Month: February 2021

Adding a certain compound to certain chemical reactions, such as: 39191-07-6, name is 1-(3-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 39191-07-6, Quality Control of 1-(3-Chlorophenyl)-N-methylmethanamine

General procedure: 2-(omega-Bromoalkyl)-isoindoline-1,3-dione (1 equiv) with N-methylbenzylamine (1 equiv) or its substituted analog in the presence of K2CO3 (3 equiv) was stirred in acetonitrile under reflux for 16 h. Once the reaction was finished, the solvent was evaporated under vacuum, producing a residue that was further dissolved in 50 mL of 5 M NaOH and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (dichloromethane to dichloromethane/methanol 98:2), yielding a yellow oil. The final product was obtained in the form of hydrochloride salt. The following compounds were obtained.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Guzior, Natalia; Bajda, Marek; Rakoczy, Jurand; Brus, Boris; Gobec, Stanislav; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 23; 7; (2015); p. 1629 – 1637;,
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Application of 452-66-4,Some common heterocyclic compound, 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, molecular formula is C7H6ClF, 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.

41 g of acetyl chloride are added to 200 ml of 1,2-dichloroethane and 80 g of AlCl3 while cooling with ice. 72.3 g of 5-chloro-2-fluorotoluene are then added dropwise. The reaction mixture is warmed at 50 for 8 hours and then poured onto ice. The organic phase is washed with water, dried and distilled. Yield: about 50 g of 2-chloro-5-fluoro-4-methylacetophenone, boiling point10: 120-127.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-1-fluoro-2-methylbenzene, its application will become more common.

Reference:
Patent; Bayer Aktiengesellschaft; US4762844; (1988); A;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 108-37-2, name is 1-Bromo-3-chlorobenzene, molecular formula is C6H4BrCl, 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. name: 1-Bromo-3-chlorobenzene

General procedure: To a round-bottom flask equipped with a magnetic stirring bar were added monomeric palladacycle 2 (0.4 mol %), K2CO3 (1.1 mmol), olefin (2.2 mmol) and aryl halide (1 mmol) in NMP (3 mL). The mixture was heated at 130 C using an oil bath and the progress was monitored by TLC (hexane/EtOAc, 80:20) and gas chromatography (GC). After completing the reaction, the mixture was diluted with n-hexane (30 mL) and H2O. The organic layer was washed with brine (20 mL), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by recrystallization from EtOH and H2O. The products were characterized by comparing their mp and IR, 1H and 13C NMR spectra with those reported in the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108-37-2, its application will become more common.

Reference:
Article; Hajipour, Abdol Reza; Rafiee, Fatemeh; Rouho, Arnold E.; Tetrahedron Letters; vol. 52; 37; (2011); p. 4782 – 4787;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 60811-18-9,Some common heterocyclic compound, 60811-18-9, name is 4-Bromo-1-chloro-2-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.

3-{4-rhoiperidi?vloxv)phengammal]elhvi]oxv)~2-thlophe?ecarboxamideStep A – 1~Bromo-4-chioro-5-fluoro-2-rjitrobenzeneTo a solution of 4-bromo1-chioro-2-fluorobenzene (8.4 g, 40 mmoi) and ammonium nitrate in DCM (335 mL) at 00C was added TFA anhydride (41.3 mL) via addomegan funnel over 15 min. The reaction mixture was stirred at 0 0C for 15 min and then at rt for 2 h. The reaction was quenched with 560 ml saturated NaHCO3 solution and the layers separated. The aqueous layer was extracted with DCM and then EtOAc. The combined organic layer was dried over Na2SO4, filtered and silica gel was added, The volatites were evaporated under reduced pressure, and the residue was purified by flash column chromatography (0 to 15% EtOAc; hexane) to give 3.7 g (38%) of the title compound. 1H NMR (400 iVIHz, DMSO-cfe): delta 8.48 (d, J= 6.9 Hz1 IH), 8.18 (d, J= S-S Hz5 IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-chloro-2-fluorobenzene, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143456; (2007); 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. 13726-14-2, name is 4-Chloro-3-methoxyaniline, A new synthetic method of this compound is introduced below., SDS of cas: 13726-14-2

Step 1 :Exp-4-g1Step 1 : preparation of 2-Chloro-N-(4-chloro-3-methoxyphenyl)pyridine-3- carboxamide (Exp-4-g3)[0100] Into a vessel containing a solution prepared by dissolving 1 g of 2- chloropyridine-3-carboxylic acid (Exp-4-gl, 6.37 mmol) and 1 g of 4-chloro-3- methoxy-phenylamine (Exp-4-g2, 6.4 mmol) in 30 mL of DMF was added 6.05 g 0- 7- Azabenzotriazol-l-yl)-N,N,N’N’-tetramethyluronium hexafluorophosphate (HATU, 15.9 mmol), and 1.93 g triethylamine (TEA, 19.1 mmol). The reaction mixture thus provided was stirred at ambient temperature (RT) overnight then the mixture was poured into cool water and the resulting mixture extracted with sufficient amounts of EtOAc to obtain the product from the reaction mixture. The organics were combined, washed with brine, dried over MgSC>4, filtered and concentrated under reduced pressure. The residue thus provided was purified on silica column chromatogram (PE:EtOAc = 50: 1-1 : 1) to give 1.1 g of Exp-4-g3 (calculated yield 58%).

The synthetic route of 13726-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP; ADDEX PHARMA S.A.; LIVERTON, Nigel; JONES, Philip; BOLEA, Christelle; CELANIRE, Sylvain; TANG, Lam; BOUDOU, Cedric; LEI, Zhiyu; LIU, Fuqing; LUO, Yunfu; DONG, Jingchao; SOLL, Richard; WO2013/60029; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 108-41-8, 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. 108-41-8, name is 1-Chloro-3-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compounds (1-27) are synthesized as described in literature [25], by Friedel-Crafts acylation of substituted benzenes with maleic acid anhydride using anhydrous AlCl3 as the catalyst in dry CH2Cl2. The 6.125 g (62.5 mmol) of maleic acid anhydride, 16.5 g (125 mmol) of anhydrous AlCl3 and 62.5 mmol of aromatic substrates were used. After 4-6 h of stirring on room temperature the reaction mixture was captured with ice/conc. HCl. The solvent was removed by steam distillation. The residuals was filtered on vacuum, or extracted by appropriate solvent. In this way obtained solids or oily substances are processed by solution of Na2CO3 to pH 8.5, filtered to remove traces of Al from catalyst, neutralized by dropwise addition of conc. HCl, filtered, than washed thoroughly by water, dried and crystallized from appropriate solvent. Yields of pure products were from 40 to 92%.

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-3-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Drakuli?, Branko J.; Stanojkovi?, Tatjana P.; ?i?ak, ?eljko S.; Dabovi?, Milan M.; European Journal of Medicinal Chemistry; vol. 46; 8; (2011); p. 3265 – 3273;,
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. 627531-47-9, name is 4-Bromo-3-chloro-2-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 627531-47-9

Into the compound 4-bromo-3-chloro-2-methylaniline 8.54g (39mmol) obtained in step 1 in 1L flask, it was stirred into 250ml of trifluoroacetic acid.Sikimyeo stirred at room temperature NaBH4out over the 9g (9 pellets) for 4 hours and stirred at room temperature for 16 hours.Refluxing the reaction solution at 100 and NaBH4were added to 4g (4 pellets).After completion of the reaction mixture was concentrated under reduced pressure, water (300ml) and ethyl acetate to remove the water layer after delamination to (300ml) and washed with 2N NaOH (300ml).The organic layer was washed with water and saturated NaCl solution and then MgSO4and concentrated under reduced pressure and dried by dehydration.Column to separate the concentrate to give the title compound 6g (40%).

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; DONG-A ST CO., LTD.; CHOI, SUNG PIL; CHOI, SEUL MIN; SON, BYOUNG HWA; KIM, HYUN JUNG; KIM, JU MI; JANG, BYUNG JUN; SUNG, JI HYUN; LEE, JI HYE; KIM, EUN JIN; KANG, KYUNG KOO; KIM, SOON HOE; (28 pag.)KR2015/123007; (2015); 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. 1127-85-1, name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, A new synthetic method of this compound is introduced below., Recommanded Product: 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline

To THF (15 mL) were added (+/-)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (0.68 g, 3.69 mmol), 2,4-dichloro-5,6,7,8-tetrahydroquinazoline (1.13 g, 2.46 mmol) and DIPEA (4.5 mL, 24.6 mmol). The mixture was stirred at 65 C overnight. The reaction mixture was quenched with water (100 mL). The resulting mixture was extracted with ethyl acetate (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL), dried over ahydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 4/1) to give the title compound as a white solid (862 mg, 17%).MS (ESI, pos. ion) m/z: 350.2 [M+H]+1H NMR (400 MHz, CDC13) (ppm): 4.75 (d, J = 5.1 Hz, 1H), 4.43 (t, J = 5.3 Hz, 1H), 3.77 (s, 3H), 2.68 (t, J= 5.9 Hz, 2H), 2.35 (d, J= 5.7 Hz, 1H), 2.29-2.23 (m, 2H), 2.05 (s, 1H), 1.96 (d, J = 2.5 Hz, 1H), 1.89-1.76 (m, 6H), 1.67-1.54 (m, 5H), 1.26 (d, J= 7.1 Hz, 1H).

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; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 62356-27-8,Some common heterocyclic compound, 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene, molecular formula is C7H6BrCl, 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 4 6-(2-Bromo-6-chlorophenyl)-2-methylpyrido[2,3-d]-pyrimidin-7-amine A mixture of 20.0 g of 2-bromo-6-chlorotoluene [J. B. Cohen and M. S. Raper, J. Chem. Soc., 85: 1268 (1904)] and 18.0 g of N-bromosuccinimide in 200 ml of carbon tetrachloride is heated to reflux in the presence of 10 mg. of benzoyl peroxide as catalyst. After 24 hours, the mixture is cooled and filtered, and the filtrate is concentrated to dryness to give a lachrymatory oil which solidifies on standing, mp 56-60 C. Spectral data confirms that this crude product is primarily 6-chloro-alpha,2-dibromotoluene which is used in the subsequent reaction without further purification. A solution of 31.3 g of the crude 6-chloro-alpha,2-dibromotoluene in 100 ml of warm ethanol is treated with a solution of 6.7 g of potassium cyanide in 10 ml of water and the mixture is heated at reflux for 4 hours. The crude product is isolated by pouring the cooled reaction mixture into water and filtering the resulting precipitate. Recrystallization of this solid from aqueous ethanol then gives 12.4 g of 2-bromo-6-chlorophenylacetonitrile, mp 82-84 C. Following the procedure for Example 1, 2-bromo-6-chlorophenylacetonitrile is condensed with 4-amino-2-methylpyrimidin-5-carboxaldehyde to give 6-(2-bromo-6-chlorophenyl)-2-methylpyrido[2,3-d]-pyrimidin-7-amine, mp 272-274 C., after recrystallization from acetonitrile.

The synthetic route of 62356-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US4271164; (1981); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 344-65-0, name is 1-Bromo-4-chloro-2-(trifluoromethyl)benzene, molecular formula is C7H3BrClF3, 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 C7H3BrClF3

General procedure: A 1,4-Dioxane solution (8 mL) of 10 (1.0 mmol), arylboronic acid 2 (1.0 equiv.), K3PO4, and Pd(PPh3)4 (5 molpercent) was heated at 75 C for 4 h. After cooling to room temperature, H2O was added and the reaction mixture was extracted with CH2Cl2. The organic layer was dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (pure n-heptane).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 344-65-0, its application will become more common.

Reference:
Article; Ali, Iftikhar; Siyo, Baraa; Hassan, Zahid; Malik, Imran; Ullah, Ihsan; Ali, Asad; Nawaz, Muhammad; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 145; (2013); p. 18 – 34;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics