Category: iodides-buliding-blocks

Application of 31599-60-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 31599-60-7 name is 1-Iodo-2,3-dimethylbenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a 25mL of oven-dried Schlenk tube equipped with a magnetic stir bar was charged with [Pd(C3H5)Cl]2 (3.7mg 0.01mmol, 0.05 equiv), XPhos (10.5mg, 0.022mmol, 0.11 equiv), K2CO3 (69.1mg, 0.5mmol, 2.5 equiv), and dry CH3CN (1mL). After stirring for about 15minat r.t. under argon, a solution of aryl iodide 1 (0.24mmol, 1.2 equiv), alkylating reagent 2 (0.2mmol, 1.0 equiv), 5-Norbornene-2-carboxylic acid N4 (5.5mg, 0.04mmol, 0.2 equiv) in dry MeCN (1mL) was added, then heated to 70C and stirred for 5-24h. The reaction was monitored by TLC, after completion of the reaction, the mixture was cooled to r.t., filtered through a thin pad of celite eluting with ethyl acetate (10mL), and the combined filtrate was concentrated in vacuo. The residue was directly purified by column chromatography on silica gel or purified by PTLC to give the desired product 3.

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

Reference:
Article; Liu, Ze-Shui; Qian, Guangyin; Gao, Qianwen; Wang, Peng; Cheng, Hong-Gang; Hua, Yu; Zhou, Qianghui; Tetrahedron; vol. 75; 12; (2019); p. 1774 – 1780;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5458-84-4, 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. 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Cooled 140 mL pyridine in a large sealable vessel to -40 2C.Bubbled in trifluoromethyl iodide from a gas cylinder, whichhad been kept in freezer overnight. After adding ICF3 for20 min, added 2-iodo-5-nitroanisole (24.63 g) and copperpowder (67.25 g). Sealed vessel and stirred vigorously for22 h at 140 2C After cooling to -50 aC, carefully unsealedreaction vessel and poured onto ice and Et20. Repeatedlywashed with Et20 and H20. Allowed the ice – Et20 mixture towarm to RT. Separated layers, washed organic layer with INHC1 (3x) , then brine, dried over Na2S04, filtered andconcentrated in vacuo. Eluted material through silica gelplug (4.5:1 Hex:CH2Cl2) to provide 5-nitro-2-trifluoromethylanisole.

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, 1-Iodo-2-methoxy-4-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); 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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H9IO2

3-[4-(3,4-Dimethoxyphenyl)-but-3-ynyl]-1,3-oxazolidin-2-one (34). Triethylamine (0.08 mL, 0.574 mmol) and Pd(PPh3)Cl2 (8.0 mg, 0.011 mmol) were added to a mixture of 3,4-dimethoxyphenyl iodide (33) (64 mg, 0.242 mmol) and alkyne 25 (34 mg, 0.245 mmol) in THF (3 mL) at room temperature. Then Cu(I)I (5 mg, 0.026 mmol) was added. The resulting mixture was stirred at room temperature for 4 h. The reaction was quenched with water (10 mL) and concentrated to remove the organic solvents. The residue was diluted with ethyl acetate (15 mL). The organic layer was separated and washed with brine (2.x.10 mL), dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (25 g), eluting with EtOAc-hexanes (10-50percent) to afford the product 34 (54 mg) as solid in 80percent yield: mp 78-79° C. 1H NMR (300 MHz, CDCl3) delta 6.95 (dd, J=2.1 Hz, J=8.4 Hz, 1H), 6.88 (d, J=1.8 Hz, 1H), 6.76 (d, J=8.4 Hz, 1H), 4.32 (t, J=7.8 Hz, 2H), 3.86 (s, 3H), 3.85 (s, 3H), 3.73 (t, J=7.8 Hz, 2H), 3.51 (t, J=6.6 Hz, 2H), 2.67 (t, J=6.6 Hz, 2H); ESIMS m/z (rel intensity) 276.05 (MH+, 94), 298.05 (MNa+, 98). Anal. (C15H17NO4) C, H, N.

According to the analysis of related databases, 5460-32-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; US2008/300288; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 69113-59-3, 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. 69113-59-3, name is 3-Iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of aryl iodide (1.00 equiv), organostannane(1.00 equiv) and cesium fluoride (3.00 equiv) in DMF was cooledto 0C and degassed for 10 min with argon. Then Pd(PPh3)4(0.10 equiv) and CuI (1.20 equiv) were added to the mixture and the reaction mixture was stirred for 0.5 h at 60C under argon.After the reaction was complete, the reaction mixture was diluted with CH2Cl2 and water, shaken vigorously and filtered through celite with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4, and concentrated. The product was purified by column chromatography on silica gelusing ethyl acetate-hexanes.

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

Reference:
Article; Hoshi, Ayako; Sakamoto, Takeshi; Takayama, Jun; Xuan, Meiyan; Okazaki, Mari; Hartman, Tracy L.; Buckheit, Robert W.; Pannecouque, Christophe; Cushman, Mark; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 3006 – 3022;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 645-00-1, A common heterocyclic compound, 645-00-1, name is 1-Iodo-3-nitrobenzene, molecular formula is C6H4INO2, 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: Inan oven dried 25 ml Schlenk tube add a mixture of aryl halide (1mmol),arylacetylene (1.2 mmol), Pd catalyst 1d (3mol%), triethyl amine (2mmol) in 4ml dioxane. The reaction mixture was heated in an oil bath at 100oCfor 12 h with continuous stirring. After 12 h the reaction mixture was cooledto room temperature and the product was extracted with ethyl acetate (3 x10ml). After drying over Na2SO4, the solvent was removedunder vacuum, and the resulting crude product was purified by columnchromatography on silica gel. The product was eluted with petroleum ether:ethyl acetate (10.0:0.0 to 9.5:0.5) solvent system.

The synthetic route of 645-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khairnar, Bhikan J.; Dey, Sandip; Jain, Vimal K.; Bhanage, Bhalchandra M.; Tetrahedron Letters; vol. 55; 3; (2014); p. 716 – 719;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 35453-19-1, 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. 35453-19-1, name is 5-Amino-2,4,6-triiodoisophthalic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The product (S2) obtained in the step 1) of Example 2, 3,5-dicarboxy(2,4,6)triiodoaniline (10 g, 0.018 mol) was dissolved in 40 mL of ethyl acetate.60 mL of SOCl2 (8.6 g, 0.072 mol) was slowly added dropwise at 70 C.(The purpose of the dropping control temperature does not exceed 10 C), after the addition is completed, the temperature is raised to 80 C,The reaction was refluxed for 20 h, and about half of the solvent was distilled off.Allow to stand for 2 hours, filter, and dry (85 C drying to moisture content ? 1.5%),A brownish brown powdery compound (S3) was obtained.

The synthetic route of 5-Amino-2,4,6-triiodoisophthalic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Calculate University; Wu Zhiping; Bai Xueyan; Wu Yuqi; (13 pag.)CN108727376; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 35453-19-1, A common heterocyclic compound, 35453-19-1, name is 5-Amino-2,4,6-triiodoisophthalic acid, molecular formula is C8H4I3NO4, 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.

5-Amino-2,4,6-triiodo-isophtalic acid (30 g, 0.054 mol) (commercially available from Aldrich), thionyl chloride (8.2 ml, 0.113 mol) and pyridine (0.2 ml) in 1,2 dichloroethane (20 ml) were heated to 70 C. A portion of thionyl chloride (15.2 ml, 0.21 mol) was added dropwise during 1½ to 2 hrs, and the mixture was heated to 85 C. for 6 hrs. After cooling the reaction mixture to room temperature, it was poured into 300 g of ice-water. The yellow precipitate that formed was filtered off, sucked dry and then washed with water until washings showed a pH of ca 5. The filter cake was then dried in a vacuum oven at 50 C. for 3 hrs. A light yellow powder was obtained 31 g (quant.) as the desired product.13C NMR (DMSOd6) 66, 78.4, 148.9, 149.2, 169MS (ES-) found 593.5 [M+H+], expected 593.7

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; GE HEALTHCARE AS; US2008/260651; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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 25309-64-2, Product Details of 25309-64-2

General procedure: Rh(PPh3)3Cl (2.5 mol%) and DPPP (0.04 mmol) were transferred into an oven-dried tube(15 mL), which was evacuated and backfilled with N2 (5x). THF(2 mL), H2O (1 mmol), aryl iodides (1.2 mmol), furfural (1 mmol)and amine (1.8 mmol) were added into the tube via syringe and sealed with Teflon plug. The reaction mixture was stirred at 140 C for 12 h. After the reaction was complete, the mixture was concentrated by rotary evaporation. The crude product was purified by column chromatography (EA/PE = 1/20) on a silica gel to afford the desired product.

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:
Article; Qi, Xinxin; Zhou, Rong; Ai, Han-Jun; Wu, Xiao-Feng; Journal of Catalysis; vol. 381; (2020); p. 215 – 221;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 32024-15-0, A common heterocyclic compound, 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, molecular formula is C9H9IO3, 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: The reactants – corresponding aldehyde (entries 1-60, Tables 1 and 2) (1.5 mmol), CH3NH3Cl (2-10 mol eq, Tables 1 and 2) and the base (2-10 mol eq, Tables 1 and 2) (the amount of CH3NH3Cl and NaHCO3 were equimolar) – were grinded in a mortar with a pestle for 10 min and then left to stand at room temperature from 1 h to overnight (Tables 1 and 2). The reaction was monitored by TLC, GCMS and 1H NMR. The reaction mixture was taken up with Et2O and the resultant suspension was filtrated through a layer of anhydrous MgSO4. The solvent was evaporated in vacuo to give the crude product. Some of the obtained azometines were pure enough for spectral characterization, while the others were purified by MPLC. The products were characterized by IR, 1H, and 13C NMR, MS, whenever they were synthesized in the sufficient amounts. The spectral data of the known compound were compared with those from the literature and showed favorable agreement. 4.6.21 N-(3-iodo-4,5-dimethoxybenzylidene)methanamine (2v) Colorless oil; FTIR (neat): 3087, 2990, 2968, 2926, 2850, 1646 (C=N), 1586, 1560, 1461, 1403, 1364, 1267 (C-O-C, asym.), 1228, 1136, 1164, 1042 (C-O-C, sym.), 1004, 946, 835, 798, 747, 641 cm-1; EIMS m/z 305 [M]+ (100.0), 304 [M-H]+ (39.0), 290 [M-CH3]+ (17.4), 274 [M-OCH3]+ (10.9), 259 [M-CH3-OCH3]+ (4.2), 246 [M-NCH3-CH3-CH3]+ (4.8), 178 [M-I]+ (4.0), 163 [M-I-CH3]+ (7.6), 162 [M-H-I-CH3]+ (8.4), 148 [M-I-NH2CH2]+ (11.5), 132 [M-I-CH3-OCH3]+ (12.9), 118 [M-I-NCH3-OCH3]+ (12.2), 90 (4.5), 89 (10.4), 77 (9.9), 65 (6.0), 63 (7.7), 51 (4.7), 50 (5.7), 42 [M-C6H2(OCH3)2I]+ (18.0); 13C NMR (CDCl3, 50 MHz): 48.0, 56.0, 60.5, 92.0, 110.2, 131.5, 134.7, 150.9, 152.8, 160.3; 1H NMR (CDCl3, 200 MHz): 3.51 (d, J = 1.6 Hz, 3H, NCH3), 3.86 (s, 3H, C5-OCH3)*, 3.90 (s, 3H, C4-OCH3) *, 7.36 (d, J = 1.8 Hz, 1H, H2), 7.57 (d, J = 1.8 Hz, 1H, H6), 8.13 (q, J = 1.6 Hz, 1H, N=CH); Calcd for C10H12INO2: C 39.36, H 3.96, N 4.59, O 10.49%; found: C 39.42, H 3.94, N 4.56%; RI (HP-5MS) 1832.

The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Radulovi?, Niko S.; Miltojevi?, Ana B.; Vuki?evi?, Rastko D.; Comptes Rendus Chimie; vol. 16; 3; (2013); p. 257 – 270;,
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. 6940-76-7, name is 1-Chloro-3-iodopropane, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

a) Preparation of 5-Chloro-2-(3.4-dimethoxyphenyl)-2-isopropylpentanenitrile 2-(3,4-dimethoxyphenyl)-3-methylbutanenitrile (1.21 g, 5.52 mmol) was added to a suspension of sodium amide (0.59 g, 14.4 mmol) in toluene (12 ml). The mixture was then heated to reflux for 2 hours before the addition of 1-chloro-3-iodopropane (0.9 ml, 8.3 mmol). The mixture was cooled to room temperature over 80 minutes, and worked up by addition of water. The product was extracted with methyl-t-butyl ether (MTBE). After usual work-up, including drying the organic extract using MgSO4 and concentrating under reduced pressure the product was purified on column chromatography eluding with (ethyl acetate: light petroleum (b.p. 40 -60 C.) =1:2), to give 1.4g (82% yield) of the required product.

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Darwin Discovery Limited; US5910601; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com