Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, 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 6276-54-6, Quality Control of 3-Chloropropan-1-amine hydrochloride

Step 1: Synthesis of 1-azido-3-aminopropane 1 Synthesis is carried out according to the following reaction scheme: This compound was obtained according to a synthesis previously described by Carboni, B. et al. (Macromolecules, Vol. 40, No. 16, 2007/Carboni, B.; Benanlil, A.: Vaultier, M. J. Org. Chem. 1993, 58, 3736). An aqueous solution (30 mL) of 3-chloropropylamine hydrochloride (4 g; 30.8 mmol) and of sodium nitride (6 g; 92.3 mmol, 3 equiv) is heated at 80 C. for 17 h. After evaporation of the water, the reaction mixture is put in an ice bath. 50 mL of diethyl ether and 4 g of potassium hydroxide are added. The phases are separated. The product is extracted from the aqueous phase with 2*20 ml, of diethyl ether. The organic phase is then dried over magnesium sulfate and filtered. After evaporation, the oil obtained is purified by distillation at reduced pressure. (2.46 g; yield: 80%; colorless oil) 1H NMR (300 MHz, CDCl3), delta (ppm): 3.33 (t, 2H, CH2N3); 2.55 (t, 2H, Cl2NH2); 2.34 (s, 2H, NH2); 1.55 (q, 2H, CH2CH2CH2). FT-IR (ATR, cm-1): 2100 (N3)

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:
Patent; Centre National de la Recherche Scientifique; Coudane, Jean; Darcos, Vincent; El Habnouni, Sarah; Garric, Xavier; Lemaire, Laurent; Nottelet, Benjamin; US2014/302324; (2014); A1;,
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Electric Literature of 6579-54-0, These common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, 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: Under the condition of ice bath, 4-aminophenol hydrochloride 2 (1.46 g, 10 mmol) was dissolved in pyridine (50 mL). After 2-Naphthalenesulfonyl chloride (2.72 g, 12 mmol) was added drop by drop, the mixture was stirred at room temperature for 5 h (detected by TLC). Solvents were evaporated with the residues being taken up in EtOAc (50 mL). Then the organic layer was washed with saturated 1 N HCl (20 mL * 2), distilled water (20 mL * 2), brine (20 mL * 2), dried over anhydrous MgSO4 and evaporated under vacuum. The residues were purified by EtOH/H2O to give desired intermediate 3a.

The synthetic route of 6579-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Fuming; Zhang, Lei; Jia, Yuping; Wang, Xuejian; Li, Xiaoguang; Wen, Qingli; Zhang, Yingjie; Xu, Wenfang; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 191 – 200;,
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Chlorides – an overview | ScienceDirect Topics

Electric Literature of 83121-15-7, 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. 83121-15-7, name is 3,5-Dichloro-2,4-difluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2.7 mmol of 2,4-difluoro-3,5-dichloro-aniline, and 20 ml of 1,2-dichloroethane in a 100 ml round bottom flask and stirred until the 2,4-difluoro-3,5diclofenac was completely dissolved, was added dropwise with stirring 3 mmol of 4-methyl-1,2,3-thiadiazole-5-formylphenyl isocyanate, dropwise over 15 minutes immediatelythereafter precipitation, followed by stirring at room temperature for 8 hours aftercompletion of the reaction, allowed to stand, the solid product was suction filtered,the filtrate solvent was removed by rotary evaporation, ethyl acetate with a volumeratio of 1:3: recrystallized from petroleum ether after the refrigerator to precipitatea solid, the solid product was combined with 1:3 volume ratio of ethyl acetate:petroleum ether, washed and dried to obtain the product; mp: 187-189 C, yield 92%;

The synthetic route of 3,5-Dichloro-2,4-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lier Chemical co Limited; Nankai University; Fan, ZhiJin; Guo, dandan; fan, Qian; Yang, Wei Qing; Fu, yifeng; Zhao, Hui; Wang, Shouxin; Wang, huan; Mi, Na; (37 pag.)CN102225918; (2016); B;,
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Some common heterocyclic compound, 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, molecular formula is C6H2ClF3O2S, 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. Safety of 2,4,5-Trifluorobenzene-1-sulfonyl chloride

A mixture of 46-1 (1.12g. 10 mmol), 41-1 (2.3g. 10 mmol), pyridine (4g. 50 mmol) and DCM (30 mL) was stirred at room temperature under nitrogen overnight. H20 (30 mL) was added into the mixture which was extracted with DCM. The combined organic layers were washed with brine, dried over Na2504, filtered and the filtrate was concentrated. The residue was purified by column chromatography on silica gel (PE: EtOAc = 5:1) to give 46-2. 1H NMR (400 MHz CD3OD) delta 7.98 (dd, J = 15.6, 8.8 Hz, 1H), 7.75 (dd, J = 16.0, 8.0 Hz, 1H), 7.34~7.41 (m, 1H), 6.90 (t, J = 1.2 Hz, 1H), 6.60 (dd, J = 8, 2 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 220227-21-4, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LI, Dansu; LAYTON, Mark, E.; ROECKER, Anthony, J.; EGBERTSON, Melissa; JONES, Kristen, L. G.; WANG, Xiu; PENG, Xuanjia; WO2015/80988; (2015); A1;,
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Chlorides – an overview | ScienceDirect Topics

849367-49-3, name is 3-Bromo-4-chlorobenzylamine, 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. Recommanded Product: 849367-49-3

Example 120 N1-[(3-Bromo-4-chlorophenyl)methyl]-N1-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-1,1-cyclopropanedicarboxamide A mixture of 1-[({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)carbonyl]cyclopropanecarboxylic acid (600 mg, 1.444 mmol), HBTU (657 mg, 1.733 mmol), Et3N (1006 muL, 7.22 mmol) and 1-(3-bromo-4-chlorophenyl)methanamine (350 mg, 1.589 mmol) in DCM was stirred at room temperature overnight. The reaction mixture was quenched with saturated NaHCO3 and extracted with DCM twice. The combined organic layers were washed with brine and then concentrated under vacuum to give the crude residue. It was then purified with a Gilson HPLC (acidic conditions: 0.1% TFA in the solvents), eluding with 10 to 70% CH3CN in water at a flow rate of 20 mL/min. The product fractions were combined and washed with saturated NaHCO3 and extracted with ethyl acetate twice. The combined organic layers were dried over sodium sulfate, filtered and then concentrated under vacuum to give N1-[(3-bromo-4-chlorophenyl)methyl]-N1-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-1,1-cyclopropanedicarboxamide (20 mg, 2.24%). LC-MS m/z 617 M+, 0.92 min (ret time).

The synthetic route of 849367-49-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; US2009/203677; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 622-86-6, name is (2-Chloroethoxy)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of (2-Chloroethoxy)benzene

2-(4-Aminophenyl) butanoic acid (Compound 10, step 1) (397.3 mg, 2.0 mmol) was suspended with stirring intrifluoroacetic anhydride (277.4 uL, 2.0 mmol). Then (2-chloroethoxy)benzene(252.4 uL, 1.8 mmol) was added dropwise and the resulting mixture was stirredat room temperature overnight. The reaction was quenched with saturated sodiumbicarbonate solution (5 mL) and extracted with ethyl acetate (2 x 15 mL). The combined organic layers were dried overanhydrous magnesium sulfate and concentrated on a rotary evaporator. The resulting residue was purified byreverse-phased chromatography (C-10 column, gradient of acetonitrile in waterwith 0.1% formic acid) to afford 297.1 mg (49%) of the desired product as ayellow solid. 1H NMR (400MHz, MeOD) delta 7.99 (d, J = 8.9 Hz, 2H), 7.28 (m, 4H), 6.96 (d, J = 8.9 Hz, 2H),4.58 (t, J = 7.2 Hz,1H), 4.27 (t, J = 5.5 Hz, 2H), 3.84 (t, J = 5.5 Hz, 2H),2.11 (m, 1H), 1.78 (m, 1H), 0.88 (t, J = 7.3 Hz 3H); MS (ESI) (m/z) 318.1/320.1(M+H)+.

The synthetic route of 622-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Childers, Wayne; Fan, Rong; Martinez, Rogelio; Colussi, Dennis J.; Melenski, Edward; Liu, Yuxiao; Gordon, John; Abou-Gharbia, Magid; Jacobson, Marlene A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
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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. 7149-75-9, name is 4-Chloro-3-methylaniline, A new synthetic method of this compound is introduced below., Computed Properties of C7H8ClN

Step 1 (0407) To a mixture of 3-formylbenzoic acid methyl ester (1.25 g), 4-chloro-3-methylphenylamine (1.29 g), tetrahydrofuran (15 mL) and methanol (15 mL) was added decaborane (232 mg), and the mixture was stirred at room temperature for 2 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (5 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure to give 3-[(4-chloro-3-methylphenylamino)methyl]benzoic acid methyl ester (2.13 g).

The synthetic route of 7149-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); 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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Product Details of 13918-92-8

2,4-Difluorobenzenesulfonyl chloride (4 g, 18.81 mmol) in DCM (10 mL) was added slowly to a solution of 2-(methylamino)ethanol (1.66 mL, 20.70 mmol) in DCM (200 mL) and 10% sodium hydroxide solution (200 mL) at O0C. The reaction was allowed to warm to RT and stirred for 20 hours. The DCM layer was separated and the aqueous re-extracted into DCM (2 x 50 mL). The combined organics were washed with brine, dried (MgSO4), filtered and reduced in vacuo to give the desired compound as a colourless oil (4.7 g). 1H NuMR delta (CDCl3): 1.98 (t, IH), 2.94 (s, 3H), 3.32 (t, 2H), 3.79 (q, 2H), 6.94 – 7.03 (m, 2H), 7.89 – 7.95 (m, IH)

The synthetic route of 13918-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/125972; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 367-22-6, name is 4-Chloro-3-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. COA of Formula: C6H5ClFN

Description 45 (78 mg, 0.37 mmol) and 3-fluoro-4-chloroaniline (54 mg, 0.37 mmol) inMeCN (2 ml) in the presence of a catalytic quantityof DMAP were stirred at 45 C for 16 h. The reaction was cooled and the resultant solid collected by filtration and rinsed with ether. Without further purification this solid was added to sodium hydroxide solution(1 % aqueous w/w, 2 ml) and heated at 80 OC for 30 min. The reaction was cooled, filtered throughCeliteX to remove insoluble impurities and the filtrate was acidified to pH-6 by the dropwise addition of hydrochloric acid (5N) to precipitate the product. The solid was collected by filtration, rinsed with water then ether and dried to give the title compound (70 mg). 1H NMR (400 MHz, DMSO)8 7.86(1H, s), 7.70(1H, t, J8.4), 7.43(1H, dd,J2. 2,10. 0), 7.14-7. 12(1H, m),3. 77 (3H, s) ;Mlz (ES+) 313,311 (M+H+).

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

Reference:
Patent; MERCK SHARP & DOHME LIMITED; HOLLINGWORTH, Gregory, John; JONES, A., Brian; SPAREY, Timothy, Jason; WO2005/49613; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 626-43-7, A common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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.

In a reaction flask, 48 g (0.3 mol) of 3,5-dichloroaniline was added to a mixed solution of 500 mL of water and 500 mL of hydrochloric acid.Medium, after stirring evenly, cool down to 0 C,Under stirring, 400 mL of an aqueous solution containing 23 g (0.34 mol) of sodium nitrite was added dropwise, and after mixing, the mixture was uniformly mixed to obtain a solution A;1000 mL of an aqueous solution containing 67 g (1.2 mol) of potassium hydroxide was placed in another reaction flask.Under the condition of 0 C, slowly add 250 mL of ethanol (35 mol) dissolved in ethyl pyruvate, and then add to the solution B after stirring.After the solution A was brought to a temperature of 0 C, the solution B was slowly added dropwise to the solution A, and after the completion of the dropwise addition, the temperature was raised to 40 C for 10 minutes, and then the reaction solution was extracted three times with 1000 mL of diethyl ether.The organic phases were combined, dried over anhydrous magnesium sulfate (100 g), concentrated, and then recrystallized from a mixture of n-hexane and acetone (V-hexane: Vacetone = 2:1) to give ethyl-2-(2-(3,5-) Chlorophenyl)indenyl)propionic acid 78g,Yield is 95%

The synthetic route of 626-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Henan Wanliu Biological Technology Co., Ltd.; Yang Weixiao; Ren Baoqi; Wang Jiahao; (13 pag.)CN108864089; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics