Author: Jessica.F

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

Synthetic Route of 83863-33-6, A common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

A solution of 5-iodo-2-methylaniline (1g, 42.91mmol) and 2-tert butyldicarbonate (1.03g, 47.19 mmol) in THF (10 ml) was stirred at reflux temperature for 2 hours. Solvent was then removed in vacuo, the residue dissolved in ethyl acetate and this solution was washed successively with 1M citric acid solution and brine. The organic phase was dried over MgSO4 and concentrated in vacuo. The resultant yellow-white solid was crystallized from hexane to give white solid 2 (1.22 g, 85.3%).

The synthetic route of 83863-33-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Raju, Gheevarghese; Capo, Joseph; Lichtenstein, Bruce R.; Cerda, Jose F.; Koder, Ronald L.; Tetrahedron Letters; vol. 53; 10; (2012); p. 1201 – 1203;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20691-72-9, name is 4-Iodo-2-nitroaniline, 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 20691-72-9, Quality Control of 4-Iodo-2-nitroaniline

Method a To a solution of diphosgene (4.1 mL, 34.1 mmol) in EtOAc (40 mL) at 0 C. was added a solution of the 4-iodo-2-nitroaniline (45.5 mmol) in EtOAc (200-500 mL), and the mixture was heated to reflux for 18 h. The solvent was removed in vacuum to leave a brown solid, which was triturated with hot hexane (200 mL). The solid material was filtered off and the filtrate was concentrated under reduced pressure to leave the pure 4-iodo-2-nitrophenylisocyanate as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-2-nitroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; US6509328; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 61203-48-3,Some common heterocyclic compound, 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, molecular formula is C9H9IO4, 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.

[C.] [N- (6-NITROQUINOLIN-4-YL)-N- (N, N-DIMETHYLAMINOETHYL)-2-IODO-5,] 6- dimethoxybenzamide (8c). Oxalyl chloride (1.5 g, 12.0 mmol) was added to a solution of 3, 4-dimethoxy-6-iodobenzoic acid (985 mg, 3.2 mmol) in anhydrous methylene chloride (20 mL), and the stirred mixture was refluxed for 3 hours. The mixture was then concentrated to dryness under reduced pressure. The acid chloride was redissolved in 20 mL of anhydrous methylene chloride, and this solution was added to a solution of 7c (700 mg, 2.7 mmol) and triethylamine (2.0 g, 20.0 mmol) in methylene chloride (30 mL), and the resulting mixture was stirred at reflux for 2 hours. The reaction mix was cooled and washed with saturated sodium bicarbonate (3 x 75 mL), and extracted with 5 % aqueous HCl (4 x 100 mL). The combined aqueous extracts were basified with 30% [NAOH] and then extracted with chloroform (3 x 100 mL). Combined organic extracts were then dried [(MGSO4)] and evaporated to give 1.15 g of the amide, in 78 % yield ; 1H NMR [(CDC13)] 8 2.23 (s, 6H), 2.63 (m, 2H), 3.35 (s, 3H), 3.71 (s, 3H), 3.96 [(M,] 1H), 4.29 (m, 1H), 6.50 (s, 1H), 6.94 (s, [1H),] 7.79 (d, 1H, [J=5.] 2), 8.22 (d, [1H,] [J=9.] 2), 8. 48 (d, 1H, J=9. 2), 9.0 (d, 1H, J=5. 2), 9.28 (s, [1H)] ; [13C] NMR [(CDC13)] [5] 45.5, 48.0, 55.6, 56.1, 56. 8, 82.3, 110.7, 120.9, 121.5, 122.9, 123.4, 125.5, 132.2, 133.7, 145.9, 148.4, 149.1, 149. 8, 151.5, 154.1, 169.7 ; IR (CHC13) 1345,1535, 1655.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-4,5-dimethoxybenzoic acid, its application will become more common.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY; LAVOIE, Edmond, J.; RUCHELMAN, Alexander, L.; LIU, Leroy, F.; WO2004/14906; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 627-31-6, 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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip) belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 11 (65 mg, 0.1 mmol), 1,3-diiodopropane (88.8 mg, 0.3 mmol) was added to an 8 mL vial.DIPEA (diisopropylethylamine, 20 uL), acetonitrile (150 uL), and the reaction mixture was reacted at 80 C for 12 hours.The reaction solution was drained, washed with DCM, washed with saturated aqueousThe solid was washed with diethyl ether to give a white solid compound 12 (40 mg, yield = 38%)

The synthetic route of 1,3-Diiodopropane(stabilized with Copper chip) has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Shi Shiliang; Cai Yuan; Yang Xintuo; Li Feng; (67 pag.)CN109776422; (2019); A;,
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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C3H4F3I

A 50-mL round bottom flask was charged with S-(3-((3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)(ethyl)amino)-3-oxopropyl) ethanethioate (1.6 g, 4.54 mmol) and methanol (30 mL) The mixture was purged with a flow of nitrogen for 15 min. Sodium methoxide (0.735 g, 13.6 mmol) was added, and the suspension was stirred under nitrogen for 5 min. 1,1,1-Trifluoro-3-iodopropane (1.6 mL, 13 6 mmol) was added and the reaction was heated at 50 C. for 4 h, at which time HPLC analysis revealed complete conversion of S-(3-((3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)(ethyl)amino)-3-oxopropyl) ethanethioate to product. The reaction was cooled to room temperature and transferred to a separatory funnel and EtOAc (100 mL) and water (50 mL) were added. The layers were separated and the aqueous phase was extracted with EtOAc (50 mL) The combined organic layers were washed with brine (25 mL), dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by flash column chromatography (20-100% EtOAc/hexanes) to afford an oil which solidified to give the desired product as a white solid (1.52 g, 82% yield, 97% HPLC purity). mp 79-80 C. 1H NMR (400 MHz, CDCl3): 8.94 (s, 1H), 8.62 (d, J=4.6 Hz, 1H), 8.04(d, J=9.3 Hz, 1H), 7.97 (s, 1H), 7.45 (m, 1H), 3.70 (q, J=7.0 Hz, 2H), 2.83 (t, J=7.2 Hz, 2H), 2.70-2.57 (m, 2H), 2.43 (t, J=7.2 Hz, 2H), 2.40-2.27 (m, 2H), 1.15 (t, J=7.1 Hz, 3H). ESIMS m/z 406.9 ([M+H]+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 460-37-7.

Reference:
Patent; Dow AgroSciences LLC; YANG, Qiang; LORSBACH, Beth; NIYAZ, Noormohamed M.; BUYSSE, Ann M.; WALSH, Martin J.; Zhang, Yu; TRULLINGER, Tony K.; MOLITOR, Erich J.; CANTURK, Belgin; HAO, Yan; KISTER, Jeremy; (23 pag.)US2018/186753; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 6940-76-7, name is 1-Chloro-3-iodopropane, 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 6940-76-7, HPLC of Formula: C3H6ClI

A reaction flask was charged with 6-fluoro-4H-benzo[ 1.4]oxazin-3-one (1.67 g, 10 mmol), 1-chloro-3-iodopropane(2.04 g, 10 mmol), and Cs2CO3 (4.88 g, 15 mmol) in MeCN (10 mE) and stirred at it for 3 days. The reaction mixture wasquenched with water and the product extracted into EtOAc. The combined organic phases were dried over Na2504,filtered, and concentrated. The product was purified by flashcolunm chromatography (5i02 n-heptane/EtOAc 2:1) togive the title compound (145EH20) (2.32 g, 95%). ?H NMR (CDC13) oe 6.95-6.91 (m, 1H), 6.82-6.78 (m, 1H), 6.72-6.67 (m, 1H), 4.57 (s, 1H), 4.05 (t, J=7.2 Hz, 2H), 3.62 (t, J=6.2Hz, 2H), 2.19-2.11 (m, 2H); ?3C NMR (CDC13) oe 164.6,158.6 (d, J=240.7 Hz), 141.5 (d, J=2.3 Hz), 129.6 (d, J=10.5Hz), 118.0 (d, J=9.3 Hz), 110.0 (d, J=23.1 Hz), 102.7 (d, J=28.8 Hz), 67.8, 42.3, 39.3, 30.0.

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; ACADIA PHARMACEUTICALS, INC.; Skjaerbaek, Niels; Koch, Kristian Norup; Friberg, Bo Lennart Mikael; Tolf, Bo-Ragnar; (70 pag.)US9522906; (2016); B2;,
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. 612-55-5, name is 2-Iodonaphthalene, A new synthetic method of this compound is introduced below., COA of Formula: C10H7I

General procedure: A mixture of aryl halide (1.0 mmol), alkene (1.1 mmol), triethylamine (2 mmol), DMF (5 mL), and the catalyst (30 mg, 0.28 mol% Pd ) was stirred at 80 C for an appropriate time under aerial condition. The progress of the reaction was monitored by TLC. After completion of the reaction, the mixture was cooled to room temperature, poured into H2O (10 mL), and the catalyst was separated by magnetic decantation. In the case of acrylic acid, aqueous solution of Na2CO3 (10 mL, 3% w/v) was added; after separation of the catalyst, and the product was extracted with ethyl acetate (3 × 10 mL). The combined organic extracts were washed with brine (2 × 10 mL), dried over MgSO4, and concentrated in vacuum. The crude product was further purified by column chromatography (silica mesh size 60-120).

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:
Article; Vibhute, Sandip P.; Mhaldar, Pradeep M.; Shejwal, Rajendra V.; Rashinkar, Gajanan S.; Pore, Dattaprasad M.; Tetrahedron Letters; vol. 61; 17; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com