Month: June 2021

Synthetic Route of 2468-56-6,Some common heterocyclic compound, 2468-56-6, name is 6-Iodohex-1-yne, molecular formula is C6H9I, 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.

2-Amino-oct-7-ynoic acid methyl ester hydrochloride was synthesised using the same methods previously reported for the synthesis of 2-Amino-pent-4-ynoic acid methyl ester hydrochloride (Kotha et al., Tetrahedron 2002, 58, 9203-9208). 1H NMR (300 MHz, D2O) delta 4.16 (t, 1H), delta 3.84 (s, 3H), delta 2.35 (t, 1H), delta 2.24 (m, 2H), delta 1.95 (m, 2H), delta 1.52 (m, 4H) ppm; 13C NMR (75 MHz, D2O) delta 170.9, 85.6, 69.6, 53.6, 52.9, 29.3, 27.0, 23.4, 17.3 ppm; HRMS (ESI) calcd for C9H15NO2 (M+) 170.1176, found 170.1171.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Iodohex-1-yne, its application will become more common.

Reference:
Patent; North Carolina State University; US2009/263438; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 4387-36-4, A common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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: Method A: in a glove box, a 25 mL Schlenk tube equipped with a stir bar was charged with aryl iodides (0.25 mmol),KOtBu (56 mg, 0.5 mmol), and benzene (2.0 mL) was added by syringe. Then the Schlenk tube was sealed by a Teflon screw cap and placed in an oil bath at 100 C (preheated to 100 C) with one 24 W CFL (approximately 5 cm away). The reaction mixture was allowed to stir for 16 h. After being cooled down, the solvent was removed in vacuo and the residue was purified by chromatography on silica gel (eluent:diethyl ether/petroleum ether) to provide the corresponding product. Method B: in a glove box, a 25 mL Schlenk tube equipped with a stir bar was charged with aryl iodides (0.25 mmol), bathophenanthroline (8.3 mg, 0.025 mmol), KOtBu(56 mg, 0.5 mmol), and benzene (2.0 mL) was added by syringe. Then the Schlenk tube was sealed by a Teflon screw cap and placed with one 24 W CFL (approximately 3 cm away). The reaction mixture was allowed to stir for36 h. Then the solvent was removed in vacuo and the residue was purified by chromatography on silica gel (eluent:diethyl ether/petroleum ether) to provide the corresponding product.

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; Kan, Jian; Huang, Shijun; Zhao, Huaiqing; Lin, Jin; Su, Weiping; Science China Chemistry; vol. 58; 8; (2015); p. 1329 – 1333;,
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. 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H4ClFIN

INTERMEDIATE 150 – PREPARATION of Lambda/-(2-(5-chloro-7-fluoro-2-(triethylsilyl)-1 H-indol- 3-yl)ethyl)-5-(2,5-difluorobenzyl)isoxazole-3-carboxamide; A mixture of 4-chloro-2-fluoro-6-iodoaniline (0.100 g; 0.368 mmol), 5-(2,5-difluorobenzyl)- N-(4-(triethylsilyl)but-3-ynyl)isoxazole-3-carboxamide (0.150 g; 0.347 mmol), Bis(diphenylphosphino)ferrocene]palladium(ll) chloride (0.015 g; 0.018 mmol), lithium chloride (0.016 mg; 0.368 mmol), sodium carbonate (0.078 g; 0.737 mmol) in DMF (5 ml.) was stirred at 100 0C overnight. The solution was reparted between ethyl acetate and brine, washed with sodium thiosulphate, dried and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica (eluent 2 to 60 % ethyl acetate in heptane) to yield 0.05 g (25%) of Lambda/-(2-(5-chloro-7-fluoro-2-(triethylsilyl)-1 H- indol-3-yl)ethyl)-5-(2,5-difluorobenzyl)isoxazole-3-carboxamide as a yellow oil. ESI/APCI(+): 549(M+H).

According to the analysis of related databases, 216393-67-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&;D; reMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; MARCHAND, Arnaud; ALLASIA, Sara; KILONDA, Amuri; CHALTIN, Patrick; WO2010/142801; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 69113-59-3, name is 3-Iodobenzonitrile, 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 69113-59-3, Application In Synthesis of 3-Iodobenzonitrile

3-[(2-Dimethylamino)methyl]-1-hydroxycyclohexyl]-benzonitrile Isopropylmagnesium chloride (5.4 mL of a 2M solution in THF, 10.9 mmol) was added dropwise to a solution of 3-iodobenzonitrile (2 g, 8.7 mmol) in THF (20 mL) at 0 C. After stirring for 30 min, 2-dimethylaminomethyl-cyclohexanone was added and the ice bath removed. After 1 h, the reaction was quenched with saturated aqueous ammonium chloride (20 mL) and ethyl acetate (40 mL) was added. The organic phase was separated and then extracted with an aqueous solution of 1N hydrochloric acid (2*20 mL). The acid extracts were combined and then made basic with 2N sodium hydroxide solution. The basic solution was then extracted with chloroform (3*20 mL). The organic extracts were combined, dried (K2CO3), filtered, and concentrated under reduced pressure to afford 3-[(2-dimethylamino)methyl]-1-hydroxycyclohexyl]-benzonitrile as a mixture of four diastereomers (1.66 g, 73%).

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, 3-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Carson, John R.; Pitis, Philip M.; US2005/256203; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 3930-83-4, name is 2-Iodobenzamide, 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 3930-83-4, Application In Synthesis of 2-Iodobenzamide

0.5 mmol (123.5 mg) of o-iodobenzamide, 0.05 mmol (8.0 mg) of copper sulfate, 0.1 mmol (19.8 mg) of 1,10-phenanthroline, sodium hydroxide 1 mmol (40 mg), phenylacetylene 0.6 mmol (61.2 mg), tetrabutylammonium bromide 0.1 mmol (32.2 mg), and water 2 mL were added to the reaction vessel. The reaction was carried out in an oil bath at 100 C for 24 hours, cooled to room temperature, the product was extracted with ethyl acetate and concentrated under reduced pressure. The product was purified by column chromatography to give a white solid product in 90% yield.

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-Iodobenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanyang Normal College; Yu, Lintao; Wang, Huifang; Wang, Zhen; Zhang, Xu; Li, Ting; Yang, Yanbin; Chen, Shaohui; (10 pag.)CN106588767; (2017); A;,
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. 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrI

2-(4-Bromo-3,5-dimethyl-phenyl)-thiazole A mixture of 2-bromo-5-iodo-1,3-dimethyl-benzene (0.28 g), 2-thiazolylzinc bromide (0.5 mol/L in tetrahydrofuran; 1.9 mL), tetrakis(triphenylphosphine)palladium(0) (52 mg), and tetrahydrofuran (5 mL) under argon atmosphere is stirred at 100 C. for 3 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate) to give the title compound. LC (method 9): tR=1.19 min; Mass spectrum (ESI+): m/z=268/270 (Br) [M+H]+.

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:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 328-73-4, These common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, 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 experiment Pd(OAc)2 (5.6 mg, 0.025 mmol), triphenylphosphine (13.1 mg, 0.05 mmol), iodobenzene (1a) (110mL,1.0 mmol) (or an other iodoaromatics, 1b-1r) (1.0 mmol), nucleophile 2 (180.2 mg, 1.2 mmol) or 4 (198.3 mg, 1.2 mmol) and triethylamine (0.5 mL) were dissolved in DMF (10 mL) under argon in a 100 mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 70 °C (either 50 °C or 30 °C) and analysed by GC-MS (internal standard: dodecane). The cooled reaction mixture was then concentrated and evaporated to dryness under reduced pressure. Method A. (3b-3d, 3f, 3k, 3n-3p, 5n, 5r): The residue was dissolved in chloroform (15 mL) and washed three times with water(30 mL). The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure to a solid material. Aforesaid compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200 mm), EtOAc/CHCl3 eluent mixtures (the exact ratios are specified in Characterization for each compound; isolated yields are not optimised). Method B. (3a, 3e, 3g-3j, 3l, 3m, 3q, 3r, 5a-5m, 5o-5q): Toluene (15 mL) was added to the residue, the insoluble material (product) was filtered, washed with water on the filter and dried. The powder-like material was dissolved in methanol, the palladium black was filtered off and methanol was evaporated.

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gergely, Mate; Kollar, Laszlo; Tetrahedron; vol. 75; 13; (2019); p. 2027 – 2036;,
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. 626-01-7, name is 3-Iodoaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 626-01-7

Synthesis of 3,3′-oxydianiline: 3-Aminophenol (6.0 g, 54.8 mmol), 3-iodoaniline (10.0 g, 45.7 mmol), picolinic acid (0.56 g, 46 mmol), copper(I) iodide and potassium phosphate (19.4 g, 91 mmol) were added to DMSO (100 mL) and the reaction mixture degassed by bubbling nitrogen into the mixture for 1 hour. The reaction flask was then placed into a preheated 80 C. oil bath and stirred for 15 hours before cooling to room temperature. The reaction mixture was then poured into 150 mL of water and extracted with 3*50 mL EtOAc. The combined organics were washed with 50 mL water, 50 mL brine, dried and evaporated. The crude oil was chromatographed on silica with 80/20 hexane/EtOAc (v/v) followed by 50/50 hexane/EtOAc (v/v) to give 7.2 g (79%) of3,3′-oxydianiline as a white solid. The product was confirmed by GC/MS and NMR.

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:
Patent; UNIVERSAL DISPLAY CORPORATION; CHEN, Hsiao-Fan; (99 pag.)US2019/165284; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, molecular formula is C7H4F3IO, 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. Safety of 1-Iodo-4-(trifluoromethoxy)benzene

To a solution of compound 02-5-1 (1.00 g, 3.0 mmol, 1.0 eq) in DMA (5 mL) was added 1-iodo-4-(trifluoromethoxy)benzene (1.73 g, 6.0 mmol, 939 muL, 2.0 eq), PdCl2 (10.6 mg, 60.0 mumol, 0.02 eq), 1,10-phenanthroline (10.8 mg, 60.0 mumol, 0.02 eq), Ag2CO3 (1.24 g, 4.50 mmol, 204 muL, 1.5 eq) and K3PO4 (1.27 g, 6.0 mmol, 2.0 eq). The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 150 °C for 12 h. The reaction mixture was poured into H2O (100 mL), filtered through Celite, and washed with EtOAc (50 mL). The filtrate was extracted with EtOAc (100 mL*3). The combined organic layers were washed with brine (100 mL*2), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2) to give compound 02-5-2 (300.0 mg, 608 mumol, 20percent yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103962-05-6, its application will become more common.

Reference:
Patent; KYRAS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; (587 pag.)WO2017/96045; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1450754-38-7, A common heterocyclic compound, 1450754-38-7, name is 3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine, molecular formula is C7H9IN2, 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.

To a mixture of 3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine (70 mg, 282 imol, 1 eq) and 4- hydroxybenzaldehyde (34.5 mg, 282 imol, 1 eq) in 1 mL of DMF was added Cs2CO3 (276 mg, 847 imol, 3 eq) in one portion at 15C under N2. The mixture was stirred at 60 C for 12 hours.The residue was poured into 2 mL water. The aqueous phase was extracted with three 1 mL portions of ethyl acetate. The combined organic phases were washed twice with 2 mL of brine, dried with anhydrous Na2SO4, filtered and concentrated in vacuo to give 40 mg of crude aldehyde A-i as yellow oil which was used into the next step without further purification.

The synthetic route of 1450754-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com