Month: July 2021

Reference of 375-80-4, 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. 375-80-4 name is 1,6-Diiodoperfluorohexane, 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.

Example 11Purification of dodecafluoro-l,6-diiodohexane (m=3) (via gas/solid)20 mg of dodecamethonium iodide and 100 mg of dodecafluoro-l,6-diiodohexane of 98% purity (sold by Sigma-Aldrich) were put into two different open test tubes. Both said open test tubes were promptly put into a chamber, which was immediately closed. The dodecafluoro- 1,6-diiodohexane, being very volatile, expand inside the closed chamber, thus contacting the solid dodecamethonium iodide. Once the dodecafluoro- 1,6-diiodohexane was left to spread for 6 hours at room temperature, the formation of a yellow solid was observed which was extracted from the chamber, washed with CCU and dried under vacuum. On the solid thus obtained, 1H and 19F NMR tests were carried out in the presence of (CFaCH2O)2 as internal standard; such tests confirmed the formation of an adduct composed of two compounds in 1 :1 ratio. An XRD test was performed on the adduct crystal which confirmed the exclusive presence of dodecamethonium iodide and dodecafluoro- 1,6-diiodohexane and allowed to observe the same crystalline phase of the adduct obtained in Example 3.The dodecafluoro- 1,6-diiodohexane was then separated from the sequestering agent by sublimation of the crystalline adduct under vacuum at a temperature of about 500C and recovered by recondensation at a temperature of about -1980C.It was then possible to further purify the dodecafluoro- 1,6-diiodohexane available on the market with a 98% purity to dodecafluoro- 1,6-diiodohexane with a 100% purity, through a process of the invention from gas phase on solid phase, thus obtaining the same optimal results of the process of the invention from liquid phase.

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

Reference:
Patent; Politecnico di Milano; WO2009/7302; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 135050-44-1, These common heterocyclic compound, 135050-44-1, name is 3-Chloro-4-iodoaniline, 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 solution of 3-chloro-4-iodo-aniline (10 g) in tetrahydrofuran (40 mL) containing diiso-propylethylamine (6.9 mL) is added di-tert-butyl-dicarbonate (8.6 g) and the mixture is heated to reflux. After approximately 15 hours additional portions of diisopropylethylamine (6.9 mL) and di-tert-butyl-dicarbonate (21 g) is added and heating is continued for approximately 24 hours. The solution is then cooled, concentrated under reduced pressure, diluted with ethyl acetate, and washed successively three times with 5% aqueous hydrochloric acid then once with saturated aqueous sodium chloride. The solution is dried over anhydrous sodium sulfate then concentrated under reduced pressure to provide the desired crude product as a brown oil. Crystallization is induced by addition of hexanes, and the collected solid material is recrystallized from hexanes to give the desired product as a white solid.

The synthetic route of 135050-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; EP1137645; (2004); B1;,
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. 13329-40-3, name is 1-(4-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Product Details of 13329-40-3

To a solution of 4-iodoacetophcnonc 4.9 ( 1 O g, 40.6 mmol) in dioxanc ( 100 mL) was added bromine (2.18 mL, 42.7 mmol) dropwise at 0 C. The reaction mixture was stirred for 30 minutes. The resulting solution was concentrated. The residue was dissolved in dichloromethane (200 mL) and was washed with satd. NaHCO3, H2O and brine, dried over Na2SO4, and concentrated to give 4.10. To a solution of 4.10 in DMF ( 100 mL) were added potassium carbonate ( 16.8 g, 122 rnmol) and /ert-butylcarbamidine hydrochloride 4.11 ( 1 1.1 g, 81.2 mmol). After stirring overnight, the reaction mixture was filtered and the filtrate was concentrated. The resulting residue was purified on silica gel using a mixture of hexanes and ethyl acetate to give 4.12 (8.1 g, 61%). LRMS (M+Na+) m/z 327.0.

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; CYTOKINETICS, INC.; SMITHKLINE BEECHAM CORPORATION; WO2007/56143; (2007); A2;,
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

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

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

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

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

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

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