Tag: M.W=300-400

Some common heterocyclic compound, 19094-48-5, name is 3,5-Diiodobenzoic acid, molecular formula is C7H4I2O2, 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. 19094-48-5

S3.ll: To a solution of S3.10 (6.8 g, 18 mmol) in methanol (200 mL) was added sulfuric acid (0.5 mL). The reaction mixture was refluxed for 7.5 hours, then after cooling concentrated and deionized water (200 mL) was added. A dark-brown solid was collected by filtration and purified by column chromatography (silica gel; hexanes:ethyl acetate = 8:2). The product was obtained as a white powder, 4.2 g (59.2%), by recrystallization from methanol/water. NMR (300 MHz, CDC13): delta 8.29 (d, J= 1.6 Hz, 2H), 8.20 (t, J= 1.6 Hz, 1H), 3.90 (s, 13 delta 163.97, 148.99, 137.56, 133.08, 94.32, 52.73.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19094-48-5, its application will become more common.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; ZUNIGA, Carlos; MARDER, Seth; HASKE, Wojciech; KIPPELEN, Bernard; FENG, Daijun; WO2014/11491; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, 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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows.

9.9-dimethyl acridine (10 g, 47.8 mmol) under nitrogen4-bromo-1-iodo-2-nitrobenzene (32.74 g, 99.85 mmol),Potassium carbonate (13.8 g, 99.85 mmol), copper (6.35 g, 99.85 mmol),Ethylene glycol (350 ml) was stirred, and the reaction was stirred at about 100 C for about 1 hour.It was extracted with acetone, and the organic layer was taken, and a hydrochloric acid solution (hydrochloric acid: deionized water = 1:10 vol.%) (500 ml) was added.After washing with deionized water,Recrystallization of acetone and methanol,Intermediate 1-1 (12 g, 59%) was obtained.

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; Jilin Aolaide Optoelectric Materials Co., Ltd.; Jin Furong; He Jinxin; Wang Shikai; (16 pag.)CN108727374; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 915095-86-2, name is (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone, 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 915095-86-2, 915095-86-2

Example 2: Synthesis of the ketone VII.1To a solution of the fluoride VIII.1 (208kg), tetrahydrofuran (407kg) and (S)-3- hydroxytetrahydrofuran (56kg) is added potassium-terf-butanolate solution (20percent) in tetrahydrofuran (388kg) within 3 hrs at 16 to 25¡ãC temperature. After completion of the addition, the mixture is stirred for 60min at 20¡ãC temperature. Then the conversion is determined via HPLC analysis. Water (355kg) is added within 20 min at a temperature of 21 ¡ãC (aqueous quench). The reaction mixture is stirred for 30 min (temperature: 20¡ãC). The stirrer is switched off and the mixture is left stand for 60 min (temperature: 20¡ãC). The phases are separated and solvent is distilled off from the organic phase at 19 to 45¡ãC temperature under reduced pressure. 2- Propanol (703kg) is added to the residue at 40 to 46¡ãC temperature and solvent is distilled off at 41 to 50¡ãC temperature under reduced pressure. 2-Propanol (162kg) is added to the residue at 47¡ãC temperature and solvent is distilled off at 40 to 47¡ãC temperature under reduced pressure. Then the mixture is cooled to 0¡ãC within 1 hr 55 min. The product is collected on a centrifuge, washed with a mixture of 2- propanol (158kg) and subsequently with terf.-butylmethylether (88kg) and dried at 19 to 43¡ãC under reduced pressure. 227kg (91 ,8percent) of product are obtained as colourless solid. The identity of the product is determined via infrared spectrometry.

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, (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WEBER, Dirk; RENNER, Svenja; FIEDLER, Tobias; ORLICH, Simone; WO2011/39107; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, A common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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.

In a 250 mL three-necked flask was added 19.4 g of anthrone (0.1 mol), 150 mL of dry THF, under stirring, 34. 1 g of 1,4-diiodobutane (0.1 1 mol) and 26.8 g of potassium tert-butoxide (0.24 mol) the reaction was stirred at room temperature for 3 h and refluxed for 3 h. The reaction was quenched by the addition of saturated ammonium chloride solution, extracted with ethyl acetate, separated by column chromatography, and 13.6 g of white solid B-I was obtained by column chromatography. The yield was 55%

The synthetic route of 628-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kunshan Weixinnuo Display Co., Ltd.; Tsinghua University; Beijing Weixinnuo Technology Co., Ltd.; Qiu Yong; Fan Hongtao; (61 pag.)CN103508940; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, 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 628-21-7.

2-[4-(4-iodobutoxy)phenyl]-1,2-benzisoselenazol-3(2H)-one (Compound 14) To a suspension of NaH (60% emulsion washed with pentane and dried in vacuo, 60 mg, 1.50 mmol) in dry DMF (1 mL) at 0 C. under argon was added a solution of 13 (300 mg, 1.03 mmol) in dry DMF (7 mL) under argon via a cannula. The resultant solution was stirred for 2 hours at room temperature then added via a cannula to a solution of 1,4-diiodobutane (3.20 g, 10.3 mmol) in dry DMF (2 mL) under argon. The resultant solution was stirred in the dark for 2 days at room temperature under argon. Water (1 mL) was carefully added and solvent removed in vacuo to give an oily residue. The residue was dissolved in CH2Cl2 (20 mL) and the organic phase washed with H2O (20 mL), 10% Na2S2O3 (20 mL), and H2O (20 mL). The organic extract was dried over Na2SO4 and filtered. Solvent was removed from the filtrate in vacuo, giving a yellow oily residue. The residue was chromatographed (silica gel packed in CH2Cl2, eluding with 19:1 CH2Cl2/diethyl ether) and fractions containing product were combined. Solvent was removed in vacuo, giving sufficiently pure 14 as a white solid (254 mg, 52%). 1H NMR (299.9 MHz, CDCl3) delta 8.11 (d, J=7.8 Hz, 2H, ArH), 7.68-7.62 (m, 2H, Ar-H), 7.52-7.43 (m, 3H, Ar-H), 6.94 (d, J=9 Hz, 2H, Ar-H), 4.02 (t, J=5.9 Hz, 2H, -O-CH2-), 3.27 (t, J=6.6 Hz, 2H, -CH2-I), 1.98 (m, 4H, -CH2-CH2-); 13C-NMR (125.7 MHz, CDCl3) delta 166.20 (carbonyl), 158.0 (aromatic), 138.12 (aromatic), 132.73 (aromatic), 132.03 (aromatic), 129.73 (aromatic), 127.73 (protonated aromatic), 127.60 (aromatic), 126.85 (aromatic), 126.85 (aromatic), 124.08 (aromatic), 115.41 (protonated aromatic), 67.32 (-O-CH2-), 30.43 (methylene), 6.64 (-CH2-I); LRAPCI MS (+formic acid) Calcd. For C17H17NOSeI: 473, found: 473.

According to the analysis of related databases, 628-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Medical Research Council; University of Otago; US2004/29851; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 62720-29-0, name is 1,3-Dibromo-5-fluoro-2-iodobenzene, molecular formula is C6H2Br2FI, 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. 62720-29-0

General procedure: To an oven-dried 25 mL ground mouth test tube equipped with a stir bar was added S-2-acetamidophenyl ethanethioate (0.5 mmol), 1-bromo-2-iodobenzene (0.6 mmol), Cs2CO3 (2.0 mmol), DMF (3 mL). The test tube was sealed with a sleeve rubber stopper and evacuated and refilled with argon for three cycles. The mixture was stirred 130 oC for 10 hours. After cooling to room temperature, the reaction mixture was quenched with water (20 mL), and extracted with ethyl acetate (20 mL) for three times. The combined organic layer was dried with anhydrous MgSO4, and condensed in vacuum on a rotary evaporator. The residual was purified on a silica gel chromatograph column by means of gradient elution (eluent: petroleum ether / ethyl acetate) to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 62720-29-0, its application will become more common.

Reference:
Article; Zhou, Yue; Zeng, Qingle; Zhang, Li; Synthetic Communications; vol. 47; 7; (2017); p. 710 – 715;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

25252-00-0, A common compound: 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2C12 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and L1BH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2S04) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

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, 2-Bromo-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM VETMEDICA GMBH; REICHE, Dania Birte; JOHNSTON, Laura; MOHREN, Nicole; WO2014/161836; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 25252-00-0 name is 2-Bromo-5-iodobenzoic acid, 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. 25252-00-0

To a solution of 2-bromo-5- iodobenzoic acid (11.4 g, 34.8 mmol) in dichloromethane (140 mL) was added methanol (17 mL) followed by trimethylsilyldiazomethane solution (2M in hexanes, 19.2 mL, 38.4 mmol). The reaction was stirred at room temperature for twelve hours, quenched by the dropwise addition of acetic acid (5 mL) and thoroughly concentrated. The resulting residue was dissolved in tetrahydrofuran. To this solution was added diisobutylaluminum hydride solution (1M in DCM, 50 mL, 50 mmol) and the reaction was stirred at room temperature. After sixteen hours, more diisobutylaluminum hydride solution (1M in DCM, 50 mL, 50 mmol) was added. After 96 more hours at room temperature the reaction was diluted with ether (100 mL) and quenched by the sequential addition of water (4 mL), 15% aqueous NaOH solution (4 mL) and water (10 mL). After thirty minutes the mixture was filtered through Celite and the filtrate was concentrated. The resulting residue was dissolved in dimethylformamide (75 mL). To this solution was added imidazole (6.1 g, 89.6 mmol) and r-butyldimethylchlorosilane (6.8 g, 45.1 mmol). The reaction was stirred at room temperature for two hours and then diluted with ethyl acetate. The organics were washed with saturated aqueous NH4CI solution, water and brine. The organic layer was dried (MgS04) and concentrated, and the resulting residue was purified by flash column chromatography to yield (2-bromo-5-iodobenzyloxy)-(tert-butyl)dimethylsilane (9.2 g, 62%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth, M.; COTTELL, Jeromy, J.; KATANA, Ashley, Anne; KATO, Darryl; KRYGOWSKI, Evan, S.; LINK, John, O.; TAYLOR, James; TRAN, Chinh, Viet; TREJO MARTIN, Teresa, Alejandra; YANG, Zheng-Yu; ZIPFEL, Sheila; WO2012/68234; (2012); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, Name is 4-Bromo-1-iodo-2-nitrobenzene, 112671-42-8, 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.

(1) Take (100mmol) N-phenylcarbazole-1-boronic acid,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 A was obtained;

Statistics shows that 4-Bromo-1-iodo-2-nitrobenzene is playing an increasingly important role. we look forward to future research findings about 112671-42-8.

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

628-21-7, These common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, 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.

In three 250ml flask anthrone 19.4g (0.1mol), 150ml dried THF, was added with stirring diiodobutane (34.1g, 0.11mol), potassium tert-butoxide and 26.8g (0.24mol), the reaction was stirred for 3 hours at room temperature, the reaction was refluxed for 3 hours. Saturated ammonium chloride solution was added to quench the reaction, extracted with ethyl acetate, dried liquid separation, column chromatography to obtain 13.6 g of a white solid, a yield of 55%.

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 628-21-7.

Reference:
Patent; KUNSHAN VISIONOX DISPLAY CO., LTD.; BEIJING VISIONOX TECHNOLOGY CO., LTD; Tsinghua University; Qiu, Yong; Fan, Hongtao; Duan, Lian; (49 pag.)CN103172524; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com