Month: February 2021

Related Products of 755027-18-0, 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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of l-bromo-4-iodo-2-methoxybenzene (L. A. Hasvold et al, US 2004/0254159, EXAMPLE 57B) (33.45 g, 107 mmol) in MeCN (100 mL) was added acrylic acid (9.61 g,, 133 mmol), Et3N (37.2 mL, 267 mmol) and palladium acetate (719 mg, 3.2 mmol). The reaction mixture was heated to 9O0C for 40 minutes, cooled to RT and poured into 2.4 L IM HCl. After stirring for 30 minutes, the solid was filtered, heated to reflux in EtOH (230 mL), allowed to cool to RT and stirred overnight. The solid was filtered and washed with 1 : 1 EtOH hexane (50 mL) to give desired product. LRMS ESI+ (M+H)+ 257.0.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-iodo-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2008/51475; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 101066-87-9, 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 101066-87-9 as follows.

Reference Example 88 4-[(2S,3S)-3-(tert-butyldimethylsilyloxy)-2-ethyl-5-oxopyrrolidin-1-yl]-2-(trifluoromethyl)benzonitrile A suspension of (4S,5S)-4-(tert-butyldimethylsilyloxy)-5-ethylpyrrolidin-2-one (6.00 g), 4-iodo-2-trifluoromethylbenzonitrile (8.42 g), cesium carbonate (12.05 g), tris(dibenzylideneacetone)dipalladium(0) (1.13 g) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (2.14 g) in toluene (70 mL) was stirred at 80 C. for 18 hr. Water and ethyl acetate were added to the reaction mixture and insuluble material was filtered off. The filtrate was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=50/1?1/2) to give the title compound as a pale-yellow solid (yield: 7.76 g, 76%). 1H-NMR(CDCl3)delta:0.14(3H,s), 0.14(3H,s), 0.93(9H,s), 0.96(3H,t,J=7.5 Hz), 1.60-1.78(1H,m), 1.77-1.94(1H,m), 2.66(1H,dd,J=17.0,6.8 Hz), 2.76(1H,dd,J=17.0,7.2 Hz), 4.16-4.26(1H,m), 4.66(1H,q,J=6.9 Hz), 7.81-7.87(2H,m), 7.94-7.99(1H,m).

According to the analysis of related databases, 101066-87-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2009/42967; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 1258298-01-9 as follows. Recommanded Product: 2,6-Dichloro-4-iodobenzoic acid

Thionyl chloride (20 mL) was added to 2,6-dichloro-4-iodobenzoic acid (1.5 g, 4.73 mmol) and the mixture was heated to reflux for 5 h under nitrogen. After cooling the mixture was concentrated under reduced pressue. Toluene (10 mL) was added and the mixture was concentrated under reduced pressure again to remove residual thionyl chloride. The residue was dissolved in anhydrous THF (20 mL) and this was added dropwise to a cooled (0 C.) solution of 4-aminopyridine (0.53 g, 5.68 mmol) and triethylamine (1.32 mL, 9.46 mmol) in anhydrous THF (20 mL). After addition was complete, the mixture was stirred at room temperature under nitrogen overnight. The reaction was poured onto the ice water (50 mL) and extracted with EtOAc (2¡Á50 mL). The combined organic extracts were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Hexanes/EtOAc=3:1) to afford the desired product (1.8 g, yield: 97%.) 1HNMR (DMSO-d6, 400 MHz): 611.14 (s, 1H), 8.47 (dd, J=1.6, 4.8 Hz, 2H), 8.03 (d, J=2.0 Hz, 2H), 7.59 (dd, J=1.6, 4.8 Hz, 2H). LCMS (ESI) m/z: 393.0 [M+H+].

According to the analysis of related databases, 1258298-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; US2010/317643; (2010); A1;,
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. 13420-63-8, name is 2-Chloro-6-iodobenzoic acid, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

Reference Example 2-22 6-Chloro-2-[[3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acid Following the procedure described in Reference Example 2-5, the title compound was prepared from 2-chloro-6-iodobenzoic acid and 3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-ylamine (28% yield). mp: 201-202 C. (recrystallized from ethanol). NMR (DMSO-d6) delta: 2.22 (3H, s), 6.12 (1H, s), 7.10 (1H, dd, J=1.0 Hz, 7.8 Hz), 7.32 (1H, ddd, J=1.0 Hz, 5.0 Hz, 7.0 Hz), 7.41 (1H, dd, J=7.4 Hz, 7.8 Hz), 7.52 (1H, dd, J=1.0 Hz, 8.4 Hz), 7.88 (1H, dd, J=1.0 Hz, 7.4 Hz), 8.01 (1H, ddd, J=1.8 Hz, 7.0 Hz, 8.4 Hz), 8.42 (1H, ddd, J=0.8 Hz, 1.8 Hz, 5.0 Hz), 11.35 (1H, br s), hidden (1H).

The synthetic route of 13420-63-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro; US2003/187014; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 355-43-1, 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 355-43-1 as follows.

General procedure: To a 25 mL of Schlenk tube equipped with a Teflon septum were added Ru(bpy)3Cl2 (1.5 mg, 0.5 mol%), Cs2CO3 (130 mg, 1.0 equiv) and 1 (0.4 mmol, 1.0 equiv) followed by DMSO 3.0 mL) with stirring. Perfluoroalkyl iodine (2.0 equiv.) was then added subsequently under Ar. The Schlenk tube was screw capped and the reaction was then under irradiated with a 12 W blue LEDs (460 nm-470 nm). After stirring for 24 h, the reaction mixture was diluted with ethyl acetate, washed with brine, the organic phases were collected and dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified with silica gel chromatography to provide pure product.

According to the analysis of related databases, 355-43-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Ben-Hou; Kong, Jing-Jing; Huang, Yang; Lou, Yue-Guang; Li, Xiao-Fei; He, Chun-Yang; Chinese Chemical Letters; vol. 28; 8; (2017); p. 1751 – 1754;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19099-54-8, These common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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.

Cu (I) iodide (38 mg, 0.2 mmol) and potassium carbonate (276 mg, 2.0 mmol) were charged into a screw-capped test tube with Teflon-lined septum. The tube was evacuated and backfilled with argon (3 cycles). [TERT-AMYL] alcohol (2-methyl-2-butanol) (1.0 [ML,] bench grade solvent without degassing and pre-drying), ethylene glycol (111 [. 1L,] 2.0 mmol, bench grade solvent), 2-isopropyliodobenzene (246 mg, 1.0 mmol) and 4- methoxythiolphenol (147 [AL,] 1.2 mmol) were added by syringes at room temperature. The tube was heated to [100 C] and stirred for 24 hours. The reaction mixture was then allowed to reach room temperature. Ethyl acetate (approx. 5 mL) and dodecane (227 [FL,] GC standard) were added. The aliquot was analyzed GC. The reaction mixture was then filtered and concentrated. The crude product was purified by column chromatography on silica gel using [HEXANE/ETHYL] acetate = 40/1 as eluent to afford white solid as the titled product (241 mg, 94% yield). [RIF= 0.] 6 (hexane/ethyl acetate = 20/1). Melting point; 63-65 [C. LH] NMR [(CDC13,] 300 MHz) 8 7.32 (dt, 2 H, J= 2.1 Hz, 8.7 Hz), 7.25-7. 28 (m, 1 H), 7.19 (dt, 1 H, [J=] 2.1 Hz, 8.1 Hz), 7.03-7. 06 (m, 2 H), 6.88 (dt, 1 H, J= 2.4 Hz, 9.0 Hz), 3.82 (s, 3 H), 3.53 (hept, 1 H, J= 6.9 Hz), 1.27 (s, 3 H), 1.25 (s, 3 H). 13C NMR [(CDC13,] 75 MHz) [8 159.] 5,147. 8,135. 9,134. 5,130. 2,126. 9,126. 5,125. 7,125. 6,115. 2,55. 7,30. 7, 23.7. IR (neat, [CM”)] 3071,3068, 3011,2952, 2857. MS [(EI)] [M/Z] (relative intensity) 258 (100), 241 (20), 149 (30). Anal. Cald. for [C16HI80S,] Cald. C: 74.38, H: 7.02 ; Found C: 74.57, H: 7.04.

Statistics shows that 1-Iodo-2-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 19099-54-8.

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; WO2004/13094; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 29289-13-2, The chemical industry reduces the impact on the environment during synthesis 29289-13-2, name is 2-Iodo-4-methylaniline, I believe this compound will play a more active role in future production and life.

General procedure: General procedure for the synthesis of N-Boc Indoles: (Step 1) A mixture of o-iodoaniline (10 mmol), CuI (19.5 mg, 0.1 mmol, 1.0 mol%) and Pd(PPh3)2Cl2 (140.4 mg, 0.2 mmol, 2.0 mol%) in dry NEt3 (20 mL) was added into a three-neck flask (50 mL) and stirred at room temperature in nitrogen atmosphere. Followed by dropwise addition of alkyne (12.0 mmol, 1.2 equiv) and the mixture was stirred at room temperature (rt) until complete disappearance of the o-iodoaniline (TLC monitoring). Then saturated NH4Cl solution was added and the mixture was stirred for another 30 minutes. The mixture was extracted with dichloromethane (30 mL¡Á3) and the organic layer was washed with brine solution, dried over anhydrous Na2SO4, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography. (Step 2) The purified product of Step 1 and PdCl2 (5.0 mol%) in CH3CN (25 mL) was heated at 85 C in a round-bottom (50 mL) under nitrogen atmosphere until complete disappearance of the starting material (TLC monitoring). The mixture was allowed reach to rt, the solvent was evaporated under reduced pressure and the residue was purified with by column chromatography. (Step 3) The product of Step 2 and (Boc)2O (1.1 equiv) in dry CH3CN (20 mL) was (50 mL) was stirred at room temperature in a round-bottom (50 mL). Then 4-(N,N-dimethylamino)pyridine (3.0 mol%) was added and the mixture was stirred at room temperature until complete disappearance of the starting material (TLC monitoring). Then the solvent was evaporated under reduced pressure and the residue was purified by column chromatography.

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-Iodo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Xiao-Yu; Chen, Xia; Wang, Liang-Guang; Yang, Dan; Li, Zhi; Synthesis; vol. 49; 16; (2017); p. 3662 – 3669;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 612-55-5, name is 2-Iodonaphthalene, 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 612-55-5, Formula: C10H7I

5-(2-(Naphthalen-l-yl)thiophen-3-yl)-2-trityl-2//-tetrazole A solution of 5-(2- (tributylstannyl)thiophen-3-yl)-2-trityl-2H-tetrazole (2.73 g, 4.0 mmol), 2-iodonaphthalene (0.88 mL, 6.0 mmol), Pd(PPh3)4 (139 mg, 0.12 mmol) and CuI (45.6 mg, 0.24 mmol) in 12 mL of DMF was heated to 60 0C under argon overnight. The reaction was cooled to room temperature, quenched with saturated H2O, and extracted with EtOAc. The organic phase was dried over anhydrous MgSO4 and concentrated. The residue was purified by flash chromatography (hexane: CH2Cl2: ether = 50: 25: 3). 1.73 g (83 %) of product was obtained as a white solid.

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:
Patent; MCMASTER, Christopher, R.; WEAVER, Donald; DENOVAMED INC.; BARDEN, Christopher, J.; HENNEBERRY, Annette, L.; BYERS, David M.; WO2008/128321; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1131614-23-7,Some common heterocyclic compound, 1131614-23-7, name is Methyl 4-(difluoromethoxy)-3-iodobenzoate, molecular formula is C9H7F2IO3, 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.

mixture of methyl 4-(difluoromethoxy)-3-iodobenzoate (2 g, 6.1 mmol) from step 1 , 2- ethynylpyridine (0.94 ml_, 9.2 mmol), dichlorobistriphenylphosphine palladium(ll) (0.86 g, 1.2 mmol), copper iodide (0.23 g, 1.2 mmol) and triethylamine (1.7 ml_, 12.2 mmol) in toluene (30 ml.) was stirred at 100 0C under an atmosphere of nitrogen for six hours. After the reaction was complete, the reaction mixture was concentrated to yield a semi-solid residue. This residue was purified by flash chromatography on SiO2 (gradient elution using EtOAc/hexane 20/80) to yield the title compound as a white solid (1.47 g, 80% yield).

The synthetic route of 1131614-23-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH LLC; LI, David, Zenan; O’NEIL, Steven, Victor; SPRINGER, Dane, Mark; ZEGARELLI, Benjamin, Miller; WO2010/124047; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 54811-38-0, These common heterocyclic compound, 54811-38-0, name is 5-Iodo-2-methylbenzoic acid, 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.

In a 100 mL hydrothermal synthesis reactor,Add sodium hydroxide (3 mmol), water (5 mL), stir and dissolve,Add 3-iodo-6-methylbenzoic acid (0.5 mmol), cuprous oxide (0.05 mmol),White lignan (0.05 mmol), the reaction was stirred at 100 C for 6 hours.After cooling, the pH was adjusted to 2 with dilute hydrochloric acid and extracted with ethyl acetate.The extract is concentrated and subjected to column chromatography to obtain 3-hydroxy-6-methylbenzoic acid.56.2 mg, yield 74%.

Statistics shows that 5-Iodo-2-methylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 54811-38-0.

Reference:
Patent; Shenyang Pharmaceutical University; Yunnan Tropical Crop Science Institute; Chen Guoliang; Wu Ying; Bao Xuefei; Li Guohua; Liang Xinjie; Jiang Shikuan; Zhou Qifan; Du Fangyu; (11 pag.)CN109970542; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com