Tag: M.W=200-300

71838-16-9, 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. 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, A new synthetic method of this compound is introduced below.

General procedure: To a solution of benzenethiol (0.6 mmol) in DMSO (2 mL) was added in a Schlenk tube at room temperature under oxygen condition. Subsequently, Cs2CO3 (1.0 mmol), CuI (0.02 mmol) and 1-bromo-2-iodobenzene (0.5 mmol) were added. The mixture was heated under 95 C for 4 h. After the reaction was completed, cooled to room temperature. Water (10 mL) was added to the reaction mixture and CH2Cl2 (3×10 mL) were used to extract the crude product. After removing the solvent, the resulting crude was purified by column chromatography with pure petroleum as eluent to give 1 as Colorless oily liquid.

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; Liu, Na; Chao, Fei; Huang, Yu; Wang, Yanlan; Meng, Xu; Wang, Long; Liu, Xiang; Tetrahedron Letters; vol. 60; 46; (2019);,
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5471-81-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5471-81-8 as follows.

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 3-methyl-4 iodine benzoate Methyl ester (0.2 mmol, 1.0 equiv.), 1,2-epoxyoctadecane (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred 24hour. After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3¡Á10 mL), dried Na2SO4 Dry, filter, and concentrate under vacuum. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 50:1 (v/v),67 mg of methyl 7-methyl-2-n-hexadecyl-2,3-dihydrobenzofuran-5-carboxylate (white solid, yield 80%).

According to the analysis of related databases, Methyl 4-iodo-3-methylbenzoate, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
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These common heterocyclic compound, 610-97-9, name is Methyl 2-iodobenzoate, 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. 610-97-9

Example 15A Methyl 5-bromo-2-iodobenzoate To a stirred slurry of methyl 2-iodo-benzoate (5.0 g, 0.019 mol) and N-bromosuccinimide (3.74 g, 0.021 mol) in acetic acid (10 mL) was added concentrated H2SO4 (10 mL) dropwise, keeping the temperature at 20-40 C. The mixture was stirred at room temperature for 88 hours and then heated at 50 C. for 4 hours. The mixture was cooled to 10 C., treated with 40 g of ice water, and extracted with 50 mL of CH2Cl2. The organic phase was washed in succession with 2*50 mL 5% NaHCO3, 50 mL 10% Na2S2O3, 50 mL water, and concentrated to colorless oil. The residue was purified by column chromatography (silica gel, 10:90 EtOAc:hexane) to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 7.92 (d, J=4 Hz, 1H), 7.83 (d, J=8 Hz, 1H), 7.27 (dd, J=8, 4 Hz, 1H), 3.92 (s, 3H); MS (DCl/NH3) [M+NH4]+at 358, [M+NH3.NH4]+ at 375.

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 610-97-9.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-Yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Curtis, Michael P.; US2005/272736; (2005); A1;,
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2265-93-2, Name is 2,4-Difluoroiodobenzene, 2265-93-2, belongs to iodides-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.

EXAMPLE 4; 2,4-Bis-(2,4-difluorophenyI)-3-l(3-pyridyl)hydroxymethyI]thiophene; To a suspension of 1.54gm (ll.lmmol) of potassium carbonate, 1.44gm (4.46mmol) of tetrabutylammonium bromide, and .05gm (0.22mmol) of palladium(II) diacetate in 1.ImL of acetonitrile/H2O (9:1) under a N2 atmosphere was added 1.83gm (6.69mmol) of 2,4-difluoro-l-iodobenzene and 0.50gm (4.46mmol) of thiorhohene-3-carboxaldehyde. The mixture was heated at 800C for 3days, and then diluted with ethyl acetate. The ethyl acetate solution was washed with water and dried over magnesium sulfate. The drying agent was filtered off, and the solvent was removed by rotoevaporation to give a red-brown solid which was purified by flash column chromatography on silica gel to give a mixture of 2-(2,4- difluorophenyl)thiophene-3-carboxaldehyde and 2,4-bis-(2,4- difluorophenyl)thiophene-3-carboxaldehyde which was used in the next reaction.

Statistics shows that 2,4-Difluoroiodobenzene is playing an increasingly important role. we look forward to future research findings about 2265-93-2.

Reference:
Patent; SYNGENTA LIMITED; WO2007/75487; (2007); A2;,
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18698-96-9, A common compound: 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Aminoester 76 (0.92 g, 4.50 mmol) and 2-(2-iodophenyl)acetic acid (1.36 g, 5.2 mmol) were dissolved in 23 ml butyl acetate. 1-Propanephosphonic anhydride solution (T3P, 7 ml, 11.7 mmol) was added and the mixture was stirred for 1 h at room termpature and then 1 h at reflux. The mixture was allowed to cool to room temperature and was washed twice with 4percent sodium bicarbonate solution. The organics were dried over anhydrous sodium sulphate, filtrered and evaporated under reduced pressure. The residue was purified using the SP-1 purification system (ethyl acetate-hexane gradient, 0:100 rising to 30:70) to give 77 (1.1 g, 2.62 mmol, 58percent yield) as a pale yellow solid. Purity 100percent. 1H NMR spectrum not recorded. UPLC/MS (3 min) retention time 1.76 min. LRMS: m/z 421 (M+1).

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, 2-(2-Iodophenyl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Buil, Maria Antonia; Calbet, Marta; Castillo, Marcos; Castro, Jordi; Esteve, Cristina; Ferrer, Manel; Forns, Pilar; Gonzalez, Jacob; Lopez, Sara; Roberts, Richard S.; Sevilla, Sara; Vidal, Bernat; Vidal, Laura; Vilaseca, Pere; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 102 – 133;,
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Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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 19094-56-5, 19094-56-5

EXAMPLE 55A A solution of 2-chloro-5-iodobenzoic acid (600 mg) in THF (7 mL) at 0 C. was treated with a 1M LiAlH4 in THF (1.17 mL), stirred for 30 minutes, quenched with water (5 mL), diluted with ethyl acetate, washed with 1M HCl, 1M NaOH and brine and concentrated. The concentrate was flash chromatographed on silica gel with 20% ethyl acetete/hexanes.

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, 2-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wendt, Michael D.; Sun, Chaohong; Sauer, Daryl R.; Elmore, Steven W.; Kunzer, Aaron R.; US2007/72833; (2007); A1;,
Iodide – 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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., 608-28-6

Bis(triphenylphosphine) palladium(II) chloride (12.10 mg, 0.02 mmol) and methanol (2 mL) were added to a stirred suspension of 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole (21, 96 mg, 0.34 mmol), cesium fluoride (157 mg, 1.03 mmol) and 2-iodo-1,3-dimethylbenzene (0.080 mL, 0.34 mmol) , degazed and under argon. The resulting suspension was heated at 120 C for 20 minutes on the microwaves apparatus.The mixture was adsorbed on silica gel with a methanolic solution of ammonia.The crude product was purified by flash chromatography on silica gel eluting with 10 to 30% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 4-(2,6-dimethylphenyl)-2-(tetrahydro-2H-pyran-2-yl)-2H-1,2,3-triazole (24, 80 mg, 90 %) as a pale colorless gum: UP-LCMS (tR = 0.68 min., purity = 100%), ESI+ m/z, no ion detected; 1H NMR (CDCl3, 500 MHz) delta (ppm) 7.60 (s, 1H), 7.20 (dd, J=7.8 Hz, 1H), 7.10 (d, J=7.6 Hz, 2H), 5.78 (dd, J=8.8, 2.4 Hz, 1H), 4.01 – 4.13 (m, 1H), 3.73 – 3.82 (m, 1H), 2.41 – 2.53 (m, 1H), 2.13 (s, 8H), 1.70 – 1.81 (m, 2H), 1.62 – 1.70 (m, 1H); 13C NMR (CDCl3, 126MHz) delta (ppm) 146.7, 138.2, 135.2, 130.3, 128.9, 127.9, 89.3, 67.7, 29.8, 25.2, 22.1, 21.1; HRMS m/z (ESI+) calculated for C15H19N3O: 174.10257; found: 174.10246 corresponding to M(-C5H8O)+

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; Davey, Paul R.J.; Delouvrie, Benedicte; Dorison-Duval, Delphine; Germain, Herve; Harris, Craig S.; Magnien, Francoise; Ouvry, Gilles; Tricotet, Thomas; Tetrahedron Letters; vol. 53; 50; (2012); p. 6849 – 6852;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, molecular formula is C8H7IO2, 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. 82998-57-0

General procedure: 1.10.5. General method K To a suspension of amine derivative (1 eq.), carboxylic acid (1.2 eq.), EDCI.HC1 (1.3 eq.) and HOBt (1.3 eq.) in DMF is added Et3N (2.6 eq.). The reaction mixture is stirred overnight at room temperature. After 48 h, water was added and the mixture is extracted with EtOAc. The organic layers are combined, dried over Na2S04, filtered and evaporated to dryness. The expected intermediate is purified by chromatography of silica gel (elution DCM/ MeOH: 95/5 or 90/10) or preparative LCMS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 82998-57-0, its application will become more common.

Reference:
Patent; GALAPAGOS NV; SANIERE, Laurent Raymond Maurice; HUCK, Jacques; DYKES, Graeme James; SCHMITT, Benoit Antoine; BLANC, Javier; BUTLER, Anna Sara; BEAUMONT, Stephane Nicolas Alain; BONNATERRE, Florence Marie-Emilie; WO2015/24905; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

39998-81-7, Adding some certain compound to certain chemical reactions, such as: 39998-81-7, name is 2-Fluoro-4-iodo-1-methylbenzene, 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 39998-81-7.

2-fluoro-4-iodotoluene 25g (105.9mmol, 1.0eq), AIBN 417mg (2.5mmol, 0.024eq),Co(OAc)2¡¤4H2O 1.3g (7.3mmol, 0.049eq), NaBr 360mg (4.9mmol, 0.033eq), dissolved in HOAc 250mL (10V), stirred for total use,The temperature of the outer bath of the reaction coil was raised to 130 C, and the coil pressure was adjusted to 1.2 MPa with oxygen to start the charging. The residence time of the system was 1.5 h and the oxygen was 3 to 5 eq.The system was directly pumped into 375 mL of purified water, and the pH of the system was adjusted to 12-14 with NaOH solids.The aqueous phase was extracted twice with 125 mL MTBE, and the aqueous phase was adjusted to pH 1 with concentrated HCl.A large amount of solid was precipitated, and 9.9 g of the target product was obtained by filtration, and the yield was 35%.

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 39998-81-7.

Reference:
Patent; Jilinkai Laiying Pharmaceutical And Chemical Co., Ltd.; Hong Hao; Zhang Enxuan; Lu Jiangping; Liu Zhiqing; Li Chao; Tan Yang; (16 pag.)CN110218150; (2019); A;,
Iodide – 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. 88-67-5, name is 2-Iodobenzoic acid, A new synthetic method of this compound is introduced below., 88-67-5

Ethanol (50.0 mL), H2SO4 (0.5 mL) and 2-iodobenzoic acid (2.00 mg, 8.06mmole) were added into an oven-dried 100 mL round-bottomed flask. Thereaction was run at 78 C for 2.5 hours. After the reaction was complete, thesolvent was removed in vacuo by rotary-evaporatory. The resulting residue was diluted withethyl acetate (30 mL) and then washed with saturated sodium bicarbonate solution (40 mL). Theaqueous phase was then extracted with ethyl acetate (30 mL). The combined organic layers werewashed with water (30 mL) followed by drying over MgSO4 and concentration in vacuo usingrotary-evaporator. The desired product (1.94 g, 88 %) was obtained as light yellow oil withoutfurther purification: IR (ZnSe) nu (cm-1): 3062 (w), 2980 (m), 1719 (s), 1101 (s), 1561 (s), 1042(s), 737 (s), 686 (s); 1H NMR (300 MHz, CDCl3) delta 1.42 (t, J = 7.2, 3H), 4.41 (q, J = 7.2, 2H), 7.15 (dt, J = 7.2, 1.5, 1H), 7.41 (dt, J = 7.5, 1.2, 1H), 7.99 (dd, J = 7.8, 0.9, 1H), 7.80 (dd, J =7.5, 1.5, 1H); 13C NMR (300 MHz, CDCl3) delta 13.6, 60.5, 93.9, 127.0, 130.7, 131.1, 136.1, 143.2,167.0.

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; Damkaci, Fehmi; Altay, Esra; Waldron, Matthew; Knopp, Michael A.; Snow, David; Massaro, Nicholas; Tetrahedron Letters; vol. 55; 3; (2014); p. 690 – 693;,
Iodide – Wikipedia,
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