Tag: M.W=100-200

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. 2163-00-0, name is 1,6-Dichlorohexane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H12Cl2

EXAMPLE 2A 1,6-Bis(4-cyanomethylmorpholinium)hexane Dichloride (HDMMA) 100 ml of morpholine (1.147 mole) and 150 ml ethylacetate (EtOAc) were added to 500 ml Morton flask equipped with reflux condenser, thermometer, mechanical stirrer, and heating mantel. 25 ml of 1,6-dichlorohexane (0.172 mole) was added slowly to flask at room temperature. This was refluxed for 48 hours. Gas chromatogram showed 90% completion of the reaction. The product 1,6-bismorpholinohexane was purified from reaction mixture by vacuum filtration to remove the morpholine hydrochloride, and the light yellow filtrate was purified by adsorption chromatography. 13 C NMR showed a spectrum consistent with structure with very minor impurities. Gas chromatography showed an approximate purity of 98.2% based upon peak areas. The collected amount of 1,6-bismorpholinehexane was 30.0 g, which corresponds to a yield of 66.6%.

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 2163-00-0.

Reference:
Patent; The Clorox Company; US5739327; (1998); A;,
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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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

General procedure: A mixture of 0.55mmol of 8-bromo-7-(2-bromoethyl)theophylline 7a or 8-bromo-7-(3-chloropropyl)theophylline 7b or 8-bromo-7-(4-bromobutyl)theophylline 7c, 1.1mmol of appropriate aromatic amine, 1,6 mmol of TEBA and 1.00ml of propanol was heated in closed vessels in microwave oven (300 Watt, Power Max Off, 160C, 10bar) for 1h. The solvent was removed and the residue was treated with ethanol. The products were purified by crystallization from ethanol or flash column chromatography over silica gel with CH2Cl2 : MeOH (100 : 0 to 80 : 20). The precipitate was filtered off and dried.

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; Za?uski, Micha?; Schabikowski, Jakub; Schlenk, Miriam; Olejarz-Maciej, Agnieszka; Kubas, Bart?omiej; Karcz, Tadeusz; Kuder, Kamil; Latacz, Gniewomir; Zygmunt, Ma?gorzata; Synak, David; Hinz, Sonja; Mueller, Christa E.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1195 – 1210;,
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Synthetic Route of 6781-98-2,Some common heterocyclic compound, 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, molecular formula is C8H9Cl, 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: In a nitrogen-filled glove box, Silica-3p-TPP ([P] 0.11 mmol/g, 45.5 mg, 0.005 mmol P, 1 mol percent P), anhydrous, degassed benzene (0.8 mL), and a solution of [PdCl(eta3-cinnamyl)]2 (0.65 mg, 0.00125 mmol, 0.5 mol percent Pd) in benzene (0.2 mL) were placed in an oven-dried, 10-mL glass tube containing a magnetic stirring bar. After stirring of the mixture for 5 min, KOAc (147 mg, 1.5 mmol), bis(pinacolato)diboron (2, 140 mg, 0.55 mmol), and p-chlorotoluene (1a, 63.3 mg, 0.50 mmol) were added. The tube was sealed with a screw cap and was removed from the glove box. The mixture was stirred at 25 °C for 10 h, and was filtered through a Celite pad (eluting with Et2O). Solvent was removed under reduced pressure. An internal standard (1,1,2,2-tetrachloroethane) was added to a residue to determine the yield of the product by 1H NMR (95percent). The crude material was then purified by silica gel chromatography to give arylboronate 3a (87.0 mg, 0.40 mmol, 80percent yield).

The synthetic route of 6781-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwai, Tomohiro; Harada, Tomoya; Tanaka, Ryotaro; Sawamura, Masaya; Chemistry Letters; vol. 43; 5; (2014); p. 584 – 586;,
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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. 2401-24-3, name is 2-Chloro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H8ClNO

61. The Suzuki reaction was carried out using the conditions of Example 10. Coupling partner 8-chloro-5-(furo[3,2-c]pyrid in-4-yloxy)quinoline was synthesized in the following manner: Skrau preaction of 2-chloro-5-methoxyaniline with propane-i ,2,3-triol afforded 8-chloro-5-methoxyquinoline, which was demethylated with aqueous hydrobromic acid. The resulting 8-chloroquinolin-5-ol was then reacted with 4-chlorofuro[3,2-c]pyridine using cesium carbonate indimethyl sulfoxide.

According to the analysis of related databases, 2401-24-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, HPLC of Formula: C3H4Cl3NO

Methyl 2,2,2-trichloroacetimidate (0.73 g, 4.09 mmol) and trifluoroacetic acid (0.63 ml_, 8.17 mmol) were added to a suspension of 4-nitrophenylenediamine (0.50 g, 3.27 mmol) in a 2:3 mixture of dichloromethane/diethyl ether (40 ml_). After stirring at RT for 3 h, the reaction mixture was filtered. The residue in the filter was washed with a 1 :1 mixture of dichloromethane:ether. The filtrates were combined and shaken with 1.5N aqueous sodium hydroxide (40 ml_). The organic layer was removed. A 1 :1 mixture of methanol/ether (40 ml.) was added, and the mixture was stirred at RT overnight. The precipitated yellow solid was collected by filtration, suspended in water and the mixture acidified with 6N aqueous HCI. The precipitate was collected by filtration and dried under vacuum overnight to give the title compound (0.331 g, 49%) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 8.56 (s, 1 H), 8.20 (d, 1 H), 7.79 (d, 1 H). MS: m/z 208 (M+H).

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; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
Chloride – Wikipedia,
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Electric Literature of 1207625-18-0, 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. 1207625-18-0, name is 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, This compound has unique chemical properties. The synthetic route is as follows.

3-(1 -Methyl-1 H-pyrazol-4-yl)-7/-/-pyrrolo[2,3-c]pyridazineThrough a well stirred suspension of 3-chloro-7/-/-pyrrolo[2,3-c]pyridazine (200 mg, 1.3 mmol), 1-methyl-4-[4-(4,4,5,5-tetramethyl[1 ,3,2]dioxaborolan-2-yl)-1 H-pyrazole (324 mg, 1 .55 mmol, 1.2 eq) and cesium carbonate (848 mg, 2.6 mmol, 2 eq) in 20 % aqueous dioxane (40 mL) was bubbled N2 gas for 15 min. at room temp. To the resulting solution was then added Pd(PPh3)4 (72 mg, 0.06 mmol) and heated at 100 C for 13 h. The reaction mixture was cooled to RT and solvent was removed under reduced pressure. The residue was partitioned between DCM and water (50 mL each), and the aqueous layer was extracted with methylene chloride (3 x 100 mL). The combined organic layers were washed with water (20 mL) followed by brine (10 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to yield a brown solid, which was purified by column chromatography on silica gel using 5 to 10% MeOH in DCM as eluent to yield the title compound as brown solid. 1H NMR (300 MHz, CDCI3): delta = 4.01 (s, 3H), 6.52 (d, J = 3.3 Hz, 1 H), 7.71 (d, J = 3.3 Hz, 1 H), 7.88 (s, 1 H), 8.03 (s, 1 H), 8.09 (s, 1 H).

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-7H-pyrrolo[2,3-c]pyridazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); A1;,
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These common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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. SDS of cas: 918538-05-3

To a 100 mL flask was added 2,4-dichloropyrrolo[2,1-J][1,2,4]triazine (3 g, 15.96 mmol), tetrahydrofuran (40 mL) and stirred. To the resulting solution was portionwise added sodium phenolate (2.03 8 g, 17.55 mmol). After 1 h, an aliquot of the reaction mixture was diluted with methanol and anlyzed by LCMS to ensure complete conversion. The reaction mixture was concentrated. To the residue was added water, stirred, filtered, washed extensively with water and dried. Obtained 2-chloro-4-phenoxypyrrolo[2, 1-J][1,2,4]triazine (3.71 g, 15.10 mmol, 95 % yield) as an off-while solid. LCMS m/z 245.9(M+H); rt 1.05 mm; Conditions A. ?HNMR: (300 IVIHz, DMSO-d6) oe 8.13 (dd, J2.6,1.5 Hz, 1H), 7.56-7.48 (m, 2H), 7.42-7.34 (m, 3H), 7.15 (dd, J4.5, 1.5 Hz, 1H), 6.99 (dd, J4.5, 2.6 Hz, 1H).

The synthetic route of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARIKRISHNAN, Lalgudi S.; FINK, Brian E.; BORZILLERI, Robert M.; TONUKUNURU, Gopikishan; RAHAMAN, Hasibur; WARRIER, Jayakumar Sankara; SESHADRI, Balaji; (411 pag.)WO2017/15425; (2017); A1;,
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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. 4152-90-3, name is (3-Chlorophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H8ClN

General procedure: To a solution of different amines (1 mmol) in ethanol (10 mL), ethylcyanoacetate (1.2 mmol) was added. The reaction mixture was stirred for 5-8 h under reflux. Progress of the reaction was monitoredby TLC. After completion of the reaction, the resulting mixture was cooled to 0-5 C in an ice bath and the solid separated was filtered off.

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 4152-90-3.

Reference:
Article; Shaik, Jeelan Basha; Palaka, Bhagath Kumar; Penumala, Mohan; Kotapati, Kasi Viswanath; Devineni, Subba Rao; Eadlapalli, Siddhartha; Darla, M. Manidhar; Ampasala, Dinakara Rao; Vadde, Ramakrishna; Amooru, G. Damu; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 219 – 232;,
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Reference of 72235-58-6, 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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-chloro-3-fluorobenzylamine (225 muIota_, 1 .83 mmol) and pyridine (296 muIota_, 3.66 mmol) in dichloromethane (5 ml), ethyl 2-chloro-2-oxoacetate (215 1 .92 mmol) was added dropwise over an ice bath. The solution was removed from the ice bath after 10 minutes and left to warm to room temperature. The reaction mixture was diluted with ethyl acetate, washed with 0.2 N HCI (2x) and saturated NaHC03 (1 x), dried with MgS04, filtered and concentrated in vacuo to give 0.3878 g (82% yield) of ethyl 2-(4-chloro-3- fluorobenzylamino)-2-oxoacetate as a white solid. H NMR (CDCI3, 400 MHz) delta 7.45 (s, 1 H), 7.36 (t, J=7.96 Hz, 1 H), 7.09 (d, J=9.6 Hz, 1 H), 7.02 (d, J=8.3 Hz, 1 H), 4.48 (d, J=6.4 Hz, 2H), 4.35 (q, J=6.9 Hz, 2H), 1.38 (t, J=6.9 Hz, 3H). To a solution of ethyl 2-(4-chloro-3- fluorobenzylamino)-2-oxoacetate (1 19.7 mg, 0.461 mmol) in ethanol (6 ml), 50% hydrazine hydrate (57 muIota_) was added dropwise. The reaction was stirred overnight at room (0128) temperature. The product was filtered from the mixture and dried in vacuo, providing 59.0 mg of A/-(4-chloro-3-fluorobenzyl)-2-hydrazinyl-2-oxoacetamide as a white solid (52% yield). H NMR (DMSO-Qf6, 400 MHz) delta 10.02 (s, 1 H), 9.30 (t, J=6.4 Hz, 1 H), 7.49 (t, J=8.24 Hz, 1 H), 7.24 (dd, J=1 .8, 10.5 Hz, 1 H), 7.08 (dd, J=1.36, 8.24Hz, 1 H), 4.51 (s, 2H), 4.27 (d, J=6.4 Hz, 2H); 3C NMR (DMSO-af6, 100 MHz) delta 160.54, 158.74, 158.40, 156.29, 141 .29, 141 .23, 130.99, 125.08, 125.05, 1 18.36, 1 18.19, 1 16.31 , 1 16.10, 41 .86.

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

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; EASTERN MICHIGAN UNIVERSITY; LAWRENCE, Daniel, A.; EMAL, Cory; REINKE, Ashley; LI, Shih-hon; (40 pag.)WO2019/23526; (2019); A1;,
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4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, 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: 2-Chloro-N-methylethanamine hydrochloride

(a) 1-Benzyl-3-(2-chloroethyl-methyl-amino)-pyrrolidine-2,5-dione 74.8 g (0.4 mol) of N-benzylmaleimide [Arch. Pharm. 308, 489 (1975)] and 52.0 g (0.4 mol) of 2-chloroethyl-methylamine hydrochloride are initially introduced into 400 ml of dioxane and 40.4 g (0.4 mol) of triethylamine are added dropwise at 20 C. The mixture is then boiled under reflux for 5 hours. The batch is subsequently poured into 2 l of ice-water and extracted with 3 portions of 400 ml of chloroform and the extract is washed with water, dried over sodium sulphate and concentrated on a rotary evaporator. Chromatography of the residue (101.1 g) on silica gel using ethyl acetate:petroleum ether (1:2) gives 56.8 g (51% of theory) of an oil. RF value: 0.33 (silica gel, ethyl acetate/petroleum ether=1:2)

The synthetic route of 4535-90-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US4990517; (1991); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics