Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 31928-47-9, name is 4-Bromo-2-chloro-1-iodobenzene, 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 31928-47-9, COA of Formula: C6H3BrClI

c To a solution of 1,3-dichloro-5-ethynyl-benzene (1.52 g, 8.9 mmol) in triethylamine (32.4 mL) was added PdCl2(PPh3)2 (57.15 mg, 0.08 mmol), (E)-3-iodo-prop-2-enoic-acid ethyl ester (1.84 g, 8.1 mmol) and copper(l)iodide (7.7 mg, 0.04 mmol). The reaction mixture was stirred for 2 h at 50 C., whereafter the reaction mixture was cooled to room temperature, water (30 mL) added and the mixture extracted with diethyl ether (3*20 mL). The combined and dried organic phases were evaporated to give crude (E)-5-(3,5-dichloro-phenyl)-pent-2-en-4-ynoic acid ethyl ester in 1.1 g yield. 1H NMR (300 MHz, CDCl3) delta: 1.32 (t, 3H), 4.22 (q, 2H), 6.32 (d, 1H, J=16 Hz), 6.92 (d, 1H, J=16 Hz), 7.37 (s, 3H).

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Reference:
Patent; Mogensen, John Patrick; Sauerberg, Per; Bury, Paul Stanley; Jeppesen, Lone; Pettersson, Ingrid; US2001/41709; (2001); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 31827-94-8, These common heterocyclic compound, 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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: In a closed borosilicate glass vessel fitted with silicone cap with septum, amixture of triazole 1 (0.21 g, 1 mmol) and the appropriate phenacyl bromide (1 mmol) inEtOH (5 ml) was irradiated using MW for 3 min. Compounds 8a and 8b were collectedusing the same work up described above.

Statistics shows that 2-Bromo-1-(4-iodophenyl)ethanone is playing an increasingly important role. we look forward to future research findings about 31827-94-8.

Reference:
Article; Aouad, Mohamed R.; Al-Saedi, Amr M. Hassan; Ali, Adeeb A.; Rezki, Nadjet; Messali, Mouslim; Organic Preparations and Procedures International; vol. 48; 4; (2016); p. 355 – 370;,
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. 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 702641-04-1

F. Isopropyl 5-TRIFLUOROMETHYL-2-IODOPHENYLACETATE A mixture OF 4-AMINOBENZOTRIFLUORIDE (100 g, 0.62 mol) and di-tert-butyl carbonate (150 G, 0.69 mol) in anhydrous THF (400 mL) is heated at reflux temperature for 6 hours and then cooled to room temperature. Most of the solvent is removed using a rotary evaporator and the non-volatile material that remains is triturated with water (1000 mL) to form a solid. The solid is isolated by filtration and washed with additional water (500 mL), then washed with hexanes (500 mL) to give 4- (BOC-amino) benzotrifluoride (m. p. 123-124C). 4- (BOC-AMINO) BENZOTRIFLUORIDE (143 g, 0.55 mol) is dissolved in anhydrous THF (800 mL) and cooled in a dry-ice/ethanol bath. A solution of TERT-BUTYLLITHIUM (709 mL of 1.7 M) in pentane is then slowly added via a dropping funnel. After the addition is complete, the reaction mixture is allowed to warm TO-30C and stirred, at that temperature, for 2 hours. The reaction mixture is cooled to-78C and an excess amount (100 g) of dry-ice is added. The reaction mixture is again allowed to warm TO-30C and stirring is continued for 2 hours AT-30C and then at room temperature overnight. The reaction is quenched by addition of saturated aqueous ammonium chloride (500 mL). The mixture is partitioned between 1 N HCI (500 mL) and EtOAc (500 mL). The organic layer is washed with brine (400 mL), dried (MGS04) and concentrated by rotary evaporator to give crude product which is purified by flash chromatography (10: 1 HEXANES/METHANOL) to give 4- (BOC-amino)-5- TRIFLUOROMETHYLBENZOIC ACID (m. p. 197-198C). 2- (BOC-AMINO)-5-TRIFLUOROMETHYLBENZOIC acid, obtained above (120 G) is dissolved in absolute ethanol (200 mL) and treated with 3 N HCI (80 mL). The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the pH of the remaining solution adjusted to pH 7 with 2 N NAOH solution. The mixture is extracted with EtOAc (500 mL), the organic layer is washed with brine (250 mL), dried (MGS04) and the solvent removed by rotary evaporator. The residue is purified by trituration with hexanes and filtration to give 5- trifluoromethylanthranilic acid (m. p. 191-192C). 5-Trifluoromethylanthranilic acid (43 G, 0.21 mol) is suspended in a mixture of concentrated HCI (40 mL) and water (240 mL), cooled to 0C and stirred. Sodium nitrite (18 g, 0.26 mol) is dissolved in water (50 mL) and slowly added taking care to maintain the temperature of the reaction mixture below 5C. Stirring is continued at 0C for 30 minutes. Potassium iodide (65 G, 0.39 mol) is dissolved in a mixture of concentrated H2SO4 (15 mL) and water (100 mL) and the solution is added dropwise to the reaction mixture while keeping the temperature below 10C. The mixture is then heated to 100C and stirred for 2 hours. After cooling to room temperature, the mixture is partitioned between EtOAc (750 mL) and saturated sodium bisulfite solution (500 mL). The organic layer is washed again with saturated sodium bisulfite solution (500 mL) and then brine (500 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzoic acid (m. p. 171- 172C). 5-Trifluoromethyl-2-iodobenzoic acid (50 g, 158 MMOL) is dissolved in anhydrous THF (200 mL) and cooled in an ice-salt bath until the temperature REACHES-5C. Borane-THF complex is added dropwise as a 1.0 M solution in THF (350 mL, 350 MMOL) AT-5C. After addition is complete, the reaction mixture is slowly warmed to room temperature and stirred for 12 hours. Water (40 mL) is carefully added dropwise (foaming) and the reaction mixture stirred for 30 minutes. Additional water (350 mL) is added and the mixture is concentrated by rotary evaporator to remove most of the THF. Additional water (250 mL) is added to form a precipitate, which is isolated by filtration to give 5-trifluoromethyl-2-iodobenzyl alcohol (m. p. 81-82C). 5-Trifluoromethyl-2-iodobenzyl alcohol (45 g, 0.15 mol) is dissolved in anhydrous ET20 (400 mL) and treated with phosphorous tribromide (41 mL, 0.15 mol) by dropwise addition. The reaction mixture is stirred at room temperature overnight and quenched by slow addition of water (150 mL). The organic layer is separated, washed with saturated aqueous NAHCO3 (250 mL), brine (250 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzyl bromide as an oil. A solution of 5-trifluoromethyl-2-iodobenzyl bromide (55 G, 0.15 mol) in EtOH (200 mL) is stirred at room temperature and a solution of sodium cyanide (16 g, 0.33 mol) in water (60 mL) is added. The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the residue partitioned between EtOAc (500 mL) and water (200 mL). The organic layer is washed with brine (250 mL), dried (MGS04) and the solvent is removed by rotary evaporator. The residue is purified …

The synthetic route of 702641-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/48314; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 263351-43-5, A common heterocyclic compound, 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, molecular formula is C12H16INO2, 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: To a solution of N-t-butyloxycarbonyl-4-iodobenzylamine (440 mg,1.30 mmol) in THF was added CuI (125 mg, 0.70 mmol), Et3N (0.40 ml, 2.60 mmol)and Pd(PPh3)4 (53.0 mg, 0.046 mmol) at room temperature. After the stirred for 5 min, 6a (216 mg, 1.30 mmol) was added to the solution. After the stirring for 24 h, saturatedNH4Cl and Et2O were added to the solution. Organic layer was washed with saturatedNaHCO3 and brine, dried over MgSO4 and evaporated in vacuo. The residue waspurified by column chromatography (hexane:AcOEt=1:1) to give 11 (121 mg, 0.30mmol, 25%) as a colorless oil.

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; Konno, Hiroyuki; Sato, Taki; Saito, Yugo; Sakamoto, Iori; Akaji, Kenichi; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5127 – 5132;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 31827-94-8, These common heterocyclic compound, 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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: In a typical experimental procedure, o-phenlylenediamine and alpha-bromo ketone in 1:1 molar ratios was taken in a 100 mL round bottom flask. To this water-methanol (1:1) and 100 mg PHP was admixed. The reaction mixture was then allowed to stir with magnetic spinning bar, after some time a yellowish mass appeared which settles down like a precipitate after the completion of the reaction (checked by TLC). It was then filtered; the solid reaction mixture was dissolved with dichloromethane (25 mL) and evaporated under vacuum. The crude product was then crystallised from ethanol. The desired product was pure on TLC and characterized by spectral (IR, 1H and 13C NMR) data and compared to those reported in literature.

The synthetic route of 31827-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ghosh, Pranab; Mandal, Amitava; Tetrahedron Letters; vol. 53; 48; (2012); p. 6483 – 6488,6;; ; Article; Ghosh, Pranab; Mandal, Amitava; Tetrahedron Letters; vol. 53; 48; (2012); p. 6483 – 6488;,
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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Iodo-2-(2-iodoethoxy)ethane

INTERMEDIATE 18(2-Oxo-2′.3′.5′.6′-tetrahvdrospirorindole-3.4′-Pyran1-l(2H)-vnacetic acidStep A. 2′.3′.5′.6′-Tetrahvdrospirorindole-3.4′-pyran1-2?/f)-oneButyllithium (2.5 M in hexanes, 3.76 mL, 9.39 mmol) was added to a solution of oxindole (500 mg, 3.76 mmol) at -78 0C in THF (40 mL). After complete addition, NJIJt’.N’- tetramethylethane-l,2-diamine (1.48 mL, 9.76 mmol) was added, maintaining the internal temperature < -70 C. After 1 h at -78 C, 2-iodoethyl ether (4.90 g, 15.0 mmol) was added and the reaction warmed to ambient temperature. After 48 h the reaction was quenched with H2O (5 mL) and the mixture was partitioned between EtOAc (100 mL) and H2O (100 mL). The aqueous solution was extracted with EtOAc (3 chi 50 mL) and the combined organic layers were washed with brine (20 mL), dried over Na2SO4, filtered, and concentrated in vacuo. Purification by silica gel chromatography, eluting with a gradient Of CH2Cl2MeOH - 100:0 to 97:3, gave the title compound. MS: m/z = 204 (M + 1). The synthetic route of 34270-90-1 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MERCK & CO., INC.; WO2008/130512; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 628-21-7, 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 628-21-7 as follows.

Example 38: Synthesis of 2-(2,6-Dimethyl-phenyl)-l-oxo-octahydro-isoindole-3a- carboxylic acid (3,5-bis-trifluoromethyl-phenyl)-amide[0190] a) Lithium bis(trimethylsily)amide (1.0 M in THF, 3.8 mL, 2.4 mmol) was added to a solution of l-(2,6-dimethyl-phenyl)-5-oxo-pyrrolidine-3 -carboxylic acid methyl ester (0.4 g, 1.6 mmol) in THF (16 mL) in a reaction flask at -50 C and stirred for 5 min. The reaction was then warmed to 0 C, and addition of 1,4-diiodobutane (0.79 g, 2.6 mmol) was followed. The reaction was warmed to room temperature and stirred for 1 h. The reaction quenched saturated NH4C1. The layers were separated and the aqueous layer was extracted with EtOAc (3X). The combined organic layers were dried (MgS04) and concentrated under reduced pressure. The residue was purified by flash chromatography (Si02, 0-50% hexanes/EtOAc) to give the desired compound in 63% yield (0.3 g).

According to the analysis of related databases, 628-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; CHARVAT, Trevor T.; CHU, Hiufung; KRASINSKI, Antoni; LANGE, Christopher W.; LELETI, Manmohan Reddy; POWERS, Jay P.; PUNNA, Sreenivas; SULLIVAN, Timothy J.; UNGASHE, Solomon; WO2011/35332; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 640280-28-0,Some common heterocyclic compound, 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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 solution of 1-bromo-2-iodo-4-(trifluoromethyl)benzene (2g, 5.70 mmol) in 10 mldry THF was slowly added isopropylmagnesium chloride (2.85 ml, 2M solution, 5.70mmol) at -10 C and reaction mixture was stirred for next 30 mm. Then the solution of dihydro-2H-pyran-4(3H)-one (0.63 g, 6.27 mmol) in 10 ml THF was added to the reaction mixture and stirred further for 1 .5h. After completion of reaction as indicated by TLC, reaction mixture was quenched by adding saturated NH4C1 solution and partitionedbetween ethyl acetate and water. The organic phase was washed with brine, dried over Na2SO4 and concentrated under vacuum. The crude was purified by column chromatography to obtain title compound (0.55g, 29 %).

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

Reference:
Patent; LUPIN LIMITED; RAMDAS, Vidya; LORIYA, Rajeshkumar, Maganlal; BANERJEE, Moloy; PATIL, Pradeep, Rangrao; JOSHI, Advait, Arun; DATRANGE, Laxmikant, Shamlal; WALKE, Deepak, Sahebrao; KHAN, Talha, Hussain; DAS, Amit, Kumar; GOTE, Ganesh, Navinchandra; KALHAPURE, Vaibhav, Madhukar; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (234 pag.)WO2017/37682; (2017); 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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., name: 1,4-Diiodobutane

A solution of 66.1 g (500 mmol) of indan-2-one [615-13-4] and 340.9 g (1100 mmol) of 1,4-diiodobutane [628-21-7] in 500 ml of THF is added dropwise over the course of 2 h to a vigorously stirred mixture of 40.0 g (1 mol) of NaOH, 40 ml of water, 18.5 g (50 mmol) of tetrabutylammonium iodide [311-28-4] and 1500 ml of THF. When the addition is complete, the mixture is stirred at room temperature for a further 14 h, the aqueous phase is separated off, and the organic phase is evaporated to dryness. The residue is taken up in 1000 ml of n-heptane, washed five times with 300 ml of water each time and dried over magnesium sulfate. The crude product obtained after removal of the n-heptane is subjected to fractional distillation in an oil-pump vacuum (about 0.2 mbar, T about 135 C.). Yield: 83.0 g (345 mmol), 69%. Purity about 95% according to1H-NMR.

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 628-21-7.

Reference:
Patent; MERCK PATENT GMBH; STOESSEL, PHILIPP; KAISER, JOACHIM; KROEBER, JONAS VALENTIN; GROSSMANN, TOBIAS; (109 pag.)TW2016/30884; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 31928-47-9, These common heterocyclic compound, 31928-47-9, name is 4-Bromo-2-chloro-1-iodobenzene, 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.

A solution of Pd(OAc)2 (0.777 g, 3.46 mmol, 0.04 equiv.) and Xantphos (3.0 g, 5.19 mmol, 0.06 equiv.) in toluene (300 mL), under N2 was stirred for 20 minutes and then added to a slurry of 6-amino-7-fluoro-3-methyl-5H-benzoimidazole-5-carboxylic acid methyl ester (6) (19.3 g, 86.5 mmol, 1 equiv.), bromochloroiodobenzene (30.2 g, 95.1 mmol, 1.1 equiv.) and Cs2CO3 (particle size = 20 microns or less; 51 g, 156 mmol, 1.8 equiv.) in toluene (200 mL), over 15 minutes at about 50 0C. The mixture was then heated at reflux for 29 hours, after which no starting material remained by HPLC analysis. After allowing the mixture to cool to ambient it was filtered through an M frit and the solid was washed with toluene (95 mL), then dried in a vacuum oven at 50 0C overnight. The solid was then suspended in water (784 mL) and 2N aqueous HCl (174 mL) was added slowly, over about 15 minutes to control bubbling. The resultant slurry was stirred at room temperature for 2 hours, then filtered through an M frit funnel (150 mL). The solid product was washed with water (3 x 87 mL) and dried in a vacuum oven at 45 0C, to provide 6-(4-bromo-2- EPO chlorophenylaminoj-V-fluoro-S-metliyl-SH-benzoimidazole-S-carboxylic acid methyl ester (11) 25.6 g (92 wt % by HPLC, corrected mass = 23.6 g, 66% yield). 1H NMR (400 MHz, d6 DMSO) delta 3.84 (3H, s, NMe), 3.93 (3H, s, OMe), 6.44 (IH, dd, J 8.8, 5.1, Ar-H), 7.28 (IH, dd, J 2, 9.8, Ar-H), 7.64 (IH, d J2.1, Ar-H), 8.1 (IH, s, NH) 8.14 ( IH, s, Ar-H), 8.5 (IH5 s, Ar-H); delta 19F (376 MHz, d6 DMSO) -133; 13C NMR (100 MHz, d6 DMSO) delta 32 (MeN), 52 (MeO), 109.4 (C), 109.7 (CH), 115.7 (CH), 119.1 (C), 120.7 (C), 122.5 (C, d, J 10), 130.4 (CH), 131.0 (CH), 133.4 (C, d, J 10), 135.5 (C, d, J 16), 140.8 (C), 146.0 (C-F, d, J 252), 148.6 (CH), 166.7 (COO); v^/cm”1 3401, 1700, 1506, 1274; m/z 412 and 414 (M+ and M+2) detected with MS APCI (+).

Statistics shows that 4-Bromo-2-chloro-1-iodobenzene is playing an increasingly important role. we look forward to future research findings about 31928-47-9.

Reference:
Patent; ARRAY BIOPHARMA INC.; ASTRAZENECA AB; WO2007/2157; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com