Tag: M.W=200-300

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

2-(2-Iodophenyl)acetic acid (100 g, 381.67 mmol) was dissolved in MeOH (400 mL). SOC12 (34 mL, 458.01 mmol) was added at RT with stifling, and the reaction mixture was heated at 60 C for 1 h. The solvent was removed in vacuo. The resulting crude material was dissolved in ethyl acetate (250 mL), washed with saturated NaHCO3 (1 x 100 mL), brine (1 x 100 mL) and dried (Na2SO4). The solvent was removed to afford methyl 2-(2- iodophenyl)acetate (100 g, 95%) as a brown oil. MS (ESI) mlz 276.9 [M+H].

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

Reference:
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
Iodide – Wikipedia,
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52548-14-8, name is 2-Iodo-5-methylbenzoic acid, 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. COA of Formula: C8H7IO2

Step 1) Synthesis of 5-methyl-2- (2H-1, 2, 3-triazol-2-yl) benzoic acid To a solution of N, N-dimethylformamide (30 mL) were added sequentially 2H-1, 2, 3-triazole (3.45 g, 50 mmol) , 2-iodo-5-methyl benzoic acid (5.24 g, 20 mmol) , cesium carbonate (11.72 g, 36 mmol) , trans-N, N’-dimethyl-1, 2-cyclohexanediamine (0.51 g, 3.6 mmol) and cuprous iodide (0.38 g, 2 mmol) . The reaction was heated to 100 ? under N2. After reaction for 4 hours, the reaction mixture was cooled to rt, diluted with water (60 mL) and extracted with ethyl acetate (200 mL ¡Á 2) . The aqueous layer was acidified to pH 1 to 2 with concentrated hydrochloric acid, and then extracted with ethyl acetate (200 mL ¡Á 2) . The combined organic layers were dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (DCM/methanol (v/v) =50/1) to give the title compound as a yellow solid (2.76 g, 68 %) .MS (ESI, neg. ion) m/z: 202.1 [M-H] -;1H NMR (CD3OD, 600 MHz) d (ppm) : 7.88 (s, 2H) , 7.66 (d, 1H) , 7.59 (d, J= 8.2 Hz, 1H) , 7.50-7.48 (dd, J = 8.1 Hz, 1.1 Hz, 1H) , 2.45 (s, 3H) ; and13C NMR (CD3OD, 151 MHz) d (ppm) : 169.8, 140.7, 137.5, 136.7, 133.5, 131.5, 129.3, 126.0, 21.0.

The synthetic route of 52548-14-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 4949-69-3, name is 4-Iodo-3-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: iodides-buliding-blocks

EXAMPLE 271A 2-bromo-N-(4-iodo-3-methylphenyl)acetamide The procedure described in Example 1A was followed, substituting 4-iodo-3-methylaniline for 3-methylaniline to provide the title compound as a white solid. 1H NMR (300 MHz, DMSO-d6) delta 2.33 (s, 3H), 4.02 (s, 2H), 7.20 (dd, 1H, J=8.5, 2.4 Hz), 7.56 (d, 1H, J=2.4 Hz), 7.74 (d, 1H, J=8.5 Hz), 10.40 (br s, 1H); MS (DCI/NH3) m/e 353/355 (M+H)+; 371.373 (M+NH4)+.

The synthetic route of 4949-69-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bhatia, Pramila A.; Daanen, Jerome F.; Hakeem, Ahmed A.; Kolasa, Teodozyj; Matulenko, Mark A.; Mortell, Kathleen H.; Patel, Meena V.; Stewart, Andrew O.; Wang, Xueqing; Xia, Zhiren; Zhang, Henry Q.; US2004/29887; (2004); A1;,
Iodide – Wikipedia,
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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. 123158-75-8, name is 4-Chloro-2-iodo-6-nitroaniline, A new synthetic method of this compound is introduced below., name: 4-Chloro-2-iodo-6-nitroaniline

Example B4 Preparation of 4-chloro-6-iodo-1.2-phenylenediamine 1.5 g of 4-chloro-2-iodo-6-nitroaniline together with 50 ml of tetrahydrofuran and 10 ml of 1-propanol are initially introduced into a stirred autoclave. 5 mg of FeCl2.4H2 O and 0.3 g Pt/Pb-CaCO3 catalyst are added to the solution, and hydrogenation is carried out at 130 C. and 20 bar of hydrogen. After the hydrogenation has come to a standstill, the reaction mixture is cooled to room temperature, the reactor is rendered inert with nitrogen and the catalyst is filtered off. After filtration, the solvent is removed by distillation to give 1.3 g of 4-chloro-6-iodo-1,2-phenylenediamine as a crude product. 1 H-NMR (CDCI3, 300MHz) 3.56 ppm (s, 2H, broad); 3.77 ppm (s, 2H, broad); 6.68 ppm (s, 1H); 7.18 ppm (s, 1H).

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; Novartis Consumer Health S.A.; US5877340; (1999); A;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, molecular formula is C3H6ClI, 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. SDS of cas: 6940-76-7

a) Freshly prepared LDA (8.97 mmol) was added to a solution of 2-fluoro-3- iodopyridine (2.00 g, 8.97 mmol) in THF (15 mL) cooled at -78 C. After 1 h, 1 – chloro-3-iodopropane (0.96 mL, 8.97 mmol) was added to the anion solution, allowing to reach room temperature (overnight). The reaction volume was reduced to ca. 10 mL and the mixture was poured over EtAcO (60 mL) and washed with water (2 x 20 mL); the organic layer was dried over anhydrous Na2S04 and filtered. After removal of the solvent, the residue was purified by column chromatography on silica gel (2>4% EtAcO/hexanes), affording 1 .88 g of 3-(3-chloropropyl)-2-fluoro-4- iodopyridine [Rf= 0.70 (5% EtAcO/hexanes), colorless oil, 70% yield].LC-MS ESI+ m/z: 300 (M+1 , 98%) (Method 5).1 H-NMR (CDCI3, 250 MHz, ?): 7.70 (d, J= 5.2 Hz, 1 H, ArH); 7.61 (d, J= 5.2 Hz, 1 H, ArH); 3.62 (t, J= 6.5 Hz, 2H); 2.99-2.90 (m, 2H); 2.10-1 .97 (m, 2H

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6940-76-7, its application will become more common.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); 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. 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

2-(2-iodophenyi)acetic acid (5.00 g, 19.1 mrnoi) was placed into a reaction flask and dissolved in MeOH (150 mL). Sulfuric acid (250 L) was added and reaction mixture was stirred and heated at 80 C under nitrogen for 16 hours. The resulting mixture was cooled to room temperature and the volatiles removed by evaporation under reduced pressure. The residue was taken up in ethyl acetate (100 mL), washed with 10% NaHC03 (100 mL), dried (MgS04) and evaporated under reduced pressure to give the title compound (19) (5,20g, 99%) as a dear liquid; 1 H NMR (400 MHz, CDCI3) delta 7.85 (dd, J = 7.9, 1.0 Hz, 1 H), 7.35 – 7.27 (m, 2H), 6.97 (ddd, J = 7.9, 7.0, 2.1 Hz, 1 H), 3.81 (s, 2H), 3.72 (s, 3H).

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 18698-96-9.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 54811-38-0, 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. 54811-38-0, name is 5-Iodo-2-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a reaction mixture of 150 gm of iodobenzoic acid in 750ml of dichloromethane and 3.0 ml DMF at 30C, 69.75 gm thionyl chloride was slowly charged. The reaction mixture was heated to reflux temperature of the solvent and stirred for 1 hour. The reaction mixture was cooled to 0C to 5C and was charged with 91 gm anhydrous AICI3, and 102 gm fluoro phenyl thiophene diluted in 300 ml dichloromethane. Stirred the reaction mixture at 30C for 1 hour. The reaction mixture was quenched in crushed ice water mixture at 0-5C. Organic layer was separated and washed with 750 ml saturated sodium bicarbonate solution. Dichloromethane was distilled under vacuum to obtain crude iodophenyl thiophene ketone. Crude iodophenyl thiophene ketone was recrystallized from 600 ml isopropanol to obtain 222 gm of lodophenyl thiophene ketone.

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-Iodo-2-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CIPLA LIMITED; KING, Lawrence; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PHULL, Manjinder Singh; SAWANT, Ashwini Amol; HIRE, Kapil Ramesh; (0 pag.)WO2016/83790; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 3032-81-3, 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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 1,3-dichloro-5-iodo-benzene in 1,4-dioxane (160 mL) was added Copper(I) iodide (0.661g), pyridine-2-carboxylic acid (0.812g), and cesium carbonate (32g) under Argon. Then dimethyl propanedioate (15g) was added at room temperature via dropping funnel.The mixture was heated to 90C for 5h. After completion of the reaction mixture was diluted with water and extracted with ethyl acetate (2x). the combinated organic layers were washed with brine, dried over sodium sulphate and concentrated. The crude was purified by silica gel column chromatography (3RF 200) using a gradient of ethyl acetate (0 to 10%) in cyclohexane to give the title compound (11.75 g, 77.1% Yield). LC-MS (method A): 277 (M+1)+, 275 (M-1)+retention time 1.02 min.

The synthetic route of 1,3-Dichloro-5-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre, Joseph, Marcel; DUMEUNIER, Raphael; GAGNEPAIN, Julien, Daniel, Henri; STOLLER, Andre; RENDINE, Stefano; (165 pag.)WO2019/115404; (2019); A1;,
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 64248-58-4 as follows. Application In Synthesis of 1,2-Difluoro-4-iodobenzene

a) (3,4-Difluoro-phenyl)-propynoic acid ethyl ester (Vc) Under argon atmosphere, a four neck flask was charged with THF (135 ml) and 2 M LDA in THF (60.9 ml, 0.12 mol, 1.18 eq.) and cooled to -78 C. Propynoic acid ethyl ester (12.2 g, 0.12 mol, 1.18 eq.) dissolved in THF (36 ml) was added dropwise within 30 min. Then, ZnBr2 (28.5 g, 0.12 mol, 1.2 eq.) dissolved in THF (45 ml) was added dropwise within 30 min. After the addition of 1,2-Difluoro-4-iodo-benzene (25.0 g, 0.10 mol) and tetrakis(triphenylphosphine) palladium(0) (6.02 g, 5.15 mmol, 5 mol %), the reaction mixture was allowed to warm to r.t. and stirred for another 3 h at the same temperature. The reaction mixture was diluted with diethylether and washed with saturated aqueous NH4I, saturated aqueous NaHCO3 and brine. The organic phase was dried with Na2SO4, concentrated under reduced pressure and dried under vacuum. The residue was purified by silica gel filtration (heptane/ethyl acetate 98:2) to yield 16.6 g (76%) of Vc as light yellow oil. ES-MS m/c: 210 (M+).

According to the analysis of related databases, 64248-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-Emery, Fabienne; Puentener, Kurt; Ratni, Hasane; US2010/152462; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 20555-91-3, The chemical industry reduces the impact on the environment during synthesis 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, I believe this compound will play a more active role in future production and life.

Method B: a mixture of 3,4-dichlorolodobenzene (300 mg), propargyl alcohol (128 mul_), CuI (10 mg), K2CO3 (302 mg), Pd(PPh3)4 (12 mg) in DMF (2 mL) was irradiated with MicroWave at 100 0C for 20 min. Aqueous saturated solution NH4CI was then added followed by DCM. After separation of the two phases the organic layer was dried and evaporated in vacuo. The crude product was purified by flash chromatography (eluting with cyclohexane / ethyl acetate 7/3) to give the title compound (40 mg). NMR (1H, CDCI3): delta 7.58 (s, 1 H), 7.41 (d, 1 H), 7.27 (d, 1 H), 4.52 (d, 2H), 1.75 (t, 1 H)

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; MICHELI, Fabrizio; TEDESCO, Giovanna; TERRENI, Silvia; WO2008/31771; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com