Category: iodides-buliding-blocks

Synthetic Route of 116632-39-4,Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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 isopropylmagnesium bromide in tetrahydrofuran (1.0 M, 7.6 mL, 7.6 mmol) was added into a solution of 4-bromo-1-iodo-2-methylbenzene (2.1 g, 7.0 mmol) in tetrahydrofuran (10.0 mL) under an atmosphere of nitrogen at -40 C. The mixture was warmed to room temperature and stirred for 30 min, then was cooled to -78 C. To the mixture was added ethyl 4-oxocyclohexanecarboxylate (1.0 g, 5.9 mol) in tetrahydrofuran (2.0 mL). The reaction mixture was allowed to warm slowly to room temperature, and stirred at room temperature for an additional 30 min. The mixture was quenched with sat. aqueous NH4Cl solution, and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and filtered. The filtrate was concentrated. The residue was purified by flash chromatography (ethyl acetate in hexane: 0-50%) to give ethyl 4-(4-bromo-2-methylphenyl)-4-hydroxycyclohexanecarboxylate (0.46 g, 23%).

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhuo, Jincong; Li, Yun-Long; Xu, Meizhong; He, Chunhong; Yao, Wenqing; US2007/208001; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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 2974-94-9, Product Details of 2974-94-9

270.1 g (2.0 mol) of 4-aminopyrazolo[3,4-d]pyrimidine and 295.9 g (1.0 mol) of 4-iododiphenyl ether were added to 1 L of DMSO.Thereafter, 448.8 g (4.0 mol) of potassium t-butoxide was added. After the addition was completed, the mixture was purged with nitrogen, heated to 120 C, and reacted for 24 hours.Upon completion of the HPLC, the end of the reaction was completed when the 4-iododiphenyl ether was consumed.After cooling to room temperature, 5 L of methyl tert-butyl ether was added, followed by 3 washes with 5 L of water.The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure, the residue was purified by column chromatography on a conventional crude product obtained was recrystallized using DMF solvent to give3-(4-Phenoxyphenyl)-4-amino-1H-pyrazolo[3,4-d]pyrimidine (248.5 g, 82%, HPLC purity: 99.7%).

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Reference:
Patent; Haimen Hui Ju Pharmaceutical Co., Ltd.; Li Yanjie; Qiu Xiaolong; Zou Ping; Hu Lin; Chen Jun; Cao Lei; (7 pag.)CN109134474; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. Computed Properties of C3H4F3I

To a solution of 2,6-dichloro-4-[1-(4-hydroxyphenyl)-1-methylethyl]phenol (1) (0.2 g, 0.67 mmol) in DMF (2 mL) were added 1,1,1-trifluoro-3-iodo-propane (2) (1.5 g, 6.7 mmol) and Cs2CO3 (0.66 g, 2.0 mmol). The resulting reaction was stirred at 60 C. for 16 hours. TLC showed the reaction was completed. The mixture was cooled down and poured into water (10 mL), extracted with EtOAc (10 mL¡Á3). The combined organic layers were washed with brine (10 mL¡Á3), dried over Na2SO4, filtered and concentrated. The residue was purified by p-TLC to give 4-[1-[3,5-dichloro-4-(3,3,3-trifluoropropoxy)phenyl]-1-methylethyl]phenol (3) (80 mg, yield: 30.2%) as colorless oil. 1H NMR (400 MHz, CHCl3-d) delta 7.13 (s, 2H), 7.09-7.05 (m, 2H), 6.78-6.75 (m, 2H), 4.71 (s, 1H), 4.21 (t, J=6.8 Hz, 2H), 2.78-2.66 (m, 2H), 1.62 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 460-37-7, its application will become more common.

Reference:
Patent; ESSA Pharma, Inc.; Zhou, Han-Jie; Virsik, Peter; (216 pag.)US2020/123117; (2020); 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

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

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

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

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 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

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