Tag: M.W=200-300

These common heterocyclic compound, 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, 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

Add triethylamine (6. 2 mL, 44 mmol), copper (I) iodide (120. 3 mg, 1. 10 mmol) and bis (triphenylphosphine) palladium (II) dichloride (386 mg, 0. 55 mmol) to a solution of 3-bromo-5-ethynylpyridine, (prepared essentially as described in PREPARATION 23), (2. 0 g, 11 mmol) and 1-iodo-3-trifluoromethylbenzene (1. 53 mL, 11 mmol) in ethyl acetate (12 mL). Stir at room temperature for 18 h. Concentrate and purify the residue by silica gel chromatography, eluting with 100 : 0 to 100 : 50 hexanes : ethyl acetate to give the title compound (2. 1 g, 61%). 1H NMR (300 MHz, CDCl3) 6 7. 52 (t, J = 8. 0 Hz, 1H), 7. 64 (d, J = 8. 0 Hz, 1H), 7. 71 (d, J = 8. 0 Hz, 1H), 7. 80 (br s, 1H), 7. 98 (t, J = 2. 2 Hz, 1H), 8. 64 (d, J = 2. 2 Hz, 1H), 8. 68 (d, J = 2. 2 Hz, 1H) ; MS (ES) : m/z = 326 [M+H] +.

The synthetic route of 1-Iodo-3-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
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. 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, A new synthetic method of this compound is introduced below., Formula: C7H4ClIO2

[0256] A I L 4-necked flask equipped with thermometer and mechanical stirrer (operating at 150 RPM) was charged with 2-chloro-5-iodobenzoic acid (14.1 g, 0.05 mol), DCM (70.5 mL) and oxalyl chloride (5.5 mL, 0.06 mol). After stirring for 10 min, the mixture was cooled to 10 to 15 C and DMF (0.15 mL, 1.92 mmol) was added by syringe over 10 min in two boluses of 0.1 and 0.05 mL while keeping the reaction temperature below 20 C. After the addition was completed, the mixture was warmed to 25 C and stirred for 16 h. The mixture was concentrated and the residue was dried under vacuum at 30 C for 5 h to give 15.0 g of product as a white solid. Yield: 100%. LC-MS Method EGT-M-0013: 99 % Purity, 1H NMR (CDCI3, 400 MHz): 8.33 (d, J=2.4 Hz, 1H), 7.81-7.84 (dd, J=2.4 Hz, 8.4 Hz, 1H), 7.23 (d, J=8.4 Hz, 1H).

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERACOS, INC.; XU, Baihua; LV, Binhua; XU, Ge; SEED, Brian; ROBERGE, Jacques; WO2013/152476; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 401-81-0, 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. 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A Schlenk tube was charged with MCM-41-2N-CuI (66 mg,0.03 mmol), MeCSNH2(75 mg, 1.0 mmol), Cs2CO3(978 mg,3.0 mmol), and aryl halide (2.5 mmol). The tube was evacuated andbackfilled with argon. Then, DMSO-H2O (1 ml/0.5 ml) was addedunder argon. The tube was sealed, and the reaction mixture wasstirred at 120C for 24-48 h. The reaction mixture was cooled toroom temperature, diluted with ethyl acetate (10 ml), and filtered.The MCM-41-2N-CuI complex was washed with distilled water(2 × 5 ml), ethanol (2 × 5 ml), and Et2O (2 × 5 ml) and reused in thenext run. The filtrate was concentrated under reduced pressureand the residue was purified by flash column chromatography onsilica gel (petroleum/ethyl acetate = 50:1 to 7:1) to provide thedesired product.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-3-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Cai, Mingzhong; Yao, Ruiya; Chen, Lin; Zhao, Hong; Journal of Molecular Catalysis A: Chemical; vol. 395; (2014); p. 349 – 354;,
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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H6I2

1,3-dibromopropane (1.0 g, 5 mmol) and NaI (3.0 g, 20 mmol) are added into acetonitrile (35 mL), the reaction is heated to 80 C. under stirring for 3 hours to obtain the crude product of 1,3-diiodopropane. This crude product can be used directly for the next step reaction without any purification. 3,4-pyridine-dicarboximide (740 mg, 5 mmol) and K2CO3 (828 mg, 6 mmol) are added into acetonitrile (20 mL), followed by 1,3-diiodopropane (5 mmol) After heated to 80 C., the reaction proceeds for 16 hours. After completion of the reaction, the reaction solution is filtered, then the filtrate is dried by rotary evaporation to obtain a crude product which is purified by column chromatography to get a yellow solid product, N-(3-iodopropyl)-3,4-pyridine-dicarboximide (200 mg, 13%).

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 627-31-6.

Reference:
Patent; HANGZHOU BENSHENG PHARMACEUTICAL CO., LTD.; Xu, Rongzhen; Rong, Frank; Xie, Fuwen; Lai, Hongxi; US2013/158068; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19718-49-1, 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. 19718-49-1 name is Methyl 4-amino-3-iodobenzoate, 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.

j00292J A round-bottom flask was charged with methyl 4-amino-3-iodobenzoate (7.50 g, 27.1 mmol, 1.00 equiv), DCM (50 mL), triethylamine (7.20 g, 71.3 mmol, 2.63 equiv) and trifluoroacetic anhydride (8.90 g, 42.4 mmol, 1.57 equiv). The resulting solution was stirred overnight at room temperature and washed with water (3 x 50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, as described in Example 1, Step 1. The residue was chromatographed on a silica gel column to provide 8.00 g (79% yield) of methyl 3 -iodo-4-(2,2,2-trifluoroacetamido)benzoate as a yell ow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-amino-3-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); 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. 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

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. 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

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

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