Month: May 2021

Reference of 103440-52-4, 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. 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 2-iodo-5-methylbenzoate in 2-MeTHF (25 mL) triethylamine (3.0 mL, 21.7 mol) was added and the solution was degassed with N2. Pinacol borane (1.56 mL, 10.8 mol) was added slowly (over 15 minutes) to the stirring solution while maintaining the purge. The solution was further degassed for 10 minutes and Tri-o- tolylphosphine (110 mg, 0.36 mol) was added followed by Palladium (II) acetate (50 mg, 0.22mol). This caused the reaction to turn black immediately with a slow exothermic from 1 1 C to 25 C. At this point a delayed exothermic was observed and the reaction temperature increased to 60 C (over 45 minutes). The reaction temperature was increased to 77 C and aged for 2 hours. The heat source was removed and the reaction was cooled for 1 hour. A 26 w/w% ammonium chloride solution was added very slowly to control gas evolution and exothermic which caused a black precipitated to form. The supernatant was transferred to the extractor which already contained 43 mL of water. The remaining black slurry was filtered and washed with diethyl ether. The solution was transferred to a separatory funnel and the layers were separated The crude was purified by FC on silica gel (eluent: Cy/EtoAc 8/2) affording methyl 5-methyl-2-(tetramethyl-1 ,3,2- dioxaborolan-2-yl)benzoate (p59, 1 .51 g, y=76%). MS (mlz): 276.0 [M]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-Iodo-5-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-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 21740-00-1, Recommanded Product: 21740-00-1

C. N, N-DIMETHYL-5-BROMO-2-IODOPHENYLACETAMIDE 5-Bromo-2-iodobenzoic acid (100 g, 0.306 mol) is dissolved in THF (350 mL) and cooled in an ice bath. Borane-THF complex (460 mL of 1 M in THF, 0.460 mol) is added dropwise. After addition is complete, the reaction is warmed to room temp and stirred for 14 hours. The mixture is transferred a large ERLENMEYER FLASK (4 L), cooled in an ice bath and carefully quenched with water (250 mL). Evaporation of the THF by rotary evaporator gives a white suspension which is treated with additional water (1 L) and then filtered and dried in a vacuum dessicator over P205 to give 5-bromo-2-iodobenzyl alcohol. The above benzyl alcohol is dissolved in 48% HBr (500 mIL and heated at reflux temperature for 4 hours. The resulting benzyl bromide is isolated as a yellow solid by pouring the cooled mixture into a large volume (1.5 L) of water followed by filtration. The benzyl bromide is dissolved in EtOH (400 mL) and stirred at room temperature. Sodium cyanide (56 g, 1.14 mol) is dissolved in a minimum amount (-100 mL) of water and then added to the ethanolic solution of the benzyl bromide. The reaction is heated to reflux temperature for 3 hours and then cooled to room temperature. Ethanol is removed by rotary evaporator and the residue washed with a large volume (1 L) of water. The resulting 5-bromo-2-iodophenylcetonitrile is isolated by filtration. The above phenylacetonitrile is dissolved in ETOH (350 mL) and treated with NAOH (32 g, 0.8 mol) which had been dissolved in water (200 mL). The reaction is heated at reflux temperature for 14 hours. After cooling to room temperature, ethanol is removed by rotary evaporator and 6 N HCI added until the pH = 1. The solid 5-bromo-2-iodophenylacetic acid that formed is filtered and washed with water (2 x 500 mL). After drying over P205 in a vacuum dessicator, 5-BROMO-2-IODOPHENYLACETIC acid (m. p. 165-169C) (102 g, 0.3 mol) is dissolved in CH2CI2 (450 mL) that contains several drops of DMF. Thionyl chloride (32 mL, 0.450 mol) is added and the reaction heated to reflux temperature overnight. After cooling to room temperature, the reaction mixture is diluted with additional CH2CI2 (500 mL) and washed with water (2 x 250 mL), saturated NAHCO3 (250 mL) and brine (250 mL). The solution is dried (MGS04) and concentrated by rotary evaporator to give 5-bromo-2- iodophenylactetyl chloride as a yellowish oil. Dimethylamine (200 mL of 2 M in THF) is added dropwise to a solution of the above 5-bromo-2-iodophenylacetyl chloride in ET20 (500 mL), cooled in an ice bath. After the addition is complete, EtOAc (350 mL) is added and the solution washed with water (350 mL), brine (250 mL) and dried (MGS04). Evaporation by rotary evaporator and trituration with 1: 1 ET2O/HEXANES GIVES N, N-DIMETHYL-5-BROMO-2-IODOPHENYLACETAMIDE (m. p. 127-129C).

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

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

Application of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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.

Methyl 1H-1,2,4-triazole-3-carboxylate (8.11 g, 63.8 mmol) was dissolved in DMF (41 ml) andcooled to 0C. Sodium hyride (3.32 g, 60% purity, 82.9 mmol) was added and the reaction mixturewas stirred for 30 mm at 0C. After 1,1,1-trifluoro-3-iodopropane (15.0 g, 67.0 mmol) was added the reaction mixture was stirred for 16 h at room temperature. Aqueous ammoniumchloride solution and ethyl acetate were added. Layers were separated and aqueous layer was extracted with ethyl acetate. Combined organic extracts were washed with brine, dried with sodium sulfate andsolvents were removed in vacuo. The crude product was purified by preparative HPLC (Method 4) affording 2.56 g (18% of th.) of the title compound?H-NMR (400 MHz, DMSO-d6) oe [ppm]: 2.904 (0.96), 2.921 (2.07), 2.932 (2.97), 2.938 (1.52),2.948 (5.97), 2.959 (3.22), 2.966 (3.45), 2.976 (5.83), 2.987 (1.41), 2.993 (3.06), 3.004 (1.93),3.021 (0.94), 3.331 (1.18), 4.556 (8.10), 4.573 (16.00), 4.590 (7.72), 8.776 (11.85).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (131 pag.)WO2019/81306; (2019); 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. 630384-36-0, name is Methyl 1-(4-iodophenyl)cyclopropanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H11IO2

To a mixture of compound LII-4 (0.604 g, 2 mmol) and compound LII-6 (0.4 g, 4 mmol) in DMF (10 mL) and TEA (2 mL) was added Cul (0.04 g, 0.2 mmol) and Pd(PPh3)2Cl2 (0.14 g, 0.2 mmol). The mixture was purged with nitrogen for 5 minutes and stirred under N2 at room temperature overnight. The mixture was diluted with water (20 mL) and extracted with EtOAc (30 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE: EA = 20: 1) to afford compound LII-7 (0.48 g, yield: 88%).

According to the analysis of related databases, 630384-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 135050-44-1, A common heterocyclic compound, 135050-44-1, name is 3-Chloro-4-iodoaniline, molecular formula is C6H5ClIN, 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.

STEP D: 2-chloro-2′-methyl-4′-(trifluoromethyl)-[1,1′-biphenyl]-4-amine 3-Chloro-4-iodoaniline (3.0 g, 11.8 mmol), (2-methyl-4-(trifluoromethyl)phenyl)boronic acid (2.9 g, 14.2 mmol), Pd(dppf)Cl2 (1.0 g, 1.2 mmol), and K2CO3 (3.3 g, 23.7 mmol) were dissolved in 1,4-dioxane (40 mL) and water (10 mL) and the resulting mixture was heated to 80 C. After 16 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.

The synthetic route of 135050-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chakravarty, Devraj; Greco, Michael; Shook, Brian; Xu, Guozhang; Zhang, Rui; US2012/302641; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 123158-75-8,Some common heterocyclic compound, 123158-75-8, name is 4-Chloro-2-iodo-6-nitroaniline, molecular formula is C6H4ClIN2O2, 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.

(Step 1)2-Iodo-4-chloro-6-nitro-phenylamine (10.0 g, 33.50 mmol) of was dissolved in 200 ml of tetrahydrofuran, and 3.97 g (50.25 mmol) of pyridine and 7.74 g (36.85 mmol) of trifluoroacetic anhydride were added. The mixture was stirred for 9 hours at 0 C.room temperature. At the end of reaction, the reaction mixture was diluted with water and extracted with ethylacetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and separated by column chromatography to obtain trifluoroacetamide 12.3 g (Yield 85%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-2-iodo-6-nitroaniline, its application will become more common.

Reference:
Patent; Kim, Soon Ha; Kim, Hyoung Jin; Chung, Chul Woong; Park, Heui Sul; Kwak, Hyo Shin; Kim, Sung Ho; Park, Jin Gu; US2010/291533; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

847685-01-2, name is 4,5-Difluoro-2-iodoaniline, 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. Formula: C6H4F2IN

General procedure: Pd(PPh3)2Cl2 (28 mg, 0.04 mmol), CuI (17 mg, 0.09 mmol) and Et3N (3mL) were added to a stirred solution of iodoaniline 2(b-f) or 2-iodoaniline (7) (1 mmol), 2-methylbut-3-yn-2-ol (126 mg, 1.5 mmol) in dry MeCN (10mL) at room temperature under an argon atmosphere. The mixture was heated at 50C for 2 h with stirring. The reaction mixture was allowed to cool down to room temperature, and CH2Cl2 (10 mL) was added. The mixture was poured into H2O (40 mL) and extracted with CH2Cl2 (3× 50mL). The combined organic layers were washed with H2O (40 mL) and dried (MgSO4). The evaporation of the solvent in vacuo gave the crude product 3(b-f) or 4-(2-aminophenyl)-2-methylbut-3-yn-2-ol (8) that was used without further purification (the 1H and 19F NMR spectra agreed with the literature data [11,12]).

The synthetic route of 847685-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Politanskaya, Larisa V.; Chuikov, Igor P.; Tretyakov, Evgeny V.; Shteingarts, Vitalij D.; Ovchinnikova, Ludmila P.; Zakharova, Olga D.; Nevinsky, Georgy A.; Journal of Fluorine Chemistry; vol. 178; (2015); p. 142 – 153;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 4028-63-1,Some common heterocyclic compound, 4028-63-1, name is 2,4,6-Trimethyliodobenzene, molecular formula is C9H11I, 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 room temperature,A mixture of 2,4,6-trimethyliodobenzene (1.2 mmol, 3 equiv)Elemental selenium (1.2 mmol, 3 equiv),5-phenyl-1,3,4-oxadiazole (0.4 mmol, 1 equiv),Cu (OAc) 2 (0.04 mmol),Potassium carbonate (1.2 mmol, 3 equiv) was added to the reaction tube,Then filled with nitrogen, and replaced three times, in the nitrogen reaction environment,Then, 2 mL of DMF was added to the reaction solvent and stirred at 140 ° C for 24 h.After the reaction was monitored by thin layer chromatography, the reaction mixture was cooled,Then diluted with ethyl acetate, and the diluted solution was transferred to a separatory funnel,Extracted with saturated brine, separated from the aqueous phase and organic phase, and then extracted with ethyl acetate 3 times,The organic phases were combined, 5 g of anhydrous sodium sulfate was added,Wash the filter cake with 5 mL of ethyl acetate each time 3 times, then spin off the solvent,The product was isolated by column chromatography (eluent: petroleum ether: ether = 98: 2)The product was a yellow solid, yield 90percent, product weight 123 mg.

The synthetic route of 4028-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou Medical University; Wu Ge; (23 pag.)CN107056727; (2017); A;,
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. 620-05-3, name is (Iodomethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., name: (Iodomethyl)benzene

General procedure: A mixture of p-tert-butylcalix[4]arene (1 mmol), potassium carbonate (4 mmol), potassium iodide (20 mol%) in acetonitrile (30 mL) was refluxed at 85 C temperature for 30 min. The reaction mixture was cooled to room temperature and alkyl halide (2.1 mmol) was added to it followed by refluxing (4 mmol for 2m, 2p). The progress of the reaction was monitored byTLC (ethyl acetate/hexane 3:7). After completion, the reaction was cooled to room temperature and the contents were filtered. Solvent was evaporated on a rotary evaporator. The residue obtained was dissolved in chloroform and extracted with water.Chloroform layer was washed with NaCl (brine) and dried over sodium sulfate. Chloroform was evaporated under reduced pressure by using rotary evaporator and the precipitate obtained was recrystallized (chloroform/methanol, 3:7) to afford pure calixarene derivatives.

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 620-05-3.

Reference:
Article; Arora, Lakhbeer Singh; Chawla, Har Mohindra; Shahid, Mohammad; Pant, Nalin; Organic Preparations and Procedures International; vol. 49; 3; (2017); p. 228 – 235;,
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. 4387-36-4, name is 2-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Iodobenzonitrile

General procedure: To an oven-dried, Ar-flushed Schlenk flask, equipped with a magneticstir bar, was added a solution of Zn species 2 (2.0 mL, 0.5 Min THF, 1.0 mmol, 1.0 equiv). Pd(OAc)2 (4.5 mg, 0.02 mmol, 0.02equiv) and X-Phos (19 mg, 0.04 mmol, 0.04 equiv) were added, followedby aromatic halide substrate 3 (0.7 equiv). The mixture wasstirred at 50 °C for 1 h and then poured into a solution of NH4Cl?EtOAc (25 mL/25 mL). The crude product was separated and the aqphase extracted with EtOAc (3 × 25 mL). The combined organiclayers were dried over MgSO4, filtered and concentrated in vacuo.

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 4387-36-4.

Reference:
Article; Blanc, Romain; Groll, Klaus; Bernhardt, Sebastian; Stockmann, Paul N.; Knochel, Paul; Synthesis; vol. 46; 8; (2014); p. 1052 – 1058;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com