Tag: M.W=200-300

Electric Literature of 19094-56-5,Some common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

To a mixture of 2-chloro-5-iodobenzoic acid (5.0 g, 17.7 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.90 g, 19.5 mmol) in DCM was added diisopropylamine (3.4 mL, 19.5 mmol). When everything went into solution, 1,3-dicyclohexylcarbodiimide (3.65 g, 17.7 mmol) was added and a white precipitate formed. TLC showed the starting material to be consumed and the reaction mixture was diluted with diethyl ether. The white solid was filtered and washed thoroughly with diethyl ether. The filtrate was concentrated and purified by column chromatography (10-15% EtOAc and hexanes) to give 4.68 g (81%) of the desired product. 1H NMR (400 MHz, d6-DMSO) delta 7.80-7.74 (m, 2H), 7.28 (d, J=8.4 Hz, 1H), 3.42 (s, 3H), 3.24 (s, 3H).

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kuntz, Kevin Wayne; Emerson, Holly Kathleen; Cheung, Mui; Badiang, Jennifer Gabriel; US2009/326029; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, molecular formula is C3H6ClI, 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. Recommanded Product: 6940-76-7

A reaction flask was charged with 6-fluoro-7-methyl-3,4- dihydro-1H-quinolin-2-one (0.150 g, 0.84 mmol) in dry DMF (1 mE) under N2. NaH (60% in oil, 0.038 g, 0.92 mmol) was added and stirred at it for 30 mm. Then 3-chioro- 1-iodopropane (0.13 1 g, 0.84 mmol) was added followed by stirring at rt for 20 h. The reaction mixture was quenchedwith water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The crude material was dissolved in MeCN (2 mE) followed by addition of 4-propoxypiperidine (0.086 g, 0.6 mmol), Nal (0.150 g, 1.0 mmol), and K2C03 (0.138 g, 1.0 mmol) and shaken at 50 C. for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by cation exchange CC followed by flash CC (Si02 EtOAc) to give the title compound (107EH93-2) (0.171 g, total yield 56%). ?H NMR (CH3OD) oe 7.00 (d, J=6.4 Hz, 1H), 6.87 (d, J=9.2 Hz, 1H), 3.94 (brt, J=7.2 Hz, 2H), 3.39 (t, J=6.6 Hz, 2H), 3.35-3.26 (m, 1H), 2.85-2.70 (m, 4H), 2.58-2.51 (m, 2H), 2.39 (brt, 7.4 Hz, 2H), 2.24 (d, J=1.6 Hz, 3H), 2.21-2.12 (m, 2H), 1.92-1.75 (m, 4 H), 1.62-1.48 (m, 4H), 0.91 (t, J=7.4 Hz); ?3C NMR (CH3OD) oe171.0, 157.1 (d, J=241), 135.2 (d, J=3 Hz), 126.5 (d, J=8 Hz), 123.2 (d, J=18 Hz), 118.1 (d, J=5 Hz), 114.3 (d, J=24 Hz), 74.6, 69.5, 55.4, 51.0, 40.4, 31.5, 30.9, 24.7, 24.5, 23.2, 13.5 (br), 10.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6940-76-7, its application will become more common.

Reference:
Patent; ACADIA PHARMACEUTICALS, INC.; Skjaerbaek, Niels; Koch, Kristian Norup; Friberg, Bo Lennart Mikael; Tolf, Bo-Ragnar; (70 pag.)US9522906; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 696-41-3, name is 3-Iodobenzaldehyde, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

General procedure: Typical procedure for one-pot synthesis of alpha-aminophosphonates: A mixture of nitro compound (1.0 mmol), aldehyde (1.0 mmol), DEP (1.0 mmol), and sodium dithionite (1.0 mmol) in DMSO (1.0 mL) were stirred at 120 C for the appropriate amount of time (3-4 h). After completion of the reaction as indicated by the TLC and LCMS, the reaction mixture was poured into water (5 mL), and then extracted with ethyl acetate (2 10 mL). The combined organic extracts were washed with saturated brine solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by recrystallization from diethyl ether (solid products) or purified by column chromatography using silica gel (100-200 mesh size) and eluting with hexane/ethyl acetate of increasing polarity to obtain the pure compound. When the above reaction was performed with 5-nitrobenzofuran (entry 16 in Table 2), the double bond between 2 and 3 carbons gets reduced by the sodium dithionite.

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; Kolli, Murali Krishna; Elamathi, Palani; Chandrasekar, Govindasamy; Katta, Vishweshwar Rao; Balvantsinh Raolji, Gajendrasinh; Synthetic Communications; vol. 48; 6; (2018); p. 638 – 649;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 42860-04-8, 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. 42860-04-8 name is 4-Chloro-3-iodobenzoic acid, 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.

To a 1 L oven dried flask was added 225 mL of dry DMF, 9 niL of phenyl acetylene, 77 mL of DIEA, and 25 gm of 4- Chloro-3-iodo benzoic acid. The mixture was degassed by bubbling 10 psi N2 gas through a canula needle for 25 minutes. 2.02 gm of Pd2dba3 and 338 mg Of (O-ToIyI)3P were added and the resulting mixture stirred for 69 hours a 65 °C. The solution was cooled and 500 mL of saturated Na2S2O5 was added and shaken vigorously in a separatory funnel. The water portion was removed and a gelatinous film remained in the flask after pouring off of the organic layer. The organic layer was filtered through coarse filter paper into a 4 L Erlenmeyer flask to remove the remaining polymeric material and left to stand for 8 hours. No additional precipitation was observed. To the organic solution was added one liter of water followed by 500 mL of sodium metabisulfite. Precipitation of the product was observed and the solution cooled in an ice bath for an additional 2 hours. The precipitated solids were collected by filteration in a funnel and washed (3 x 500 mL) with ice water. The solids were dried over night under vacuum. 58.7 gm of large opaque crystals were recovered. The crystals were dissolved in 1 L of ethyl acetate (EtOAc) in a separatory funnel, washed (3 x brine, 3 x H2O), and dried with Na2SO4 for 1 hour. The solution was filtered and the solvent removed by rotary evaporatoration. Over night drying under vacuum resulted provided 18.57 g of product as plate like crystals (81.7percent yield). 1H NMR 400 MHz DMSO-d6: deltaH 11.52 (IH s), 7.88-7.20 (8H m); MS (ES”) m/z 256 (M-H); HPLC (214 nm), rt 4.94 min, 99.8percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; PROPHARMACON, INC.; WO2006/22955; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 103962-05-6, 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. 103962-05-6 name is 1-Iodo-4-(trifluoromethoxy)benzene, 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.

Example 14 Preparation of 3-(4-nitrophenethyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C41) To a 100 mL flask were added 3-(4-nitrophenethyl)-1H-1,2,4-triazole (C38) (6.50 g, 29.8 mmol), potassium carbonate (8.23 g, 59.6 mmol), and copper(I) chloride (0.590 g, 5.96 mmol). The flask was sealed and placed under inert atmosphere, then N,N-dimethylformamide (99 mL), N1,N2-dimethylethane-1,2-diamine (1.28 mL, 11.9 mmol), and 1-iodo-4-(trifluoromethoxy)benzene (6.99 mL, 44.7 mmol) were added. The reaction mixture was stirred in a heating block warmed to 100 C., overnight. The reaction mixture was cooled to room temperature and poured into brine solution. The aqueous layer was extracted with ethyl acetate (3*100 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated. The resulting residue was purified by flash chromatography using 0-70% ethyl acetate/hexanes as eluent to provide the title compound (8.97 g, 79%): 1H NMR (400 MHz, DMSO-d6) delta 9.23 (s, 1H), 8.21-8.07 (m, 2H), 7.99-7.87 (m, 2H), 7.55 (dd, J=8.8, 1.8 Hz, 4H), 3.20 (dd, J=8.2, 6.2 Hz, 2H), 3.15-3.04 (m, 2H); 19F NMR (376 MHz, DMSO-d6) delta -57.06; 13C NMR (101 MHz, DMSO-d6) delta 163.73, 149.34, 146.85, 145.93, 142.91, 135.61, 129.69, 123.81, 123.30, 122.46, 121.26, 120.76, 118.71, 116.14, 32.94, 28.62; ESIMS m/z 379 ([M+H]+).

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

Reference:
Patent; Dow AgroSciences LLC; Giampietro, Natalie C.; Crouse, Gary D.; Sparks, Thomas C.; Demeter, David A.; (145 pag.)US2017/64962; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, belongs to iodides-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 31599-61-8, Application In Synthesis of 4-Iodo-1,2-dimethylbenzene

General procedure: To a stirred solution of aryl halide (1 mmol) in 2.5 mL heptane were added the alkene (1.5 mmol) and the internal standard (unde-cane, 0.3 mmol). An aqueous solution (2.5 mL) containing ligand 1or 2 (0.1 mmol), Na2PdCl4(0.005 mmol) and NaHCO3(1.5 mmol)was then added. The reaction mixture was heated at 100C for 18 h.The reaction mixture was cooled to room temperature. Once the organic phase has been recovered, the aqueous phase was washed twice with diethyl ether (2 × 2 mL). The combined organic phases were dried over anhydrous MgSO4 and heptane was removed under vacuum. The residue was purified by chromatography over a silica gel column. Elution with 10% ethyl acetate – heptane gave the expected bisaryl products as colorless oils.

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; Potier, Jonathan; Menuel, Stephane; Rousseau, Jolanta; Tumkevicius, Sigitas; Hapiot, Frederic; Monflier, Eric; Applied Catalysis A: General; vol. 479; (2014); p. 1 – 8;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 27913-58-2, 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. 27913-58-2, name is 4-(4-Iodophenyl)butanoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: Preparation of methyl 4-(4-iodophenyl)-butyrate To a solution of 4-(p-iodophenyl)-butyric acid (45.0 g, 0.155 mol) in methanol (1.3 L), was added sulfuric acid (concentrated, 8.4 mL) dropwise and it was stirred at room temperature under nitrogen for 3 hours. The reaction mixture was concentrated on a rota-vapor, the residue was then partitioned between ethyl acetate (700 mL) and saturated sodium bicarbonate aqueous solution (500 mL). The organic phase was separated, washed with brine (2*200 mL), then dried over Na2SO4 and filtered. Evaporation of solvent gave the titled compound as an oil that was used in step B without further purification.

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, 4-(4-Iodophenyl)butanoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cano, Ivan Collado; Dominianni, Samuel James; Etgen, Garret Jay; Garcia-Paredes, Cristina; Johnston, Richard Duane; Letourneau, Michael Edward; Mantlo, Nathan Bryan; Martinelli, Michael John; Mayhugh, Daniel Ray; Saeed, Ashraf; Thompson, Richard Craig; Wang, Xiaodong; Coffey, David Scott; Schmid, Christopher Randall; Vicenzi, Jeffrey Thomas; Xu, Yanping; US2004/102500; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6INO3

To a stirred solution of 4-iodo-3-nitroanisole (6.33 g, 22.7 mmol) in acetic acid (3.78 mL) and anhydrous EtOH (37.8 mL) were added Fe (7.60 g, 0.136 mol) and FeCl3 (2.21 g, 13.6 mmol) portionwise at room temperature, and then the mixture was heated to 80 C. After 40 min, the reaction mixture was filtered through a pad of Celite. To the resulting mixture was added H2O and the aqueous layer was extracted with EtOAc three times. The combined organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified with flash column chromatography on silica gel (hexane/EtOAc=7/1) to afford 69 (4.77 g, 19.2 mmol, 84%) as a slightly yellow solid. Mp 33-34 C; IR (neat, cm-1) 3459, 3364, 2936, 1613, 1569, 1486, 1428, 1332; 1H NMR (CDCl3, 400 MHz) delta 7.47 (d, J=8.7 Hz, 1H), 6.32 (d, J=2.8 Hz, 1H), 6.13 (dd, J=8.7, 2.8 Hz, 1H), 4.06 (s, 2H), 3.74 (s, 3H); 13C NMR (CDCl3, 100 MHz) delta 161.1, 147.6, 139.2, 106.6, 100.5, 73.4, 55.3; HRMS (DART) calcd for C7H9INO ([M+H]+) 249.9729, found 249.9738.

The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamakawa, Takayuki; Ideue, Eiji; Iwaki, Yuzo; Sato, Ayumu; Tokuyama, Hidetoshi; Shimokawa, Jun; Fukuyama, Tohru; Tetrahedron; vol. 67; 35; (2011); p. 6547 – 6560;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-85-5, 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. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of methyl 4-chloro-2-iodobenzoate (5.93g, 20 mmol), 4-bromo-2-nitroaniline (4.34g, 20 mmol), copper (1.26g, 20 mmol), and K2CO3 (2.76g, 20 mmol) in chlorobenzene (300 mL) was heated to reflux for 2 days, cooled to room temperature, diluted with ethyl acetate, and filtered through diatomaceous earth (CELITE#). The solution was washed with water and brine, dried (MGS04), filtered, and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel with 9: 1 hexanes/ethyl acetate to provide 6.86g (89 %) of the desired product. MS (DCI) m/e 386 (M+H) +, 403 (M+NH4) + ; 1H NMR (300 MHz, DMSO- D6) 8 10.83 (s, 1H), 8.28 (d, J = 2.4 Hz, 1H), 7.97 (d, J = 8.5 Hz, 1H), 7.82 (dd, J = 9.1, 2.4 Hz, 1H), 7.63 (d, J = 9. 1 HZ, 1H), 7.52 (d, J = 2. 1 HZ, 1H), 7.17 (dd, J = 8. 5, 2 Hz, 1H), 3.87 (s, 3H).

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

Reference:
Patent; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: tert-Butyl (3-iodopropyl)carbamate

Intermediate 7. A solution of glyoxal cyclen 1 (1.00 g, 5.15 mmol) and iert-butyl N-(3- iodopropyl)carbamate (1.64 g, 5.66 mmol) in 10 mL of dry THF was stirred for 4 days at room temperature. The resulting precipitate was recovered by filtration and washed with small portions of dry THF, to give a white solid (2.25 g, 91 % yield). ln NMR (D20, 300 MHz): 3.95-3.41 (m, 10H), 3.27-3.17 (m, 6H), 2.95-2.76 (m, 4H), 2.58-2.47 (m, 2H), 2.14-2.00 (m, 2H, CH^CHNHBoc), 1.44 (s, 9H, C(CH3. 13C NMR (D20, 300 MHz): 161.3 (CO), 87.1 (CHam), 84.6 (C(CH3)3), 75.0 (CHam), 65.3, 60.3, 9.3 (CH2NHCO), 54.5, 51.7, 51.4, 51.0, 50.9, 46.9, 40.3 (CHjNHCO), 31.1, 26.7 (CH^CH^HCO). HRMS (ESI): calculated for Ci8H34N502 [M+H]+: 352.270702; found: 352.270888.

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 167479-01-8.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE DE BRETAGNE OCCIDENTALE; OUKHATAR, Fatima; BEYLER, Maryline; TRIPIER, Raphael; (64 pag.)WO2016/87667; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com