Month: July 2021

These common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic 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. category: iodides-buliding-blocks

Anhydrous dichloromethane (1.0 ml) and chloromethylenedimethyliminium chloride (76.8 mg, 0.600 mmol) were added to 2-iodo-5-methoxybenzoic acid (167 mg, 0.600 mmol) under ice cooling, and the resultant was agitated at room temperature for 30 minutes. A solution of 2-[(4-butylamino)benzo[d][1,3]dioxole]]-1,1,1,3,3,3-hexafluoropropan-2-ol (l) (72.0 mg, 0.200 mmol) dissolved in triethylamine (0.120 ml, 0.861 mmol) and dichloromethane (0.5 ml) was added to the reaction solution, and the mixture was agitated at room temperature for 20 hours. Water was added to the reaction solution, and an organic phase was extracted with ethyl acetate. The organic phase was washed with an aqueous solution of saturated sodium chloride, and the resultant was dried over sodium sulfate, followed by concentration under a reduced pressure. A crude product was purified via silica gel column chromatography using hexane:ethyl acetate (4:1) as an eluting solvent (yield: 123 mg, 99percent).

The synthetic route of 2-Iodo-5-methoxybenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baba, Masanori; Hashimoto, Yuichi; Aoyama, Hiroshi; Sugita, Kazuyuki; Nakamura, Masahiko; Aoyama, Atsushi; Urata, Yasuo; US2012/316342; (2012); A1;,
Iodide – Wikipedia,
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Related Products of 3930-83-4,Some common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, molecular formula is C7H6INO, 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: Substrate diversity:In the following reaction formulas, the substances shown in Table 6 were used as substrates (Substrates), and the yield of cyclic compounds was examined. The yields are also shown in Table 6. The amount of terephthalaldehyde used is 0.25 mmoL.

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

Reference:
Patent; Machine: Enui?kemukyatto Co ., Ltd .; Kadoguchi Tai; Hattori Rin Hiroshi; Ueda Shun; Sawa Kan Yoshinari; Saji Ki Hiroshi Nao; (23 pag.)JP2018/24631; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5100-98-1, 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. 5100-98-1, name is 3-Chloro-2-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 1-(bromomethyl)-3-chloro-2-iodobenzene. To a solution of 1-chloro-2-iodo-3-methylbenzene (4.0 g, 16 mmol) in CCl4 (12 mL), wereadded N-bromosuccinimide (5.6 g, 32 mmol) and 1,1′-azobis(cyclohexanecarbonitrile) (3.9 g, 16 mmol).The mixture was degassed with nitrogen and then heated at 90 °C for 1h. After cooling to roomtemperature, silica gel was added, and the solvent was removed in vacuo. Purification by flash columnchromatography (SiO2; 0 – 5percent EtOAc /hexanes) provided the title compound as an oil (3.7 g, 70percent yield).1H NMR (400 MHz, CDCl3): delta 7.37 (m, 2H), 7.29 ? 7.23 (m, 1H), 4.65 (s, 2H).

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-Chloro-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Maher, Michael P.; Wu, Nyantsz; Ravula, Suchitra; Ameriks, Michael K.; Savall, Brad M.; Liu, Changlu; Lord, Brian; Wyatt, Ryan M.; Matta, Jose A.; Dugovic, Christine; Yun, Sujin; Ver Donck, Luc; Steckler, Thomas; Wickenden, Alan D.; Carruthers, Nicholas I.; Lovenberg, Timothy W.; Journal of Pharmacology and Experimental Therapeutics; vol. 357; 2; (2016); p. 394 – 414;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 18698-96-9,Some common heterocyclic compound, 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, molecular formula is C8H7IO2, 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.

EXAMPLE 3 Preparation of N,N-dimethyl-o-iodophenylacetamide To 10 g (0.038 mole) of o-iodophenylacetic acid was added 50 ml of a solution of 5.7 g (0.048 mole) of thionyl chloride in anhydrous benzene, and the mixture was refluxed for 2 hours under agitation. Then, the solvent and unreacted thionyl chloride were removed by distillation under reduced pressure below 40° C. and the residue was subjected to distillation under reduced pressure to obtain 9.6 g of o-iodophenylacetyl chloride as a light yellow oily product having a boiling point of 153° to 156° C. under 8 mmHg in a yield of 90percent.

The synthetic route of 18698-96-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ikeda Mohando Co., Ltd.; US4283532; (1981); A;,
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. 1829-28-3, name is Ethyl 2-iodobenzoate, A new synthetic method of this compound is introduced below., Product Details of 1829-28-3

To a dried pressure tube was added o-phenylenediamine (0.3 g, 2.7 mmol), ethyl-2-iodobenzoate (1.5 g, 5.5 mmol) under nitrogen followed by ethylene glycol (6 mL), 10 mol % CuI (52 mg, 0.27 mmol) and K3PO4 tribasic (1.17 g, 5.5 mmol). Pressure tube was closed tightly and heated at 100 C for 4 h. After completion of the reaction (monitored by TLC) reaction mixture was cooled to room temperature and filtered over a pad of silica with CH2Cl2 to remove CuI and base residues. Then solvent was removed on rotary evaporator and the residue was purified on silica column chromatography using 25-30% EtOAc in hexane as solvent to give 1 Yield 50% (0.29 g). (0019) mp: 251-253 C; IR (upsilonmax):3320, 3025, 1603, 1579, 1471, 1394, 1157, 748 cm-1; 1H NMR (300 MHz, DMSO-d6): delta 8.63 (s, 1H, Amide NH), 6.60 (s, 1H, Amine NH), 6.46 (dd, J = 7.9, 1.4 Hz, 1H, ArH), 6.19-6.08 (m, 1H, ArH), 5.87-5.63 (m, 6H, ArH);13CNMR (75 MHz, DMSO): delta 168.1, 150.4, 140.0, 133.2, 131.9, 129.6, 124.6, 123.0, 122.7, 121.2, 120.9, 119.8, 119.0; HRMS (ESI) m/z calculated for [M+H]+ [C13H11N2O] 211.0866, found 211.0860.

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; Praveen Kumar, Chintakunta; Reddy, T. Srinivasa; Mainkar, Prathama S.; Bansal, Vipul; Shukla, Ravi; Chandrasekhar, Srivari; Huegel, Helmut M.; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 674 – 686;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 63131-30-6, The chemical industry reduces the impact on the environment during synthesis 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, I believe this compound will play a more active role in future production and life.

To a solution of compound 56A (31.5 g, 99.02 mmol) in EtOH (300 mL) was added NH4OAc (20 g, 259.46 mmol), then the mixture was stirred at 85 C for 18h. The reaction mixture was concentrated to remove solvent, then diluted with water (150 mL) and extracted with EA (100 mL x 3), the organic layers were washed with saturated NaHCCL (100 mL x 2), dried over Na2S04, filtered and concentrated to give a residue. The residue was purified by flash silica gel chromatography (ISCO; 220 g SepaFlash Silica Flash Column, Eluent of 0-10% Ethyl acetate/Petroleum ethergradient 100 mL/min). Compound 56B (26 g, yield: 71.5%) as light yellow solid was obtained. 1H NMR (400MHz, DMSO-d6) d 7.86 – 7.75 (m, 2H), 7.44 – 7.34 (m, 2H), 4.77 (s, 1H), 4.05 (q, / = 7.1 Hz, 2H), 1.19 (t, / = 7.2 Hz, 3H). MS (ESI) m/z (M+H)+3l7.9.

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, Ethyl 3-(4-iodophenyl)-3-oxopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BLADE THERAPEUTICS, INC.; LIM, Sharlene; IBRAHIM, Prabha; FUENTES, Maria; (0 pag.)WO2020/6294; (2020); 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H3Cl2I

To a solution of l,2-dichloro-4-iodobenzene (Intermediate la) (5.6g, 20.75mmol), tert-butyl 4-(but-3-yn-2-ylcarbamoyl) piperazine-l-carboxylate (Intermediate 8) (7g, 24.9lmmol) and triethyl amine(8.66mL, 62.25mmol) in DMF(lOOmL) was purged with argon gas for 20 min. Then Copper Iodide (0.79g, 4.l5mmol) and Tetrakis(triphenylphosphine) palladium(O) (2.39g, 2.07 mmol) were added at RT and the reaction mixture was again purged for 10 min. The reaction mixture was stirred for 2h at 80C. After completion of reaction, it was poured into ice water and extracted with EtOAc. The EtOAc layer was dried; concentrated and purified by combiFlash silica gel column (hexanes/EtOAc=40/60) to obtain the title compound (7.0g, 79.8%). LCMS: m/z =426.1 [M]+.

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 20555-91-3.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; KHAIRNAR, Vinayak V.; RAMACHANDRA, Muralidhara; SATYAM, Leena Khare; (139 pag.)WO2019/142126; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2265-91-0, name is 1,3-Difluoro-5-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 2265-91-0, SDS of cas: 2265-91-0

8-methyl-6-phenyl-2H-[2,7]naphthyridine-l-one (200 mg, 0.846 mmol), CuI (32 mg, 0.169 mmol), K 3 PO 4 (359 mg, 1.692 mmol) were suspended in 1,4-dioxane (3 mL), dropwisely added with 3,5-difluoroiodobenzene(0.12 mL, 1.016 mmol), N,N – dimethylethylene diamine (0.036 mL, 0.338 mmol) and then refluxed for 15 hours under nitrogen atmosphere. The resultant was cooled down to room temperature, added with distilled water (50 mL) and then extracted with EtOAc (50 mL). The resulting organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate, filtered and concentrated. The resulting residue was purified by a silica gel column chromatograph (20% EtOAc/Etaexanes) and obtained a white solid [212 mg(72%)].[139] lambda Eta NMR(300 MHz, CDCl3) delta 3.16(s, 3H), 6.53(d, IH, J=7.2Hz), 6.88-6.95(m,IH), 6.98-7.06(m, 2H), 7. 27(d, IH, J=I. 2Hz), 7.43-7.55(m, 3H), 7.63(s, IH), 8.11-8.15(m, 2H).

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, 1,3-Difluoro-5-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SK CHEMICALS CO., LTD.; WO2006/112666; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 444-29-1, A common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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: A mixture of aryl halide (1.0 mmol), DAAD (1.1 mmol), and CuI (9 mg, 0.05 mmol) in DMF (2 mL) was stirred for 30 min at 0 °C. A suspension of NaH (0.050 g, 1.1 mmol) in DMF (1 mL) was slowly added to the reaction mixture over 20 min. The mixture was then evacuated and back-filled with N2 (3 times) and stirred for 12?20 h at the appropriate temperature. The crude reaction mixture was diluted with CH2Cl2 (5 mL) and a saturated NH4Cl solution (3 mL). The mixture was stirred for an additional 30 min and two layers were separated. The aqueous layer was extracted with CH2Cl2 (3 2 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, hexane/EtOAc 3:1) to give the desired product.

The synthetic route of 444-29-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Samzadeh-Kermani, Alireza; Tetrahedron Letters; vol. 57; 4; (2016); p. 463 – 465;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 181765-85-5 as follows. Formula: C8H6ClIO2

To a vial was added 1-005(221 mg, 0.506 mmol), methyl 4-chloro-2-iodobenzoate (150 mg, 0.506 mmol) and PdCl2(dppf CH2Cl2 (20.66 mg, 0.025 mmol). THF (3 mL) and 1.5 M Na2CO3 (1.012 mL, 1.518 mmol) were added. The mixture was bubbled with Ar for 3 min. The reaction mixture was sealed and irradiated in a microwave reactor at 100 C for 30 min. The reaction mixture was diluted with EtOAc and 0 and extracted with EtOAc. The combined organic layer was washed with brine, dried with MgS04 and concentrated. The crude residue was purified by ISCO (0-100% EtOAc in Hexanes) to afford the title compound (Example 313a, 160mg, 0.334 mmol, 66.0 % yield). MS (ESI) (m/z) 479 [M + H]+. FontWeight=”Bold” FontSize=”10″ H NMR (500 MHz, CDC13) delta 7.79 – 7.72 (m, 2H), 7.56 (dd, 7=8.0, 0.8 Hz, 1H), 7.38 (dd, 7=8.3, 2.2 Hz, 1H), 7.32 – 7.25 (m, 1H), 7.23 – 7.18 (m, 1H), 7.17 (d, 7=8.3 Hz, 2H), 7.02 (d, 7=8.3 Hz, 2H), 5.68 (s, 2H), 4.15 (q, 7=7.2 Hz, 2H), 3.79 (s, 3H), 3.57 (s, 3H), 1.52 (t, 7=7.0 Hz, 3H).

According to the analysis of related databases, 181765-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com