Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 89459-38-1, name is 2-Iodo-4-nitrobenzoic acid, 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 89459-38-1, Application In Synthesis of 2-Iodo-4-nitrobenzoic acid

Step 4: A’-{3-(2-{IM]u0r0met oxy)phenyl)-4,4-d^ A flask was charged with 2-iodo-4-mtrobenzoic acid (i .0 g, 3.41 mmol) in DCM (25 ml,), oxalyl chloride (0.597 mL, 6.83 mmol) and a drop of DMF. After about 20 min the mixture was concentrated under reduced pressure, dissolved in DCM (25 mL) then added to the crude 3-(2-(difluoromethoxy)phenyl)-4,4- dimethoxybutan-1 -amine (3.15 g from step 3, assumed 3.41 mmol) in DCM (25 mL) with TEA (5 mL, 35.9 mmol). The mixture was stirred for about 15 min at rt then water (50 ml.) was added and stirring continued for about 5 min. The solvent layers were separated then the aqueous layer was extracted with DCM (20 mL). The combined organics were washed with saturated sodium bicarbonate (2 x 20 mL) then dried over MgS04, filtered and concentrated under reduced pressure. The material was purified via flash chromatography on silica gel (0-25% EtOAc/DCM). The appropriate fractions were collected and concentrated under reduced pressure to give the title compound (1.23 g, 66%); LC/MS (Table A, Method b) R, – 2.37 min; MS m/z 549 (M-H)”

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; ABBVIE INC.; BREINLINGER, Eric; BURCHAT, Andrew; DIETRICH, Justin; FRIEDMAN, Michael; IHLE, David; KINSMAN, David; MULLEN, Kelly; OSUMA, Augustine; VASUDEVAN, Anil; WILSON, Noel, S.; (101 pag.)WO2016/168638; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 3032-81-3, A common heterocyclic compound, 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, molecular formula is C6H3Cl2I, 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.

Preparation of 1,3-dichloro-5-iodo-2-methylbenzene To the mixture of LDA (5 mL, 8.6 mmol) in THF (20 mL) was added compound 1,3-dichloro-5-iodobenzene (2.35 g, 8.6 mmol) under -78° C. Then the mixture was added to the pre-cooled solution of (CH3)2SO4 (12 mL, 10.3 mmol) in THF (10 mL) under -78° C. The solution was concentrated under vacuum. The residue was diluted with EA, washed with 1N HCl, 1N NaOH, brine, dried over Na2SO4, concentrated under vacuum to give the desired product (2.3 g, 93percent yield).

The synthetic route of 3032-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131016; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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. Formula: C6H3BrINO2

(5) Take (100mmol) M4,32.6g (100mmol) of 2-iodo-5-bromonitrobenzene,(1%) Pd (PPh3) 4,40g (300mmol) sodium carbonate,Toluene (800mL),Ethanol (200 mL) and water (200 mL),Heated to reflux, reacted for 8h, the reaction was completed;The reaction solution was extracted with ethyl acetate, and the organic phase was concentrated.A yellow solid M5 was obtained;

The synthetic route of 112671-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yantai Xianhua Chemical Technology Co., Ltd.; Xing Qifeng; Feng Peichuan; Chen Yue; Hu Lingfeng; Chen Yili; (28 pag.)CN110698458; (2020); 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. 135050-44-1, name is 3-Chloro-4-iodoaniline, A new synthetic method of this compound is introduced below., name: 3-Chloro-4-iodoaniline

3-chloro-4-iodoaniline (15 g, 59 mmol) was dissolvedEthyl [(ethyloxy)methylene]malonate (19 mL, 95 mmol)It was heated at 160 C for 4 hours under a reflux condenser.The condenser was then removed and EtOH evaporated. After one hour,Cool it to rt and cure.Break up and suspend the solid in hexane.The mixture was filtered and the cake was washed several times with hexane.A grey solid (23 g, 91%) was obtained.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BURY, MICHAEL JONATHAN; CASILLAS, LINDA N.; CHARNLEY, ADAM KENNETH; HAILE, PAMELA A.; MARQUIS, JR., ROBERT W.; MEHLMANN, JOHN F.; ROMANO, JOSEPH J.; SINGHAUS, JR., ROBERT R.; WANG, GREN Z.; (142 pag.)TW2018/8946; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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 627-31-6, Product Details of 627-31-6

In a 250 mL single-necked flask, 1.0 g (6.75 mmol) of 2-methylbenzothiazepine, 6.0 g (20.3 mmol, 3 eq) of 1,3-diiodopropane, 40 mL of acetonitrile were added in sequence, under Ar gas protection and magnetic stirring. Under the conditions, the mixture was heated to reflux for 24 h. After the reaction solution was cooled, 50 mL of acetone was slowly added, and solids were precipitated under vigorous stirring, and filtered through a Buchner funnel to obtain 2.65 g of a solid yellow solid.The crude yield was 88.4%. The obtained crude product was recrystallized from ethanol and water (v/v = 1:1) to give 2260 mg of solid powder, intermediate of formula I, yield 75%

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-Diiodopropane(stabilized with Copper chip), other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Biological Chip Co., Ltd.; Han Junsong; Cui Lei; Xu Yichun; Yuan Qing; Zhou Jiajing; Yin Jiahui; (15 pag.)CN109796781; (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. 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Chloro-4-iodo-2-nitroaniline

Step B 4-chloro-5-iodobenzene-1,2-diamine. To a suspension of 5-chloro-4-iodo-2-nitroaniline (36.5 g, 122 mmol) in EtOH (800 mL) and water (150 mL) was added iron powder (38 g, 673 mmol) and NH4Cl (16 g, 306 mmol). The mixture was heated under nitrogen at 50 C. overnight. Additional iron powder (38 g, 673 mmol) and NH4Cl (16 g, 306 mmol) were added and heating was continued for 45 h. The reaction mixture was cooled, filtered and concentrated. The residue was re-dissolved in ethyl acetate and washed with sodium bicarbonate solution. The organic phase was concentrated to afford the desired product as a gray solid, which was used in the next step without further purification.

According to the analysis of related databases, 335349-57-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOOKSER, BRETT C.; Dang, Qun; Gibson, Tony S.; Jiang, Hongjian; Chung, De Michael; Bao, Jianming; Jiang, Jinlong; Kassick, Andy; Kekec, Ahmet; Lan, Ping; Lu, Huagang; Makara, Gergely M.; Romero, F. Anthony; Sebhat, Iyassu; Wilson, David; Wodka, Dariusz; US2010/81643; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 7425-53-8, name is Ethyl 4-iodobutanoate, 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. Recommanded Product: 7425-53-8

Step b: 4-Dibenzylaminobutyric acid, ethyl ester Mix ethyl 4-iodobutyrate (43.5 g, 0.18 mol), dibenzylamine (35.5 g, 0.18 mol), potassium carbonate (24.9 g, 0.18 mol) and ethanol (114 mL dried over 4A molecular sieves). Reflux for 24 hours then stir at room temperature for 48 hours. Add methylene chloride (100 mL) and filter. Evaporate the filtrate to a residue and purify by silica gel chromatography (methylene chloride) to give the title compound (47 g). 1 H NMR (90 MHz, CDCl3) ppm 3.95 (q, 2), 4.35 (s,4), 2.40 (t, 2), 2.25 (t, 2), 1.75 (q, 2), 1.1 (t, 3).

The synthetic route of Ethyl 4-iodobutanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US5194430; (1993); 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. 3718-88-5, name is 3-Iodobenzylamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H9ClIN

Example 54 This example describes the synthesis of 2-chloro-N6 -(3-iodobenzyl)adenine. A solution of 2,6-dichloropurine (Aldrich Chemical Co., 1 g, 5.3 mmol), 3-iodobenzylamine hydrochloride (1.7 g, 5.8 mmol), and triethylamine (2.2 ml, 15.35 mmol) in ethanol (10 ml) was stirred for 5 days at room temperature. The colorless solid formed was collected by suction, washed with small amount of cold ethanol, and dried to yield 2-chloro-N6 -(3-iodobenzyl)adenine (1.16 g, 60%): m.p. 222-224 C.; mass (EI) 385: 1 H NMR (DMSO-d6 d 4.59 (br s, 2H, –CH2), 7.13 (pseudo t, J=8.2 and 7.5 Hz, 1H, Bn), 7.36 (d, J=7.5 Hz, 1H, Bn), 7.61 (d, J=7.5 Hz, 1H, Bn), 7.74 (s, 1H, Bn), 8.14 (s, 1H, H-8), 8.76 (br s, 1H, exchangeable with D2 O, NH), 13.14 (br s, 1H, exchangeable with D2 O, NH). UV (MeOH) 1max 281.7, 257.5, 232.5 nm.

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 3718-88-5.

Reference:
Patent; The United States of America as represented by the Department of Health and Human Services; US5773423; (1998); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, 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: C7H6BrIO

To a flame-dried two-necked flask (100mL) containing a magnetic stirrer, 65 CuI (0.183g, 0.96mmol), 66 dl-pipecolic acid (0.124g, 0.96mmol) and 67 Cs2CO3 (4.18g, 12.80mmol) in 50 68 mLof DMF/69 1,4-dioxane (1/9) was added 70 4-methoxylbenzyl mercaptan (1.07mL, 7.69mmol) and the reaction mixture was stirred at room temperature for 3min 9 4-Bromo-3-iodoanisole (4)(2.0g, 6.41mmol) was then added into the mixture and the resulting solution was heated to 100C and stirred at this temperature for 24h. After cooling to room temperature, the mixture was filtrated through celite and washed with EtOAc (20mL), the organic layer was added saturated 71 aqueous NaCl solution (100mL) and was extracted with EtOAc (50mL×3). The combined organic extracts were dried over anhydrous MgSO4(S). After filtration and removal of solvent, the residue was purified by column chromatography on silica gel using 10/1 (Hexane/EtOAc) as elution to give 11 compound 5 (1.60g, 75%) as a red oil. Rf=0.30 (20:1 Hex/EtOAc); 1H NMR (500MHz, CDCl3) delta 3.72 (s, 3H), 3.79 (s, 3H), 4.10 (s, 2H), 6.58 (dd, J=9.0, 3.0Hz, 1H), 6.78 (d, J=3.0Hz, 1H), 6.85 (d, J=9.0Hz, 2H), 7.29 (d, J=9.0Hz, 2H), 7.41 (d, J=9.0Hz, 1H); 13C{H} NMR (125MHz, CDCl3) delta 37.3, 55.2, 55.4, 112.3, 113.6, 113.9, 114.4, 127.8, 130.0, 133.2, 138.9, 158.9, 159.0; MS (EI, m/z) 340 (M+, 7), 338 (6), 138 (7), 121 (100), 71 (8), 57 (8); HRMS (EI-magnetic sector) m/z: calcd for C15H15BrO2S 339.9956, found 339.9979.

The synthetic route of 4897-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wen, Shi-Ming; Lin, Cheng-Han; Chen, Chin-Chau; Wu, Ming-Jung; Tetrahedron; vol. 74; 20; (2018); p. 2493 – 2499;,
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. 62720-29-0, name is 1,3-Dibromo-5-fluoro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 62720-29-0

Example 102a 2,6-Dibromo-4-fluorobenzaldehyde 102a A solution of 1,3-dibromo-5-fluoro-2-iodobenzene (50 g, 132 mmol) in anhydrous toluene (300 mL) cooled to -35 C. was added the solution of isopropylmagnesium chloride (84 mL, 171 mmol, 2.0 M in diethyl ether) over a period of 30 minutes while maintaining the internal temperature below -25 C. A clear brown solution was obtained. Stirring was continued for 1.5 h. Then anhydrous DMF (34 mL, 436 mmol) was added over a period of 30 minutes. The temperature of the reaction mixture increased to -19 C. The reaction mixture was warmed to 10 C. (room temperature) over 1 h and stirred at this temperature for 1.5 h. The reaction was quenched with saturated aqueous NH4Cl (100 mL), filtered and evaporated under reduced pressure. The residue was purified by silica-gel column chromatography (eluting with petroleum ether/ethyl acetate: from 50:1 to 20:1) to give 102a (20 g, yield 54%) as a yellow solid.

According to the analysis of related databases, 62720-29-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com