl) methyl]amine (100 mg), 2-bromo- 1,1bis (methyloxy)ethane (123 muL) and K2C03 (95 mg) in anhydrous DMF (2 mL) was processed by microwave irradiation at 150C for 10 min (3 cycles). The mixture was allowed to cool to rt, water was added and mixture extracted three times with AcOEt, the organic phases collected, washed with brine, dried and evaporated under vacuum to give a crude which was purified by flash cromathography eluting with CH: AcOEt= 9: 1 to 85:15 to afford the title compound (120 mg) as a colourless oil. MS (ES/+) : m/z=264 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dichlorobenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/121122; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6940-78-9, 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. 6940-78-9 name is 1-Bromo-4-chlorobutane, 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.

3.53 g of 1-bromo-4-chlorobutane (20.6 mmol) was dissolved in 50 ml of absolute ethanol, added to a 500 ml round bottom flask,Set 0 C in an ice bath with stirring, with a constant pressure dropping funnel was slowly added dropwise 3.11g50% sodium methanethiolate (22.2mmol) absolute ethanolLiquid, naturally warmed to room temperature, overnight, the total reaction time is not less than 24h. Stop stirring, remove the ethanol by vacuum low temperature cyclization to positiveHexane three consecutive extraction, the extract was dried over anhydrous sodium sulfate, insoluble matter was filtered off. Remove the n-hexane by vacuum evaporation at low temperature to obtain the product2.69 g of a colorless oil with a strong mustard odor and an intermediate content of about 81% as determined by GC-MS. The intermediate yield was about76.3%.

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

Reference:
Patent; Taishan Medical School; Li Binglong; Liu Changli; Zhao Shizhen; Qi Yongxiu; Xia Chengcai; Li Furong; Li Ke; Hao Liyong; Guan Xidong; (6 pag.)CN106866478; (2017); A;,
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. 51419-59-1, name is p-Tolylmethanesulfonyl chloride, A new synthetic method of this compound is introduced below., Recommanded Product: p-Tolylmethanesulfonyl chloride

6-Amino-1-allyl-3,4-dihydro-2 (1H)-quinolinone was prepared in the same manner as in Steps 1.1, 1.2 and 1.3 of Example 1, except that 3-bromopropene was used instead of 3-iodopropane. 1.01 g (5 mmol) of 6-amino-1-allyl-3,4-dihydro-2 (1H)-quinolinone and 1.23 g (6 mmol) of 4-methyl benzylsulfonyl chloride were added into 30 mL of DMF, and 2.01 g (15 mmol) of potassium carbonate was added as an acid-binding agent. The reaction was maintained at room temperature and stirred for 16 hours. After the reaction was completed, ice water was added, and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate and concentrated. The crude product was subjected to silica gel column chromatography to give 1.36 g of the compound 130925 as a pale yellow solid, with a yield of 73%. 1H NMR (400 MHz, CDCl3): delta 7.22-6.93 (m, 7H), 5.91-5.83 (m, 1H), 5.25-5.13 (dd, 2H), 4.54 (s, 2H), 4.27 (d, 2H), 2.89 (t, 2H), 2.68 (t, 2H), 2.32 (s, 3H) ppm.

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; SHANGHAI INSTITUTES FOR BIOLOGICAL SCIENCES, CHINESE ACADEMY OF SCIENCES; ZHU, Jiankang; CAO, Minjie; ZHANG, Yulu; LIU, Xue; (56 pag.)US2018/360039; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 19752-55-7

3-(3,5-dichlorophenyl)pyridine Synthesised according to General Procedure 36. A mixture of 1-bromo-3,5-dichloro-benzene (424 mg, 1.88 mmol), 3-pyridineboronic acid pinacol ester (500 mg, 2.44 mmol), aqueous 2M Na2CO3 (1.96 mL, 3.93 mmol) and Pd(PPh3)4 (89 mg, 4 mol percent) in anhydrous toluene (18 mL) was stirred overnight at 80¡ã C. under nitrogen. The reaction was cooled down to room temperature, diluted with water (5 ml) and ethyl acetate (10 ml). The organic phase was separated, dried (Na2SO4), filtered and concentrated under reduced pressure to give a pale yellow oil, which was purified by silica-gel column chromatography to give 3-(3,5-dichlorophenyl)pyridine (481 mg, 74percent) as a white solid. 1H-NMR (400 MHz, CDCl3) delta 8.81 (d, J=2.1 Hz, 1H), 8.65 (dd, J=1.4, 4.8 Hz, 1H), 7.85-7.82 (m, 1H), 7.46 (d, J=1.8 Hz, 2H), 7.41-7.38 (m, 2H). LC/MS (10percent-99percent CH3CN (0.035percent TFA)/H2O (0.05percent TFA)), m/z: M+1 obs=224.3; tR=1.21 min.

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Stamos, Dean; Martinborough, Esther; Zimmermann, Nicole; Neubert, Timothy; Numa, Mehdi Michel Djamel; Whitney, Tara; Kawatkar, Aarti Sameer; US2009/131440; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 53531-69-4

Step 3: C-(4-Bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide To a solution of (4-bromo-phenyl)-methanesulfonyl chloride (1.4 g, 5.2 mmol) in DCM (20 mL) at room temperature was added pyridine (1.26 mL, 15.6 mmol) followed by 3-chloroaniline (1.1 mL, 10.4 mmol) and the reaction was stirred at room temperature for 3 hours. 1 M aqueous HCl was added and then extracted with DCM, filtered through a separator, concentrated, dry loaded onto silica and purified by silica gel column chromatography (0-100% DCM in cyclohexane) to give C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide (0.61 g, 1.68 mmol). 1H NMR (300 MHz, CDCl3): delta 7.49 (d, 2H), 7.26 (m, 1H), 7.13-7.15 (m, 4H), 6.96-6.98 (m, 1H), 6.31 (s, 1H), 4.31 (s, 2H).

According to the analysis of related databases, 53531-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; Fauber, Benjamin; Rene, Olivier; Bodil van Niel, Monique; Ward, Stuart; US2014/163110; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-(3-Chlorophenyl)ethanamine

General procedure: 7-(2-Bromoethyl)-8-(hydroxymethyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione (4) (100 mg, 0.32 mmol) was dissolved in dryCH2Cl2 (30 mL) and cooled to 0 C. A solution of PBr3 (90 lL,0.94 mmol) in dry CH2Cl2 (20 mL) was added dropwise. The solutionwas allowed to warm to rt and stirred for 1 h. Then it was cooled to0 C again and the excess of PBr3 was carefully hydrolyzed by slowaddition of saturated aq NaHCO3 solution (5 mL). The pH was set at8 by addition of more saturated aq NaHCO3 solution. Then, theorganic layer was separated and the aqueous layer extracted withCH2Cl2 (2 50 mL). The combined organic extracts were dried overNa2SO4 and the solvent was removed under reduced pressure. Thecrude 7-(2-bromoethyl)-8-bromo-1,3-dimethylpurine-2,4-dione (5) was dissolved in a mixture of dimethoxyethane (10 mL) anddiisopropylethylamine (DIPEA) (0.5 mL). Then, the appropriateamine (0.64 mmol)wasadded and the solutionwasstirred overnightat rt. The volatiles were removed under reduced pressure andtetrahydropyrazino[2,1-f]purinediones 6-63 precipitated uponaddition ofH2O(20 mL). For purification, thecompounds were eitherfiltered off and washed with H2O (3 5 mL) and subsequently withdiethylether (3 10 mL), or subjected to column chromatography(silica gel, gradient of CH2Cl2/MeOH 1:0 to 40:1).

The synthetic route of 13078-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Brunschweiger, Andreas; Koch, Pierre; Schlenk, Miriam; Rafehi, Muhammad; Radjainia, Hamid; Kueppers, Petra; Hinz, Sonja; Pineda, Felipe; Wiese, Michael; Hockemeyer, Joerg; Heer, Jag; Denonne, Frederic; Mueller, Christa E.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5462 – 5480;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 104-52-9,Some common heterocyclic compound, 104-52-9, name is 3-Phenylpropyl Chloride, molecular formula is C9H11Cl, 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: To a solution of compound 6 (0.06mmol) in 2 ml DMF was added potassium carbonate (0.18 mmol). The mixture was heated to 90 C and l-(2- chloroethyl)piperidine hydrochloride (0.066 mmol) was added. The reaction mixture was then stirred at 90 C for two hours. After the reaction was completed, the mixture was poured into 50 ml water and then extracted with dichloromethane (50 ml x 3). The organic layer was dried with anhydrous Na2S04 and evaporated to dryness under reduced pressure to give the crude product, which was further purified by flash silica gel column chromatography (methanol : dichloromethane = 1:12) to give a light yellow paste (yield 63%).

The synthetic route of 104-52-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INCORPORATED; LI, Chenglong; MAO, Liguang; (0 pag.)WO2019/165158; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1005-56-7,Some common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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 mixture of the dibromofluoroalcohol (1.0 equiv.), acid chloride (1.1-1.5 equiv.) and triethylamine (2.2-3.0 equiv.) in THF was stirred for 1 h at 0 C, then for additional appropriate period (usually 2-3 h) at room temperature. As in the cases of 1e, 1f, 8c-e catalytic amount of 4-dimethylaminopyridine was also added. Usual workup (addition of water, extraction with diethyl ether or ethyl acetate, dried over MgSO4) followed by purification by silica gel column chromatography (mixture of hexane and EtOAc as eluent) gave the corresponding ester.

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

Reference:
Article; Saito, Akio; Tojo, Manabu; Yanai, Hikaru; Wada, Fukiko; Nakagawa, Muga; Okada, Midori; Sato, Azusa; Okatani, Rieko; Taguchi, Takeo; Journal of Fluorine Chemistry; vol. 133; (2012); p. 38 – 51;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics