Month: July 2021

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. 191348-14-8, name is 2-Iodo-4-methoxyaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: iodides-buliding-blocks

General procedure: PdCl2(PPh3)2 (35.1 mg, 0.05 mmol), CuI (9.5 mg, 0.05 mmol), PPh3 (13.1 mg, 0.05 mmol) and iodoaniline derivatives (1.00 mmol) were stirred under N2 in a mixed solvent with CH3CN (5 mL) and Et3N (1 mL). The alkyne (1.20 mmol) was added to the mixture and stirred in reflux. The reaction was monitored by TLC. After completion, H2O (10 mL) was added to the reaction mixture and extracted with ethyl acetate (3 × 10 mL). The combined organic solution was washed with brine, dried over anhydrous MgSO4, concentrated at the reduced pressure. And the crude product was purified by column chromatography to give 2-alkynylanilines.

The synthetic route of 191348-14-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Sheng-Yan; Sun, Shan-Gang; Guo, Yu-Shuang; Lu, Xiao-Fan; Guo, Dian-Shun; Tetrahedron Letters; vol. 59; 41; (2018); p. 3719 – 3723;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 82998-57-0, 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 82998-57-0 as follows.

Step 4. 3-Iodo-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl) phenyl)benzamide 3-Iodo-4-methylbenzoyl chloride (1.06 g, 3.8 mmol), prepared from the reaction of 3-iodo-4-methylbenzoic acid and SOCl2, was added to a solution of 4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (1.00 g, 3.6 mmol), Et3N (0.36 g 3.6 mmol), and a catalytic amount of DMAP in THF (20 mL). After stirring at rt for 2 hrs, the reaction was quenched with water. EtOAc was added and the layers separated. The combined organic layers were concentrated to dryness and purified by silica gel chromatography (eluent: 5% MeOH in CH2Cl2, MeOH was added 0.5% Et3N) to provide the desired product as an off-white solid (67.2%, 1.25 g). 1H NMR (300 MHz, CDCl3) delta: 8.29 (1H, s), 8.00 (1H, s), 7.85 ((1H, m), 7.73-7.76 ((2H, m), 7.31-7.34 ((1H, d, J=9.0 Hz), 3.64 (2H, s), 2.53 (8H, brs), 2.49 (3H, s), 2.33 (3H, s).

According to the analysis of related databases, 82998-57-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astar Biotech LLC; YU, Chunrong; Huang, Haihong; Zhang, Dongfeng; Li, Peng; US2014/31354; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 103962-05-6, 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 103962-05-6 as follows.

To a 250 mL reaction flask was added 3-bromo-1H-1,2,4-triazole (5 g, 33.8 mmol), CuI (0.644 g, 3.38 mmol) and Cs2CO3 (11.01 g, 33.8 mmol). The flask was evacuated/backfilled with nitrogen gas, and then DMSO (33.8 ml) and 1-iodo-4-(trifluoromethoxy)benzene (4.87 g, 16.90 mmol) were added. The reaction mixture was heated to 100° C. for 20 hours (h). The reaction was cooled to room temperature (RT), diluted with EtOAc and filtered through a plug of Celite®. The Celite® was further washed with EtOAc. Water was added to the combined organics, and the layers were separated. The aqueous phase was neutralized to pH 7, and further extracted with EtOAc. The combined organics were concentrated in vacuo. Purification via flash chromatography (silica/EtOAc/hexanes) yielded 3-bromo-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole as an off-white solid (3.78 g, 12.27 mmol, 72.6percent): mp 69-70° C.; 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta ?58.04; EIMS m/z 307.

According to the analysis of related databases, 103962-05-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; WHITEKER, Gregory T.; US2014/275563; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 6937-34-4, The chemical industry reduces the impact on the environment during synthesis 6937-34-4, name is 3-Iodophthalic acid, I believe this compound will play a more active role in future production and life.

(a) 4-Iodoisobenzofuran-l,3-dione. A solution of 3- iodophthalic acid (5.00 g, 17 mmol, commercially available from Fluorchem Products, West Columbia, SC) and acetic anhydride (15 mL) was placed in a sealed flask and then heated in an oil bath at 1400C for 4 hours. The solution was cooled to room temperature, and then placed in an ice bath. The solids were collected by filtration, washed with cold ether, and dried under vacuum.

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

Reference:
Patent; AMGEN INC.; WO2008/130508; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 52548-63-7, name is 5-Fluoro-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 52548-63-7, SDS of cas: 52548-63-7

A solution of 150 g of potassium hydroxide in 850 ml of water is treated with 47.5 ml of thiophenol at 55 C under a nitrogen atmosphere. The mixture is stirred for 15 minutes and subsequently treated with 1.9 g of copper powder and 207 g of 5-fluoro-2-iodo-benzoic acid. The mixture is heated under reflux for 7 hours, filtered while hot, cooled and acidified with concentrated hydrochloric acid. The precipitated product is filtered off, washed with water and dried. There is obtained 3-fluoro-6-(phenylthio)-benzoic acid which melts at 146-148 C.

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

Reference:
Patent; Hoffmann-La Roche Inc.; US4006144; (1977); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 400-97-5,Some common heterocyclic compound, 400-97-5, name is 1-Iodo-2-nitro-4-(trifluoromethyl)benzene, molecular formula is C7H3F3INO2, 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) A solution having 30 g of 4-iodo-3-nitrobenzotrifluoride obtained in the preceding step dissolved in 300 ml of acetic acid, was heated, and 26.43 g of reduced iron was added thereto over a period of 15 minutes at a temperature of from 85 to 95 C. Then, the mixture was reacted for further 5 minutes at the same temperature. After completion of the reaction, the reaction mixture was cooled with ice, and insoluble matters were filtered off using celite. The filtration cake was thoroughly washed with ethyl acetate, and the washing liquid and the filtrate were mixed, followed by washing with water for 5 times. The obtained ethyl acetate layer was dried over anhydrous sodium sulfate, and ethyl acetate was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 25.52 g of oily 3-amino-4-iodobenzotrifluoride. The NMR spectrum data of this product are as follows. hu 1H-NMR deltappm [Solvent: CDCl3 ] 6.70 (dd,1H), 6.93 (d,1H), 7.73 (d,1H)

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

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US5998334; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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 355-43-1, Product Details of 355-43-1

General procedure: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, and friends who are interested can also refer to it.

Reference:
Article; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 627-32-7, 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. 627-32-7, name is 3-Iodo-1-propanol belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a mixture of emodin (10 mmol) in dry DMF (50 mL) were added Cs2CO3 (12 mmol) and hydroxybromides or iodides (30 mmol) at room temperature. After stirring for 36 h at 60 C, the resulting mixture was evaporated under reduced pressure and then mixed with water (100 mL). The pH value of aqueous phase was adjusted to around 5 with 10% hydrochloric acid solution, extracted with dichloromethane (2 100 mL). The combined organic layer was washed with brine (200 mL), dried over anhydrous sodium sulfate and evaporated to dryness. The crude product was purified by silica gel column chromatography with 1%-10% ethyl acetate in petroleum to afford compounds 6a-6f. 1,8-Dihydroxy-3-(3-hydroxypropsoxy)-6-methylanthracene-9,10-dione (6a). According to the generalprocedure C, emodin was treated with 3-iodopropan-1-ol and then purified by silica gel columnchromatography to give compound 6a: Brown solid; yield, 55%; 1H-NMR delta 12.14 (s, 1H), 11.96 (s, 1H),7.51 (s, 1H), 7.21-7.13 (m, 2H), 6.85 (d, J = 2.5 Hz, 1H), 4.62 (t, J = 5.2 Hz, 1H), 4.23 (t, J = 6.3 Hz, 2H),3.58 (q, J = 5.9 Hz, 2H), 2.43 (s, 3H), 1.95-1.87 (m, 2H); 13C-NMR delta 189.78, 180.98, 165.53, 164.32, 161.42,148.44, 134.66, 132.69, 124.13, 120.51, 113.30, 109.60, 107.84, 106.83, 65.99, 57.00, 31.71, 21.49; ESI, m/z:329.1 [M + H]+.

The synthetic route of 3-Iodo-1-propanol has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Kun; Jin, Ming-Ji; Quan, Zhe-Shan; Piao, Hu-Ri; Molecules; vol. 24; 5; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

26059-40-5, name is 2-(2-Iodophenyl)ethan-1-ol, 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. SDS of cas: 26059-40-5

2-(2-iodophenyl)ethanol 91 (4.85 g, 19.60 mmol) was dissolved in acetonitrile (60 mL) and IBX (16.0 g, 57.10 mmol) was added at room temperature. The mixture was stirred under reflux for 1 hour and then cooled to room temperature. The mixture was then filtered through a large cotton plug, and the filtrate was concentrated and purified through a silica plug. The crude aldehyde was obtained as oil and used without further purification. A THF (10 mL) solution of the aldehyde obtained above was added to a solution of 2-methyl-1-propenylmagnesium bromide (64 mL, 32 mmol, 0.5 M in THF) in THF (65 mL) at 0 C via cannula, over 40 minutes. The reaction was allowed to warm to room temperature and stirred overnight. The reaction was then diluted with hexanes, quenched with saturated NH4Cl and extracted with diethyl ether (3 x 50 mL). The combined extracts were dried over MgSO4 and purified via silica gel flash chromatography (EtOAc/hexanes) to give iodide 11 as oil (3.37 g, 57%, 2 steps).

The synthetic route of 26059-40-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fischer, Derek; Nguyen, Thong X.; Trzoss, Lynnie; Dakanali, Marianna; Theodorakis, Emmanuel A.; Tetrahedron Letters; vol. 52; 38; (2011); p. 4920 – 4923;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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. Computed Properties of C9H11I

A solution of Pd(PPh3)2Cl2 (0.26 g, 0.41 mmol), triethylamine (1.7 mL, 12.2 mmol), l-iodo-2-isopropylbenzene (1.0 g, 4.1 mmol), CuI (0.077 g, 0.41 mmol) and trimethylsilylacetylene (0.19 g, 0.81 mmol) in DMF (15 mL) was heated for 30 min at 80 0C. The resulting mixture was concentrated and purified by silica gel chromatography using hexanes to afford the title compound as yellow oil (0.85 g, 97%). [0154] 1H NMR (500 MHz, DMSO-J6): delta 0.23 (s, 9H), 1.20 (d, J = 7.0 Hz, 6H), 3.35 (qn, J = 6.9 Hz, IH), 7.17 (td, J = 7.3, 1.8 Hz, IH), 7.31-7.39 (m, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19099-54-8, its application will become more common.

Reference:
Patent; TARGEGEN INC.; WO2009/55674; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com