Tag: M.W=300-400

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. Safety of 1,4-Diiodobutane

Step (a): Synthesis of 1-(4-amino-phenyl)cyclopentanecarboxylic acid methyl esterSodium hydride (2.8 g, 60% dispersion in mineral oil) was added slowly to an ice-cold solution of (4-nitro-phenyl)-acetic acid methyl ester (6.0 g, 30.7 mmol) in anhydrous DMF (30 mL) under nitrogen atmosphere. After stirring at 0 C. for 20 min, 1,4-diiodobutane (7.86 mL, 61 mmol) was added drop wise under stirring. After complete addition, the reaction mixture was warmed to about 20-35 C. and stirring continued for an additional 3 h. The reaction was stopped by adding water drop wise followed by EtOAc. The organic layer was separated, washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. The material was purified by chromatography over silica gel to afford a pale yellow viscous liquid that solidified on standing at about 20-35 C. (4.1 g, 54% yield). The solid (3.4 g, 13.6 mmol) was dissolved in anhydrous ethanol and tin (II) chloride dihydrate (13.86 g, 61 mmol) was added slowly under nitrogen atmosphere. Thereafter, the mixture was heated at 90 C. for 3 h. After evaporation of volatiles under reduced pressure the resultant mixture was diluted with ice water, and the solution was adjusted to pH 11 by adding NaOH (aq). The mixture was extracted with EtOAc (3×50 mL) and the combined organic extracts were washed with water, brine, dried over sodium sulfate, and concentrated under reduced pressure to afford the title compound as a granular light yellow solid (2.67 g, 88% yield).1H NMR (CDCl3, 300 MHz): delta 7.16 (dd, J=8.4, 1.8 Hz, 2H), 6.63 (dd, J=8.4, 1.8 Hz, 2H), 3.59 (s, 3H), 2.60-2.55 (m, 2H), 1.87-1.67 (m, 6H).LC-MSD (ES+): m/z [220 (M+H)+, 100].

The synthetic route of 1,4-Diiodobutane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; US2010/144722; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 25252-00-0,Some common heterocyclic compound, 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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.

Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2Cl2 (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 LiBH4 (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 0.1M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. [0074] Yield: 47.0 g (99% of theory)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; Boehringer Ingelheim Vetmedica GmbH; ECKHARDT, Matthias; BUTZ, Tanja; HIMMELSBACH, Frank; MARTIN, Hans-Juergen; US2014/31540; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 640280-28-0, The chemical industry reduces the impact on the environment during synthesis 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

Example 36: 5-(2-(l,2,3,6-Tetrahydropyridin-4-yl)-4-(trifluoromethyl)phenyl)-N-(thiazol-2- yl)-3 ,4-dihydroisoquinoline-2( 1 H)-sulfonamide hydrochloride Step 1 : tert-Butyl 4-(2-(isoquinolin-5-yl)-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine- 1 (2H)-carboxylate A solution of Ci2Pd(dppf)-CH2Ci2 adduct (Strem Chemicals Inc., Newburyport, MA, 1.157 g, 1.416 mmol), (n-tert-butoxycarbonyl)-l,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester (8.76 ml, 28.3 mmol), l-bromo-2-iodo-4-(trifluoromethyl)benzene (9.94 g, 28.3 mmol), and potassium phosphate (36.1 g, 170 mmol) in 100 mL dioxane, 40 mL water was heated to 100 C 3 hours. LC/MS showed complete consumption of starting material. Isoquinolin-5 -ylboronic acid (4.90 g, 28.3 mmol) and Ci2Pd(AmPhos) (Sigma-Aldrich, St. Louis, MO, 1.003 g, 1.416 mmol) were added, and the reaction mixture was again heated to 100 C for an additional hour. The reaction mixture was allowed to cool to room temperature and was diluted with diethyl ether. The organics were washed with water, then brine, dried over MgS04 and concentrated. Purification of the resulting residue by si81ica gel column chromatography (0 to 100% EtO Ac/heptane) gave tert-butyl 4-(2-(isoquinolin-5-yl)-5- (trifluoromethyl)phenyl)-5,6-dihydropyridine-l(2H)-carboxylate (9.80 g, 21.56 mmol).

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-Bromo-2-iodo-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2043-55-2, The chemical industry reduces the impact on the environment during synthesis 2043-55-2, name is 1,1,1,2,2,3,3,4,4-Nonafluoro-6-iodohexane, I believe this compound will play a more active role in future production and life.

Example 2 Synthesis of 1-iodo-5,5,6,6,7,7,8,8,8-nonafluorooctane Anhydrous tetrahydrofuran (200 ml) was added to 60percent sodium hydride (2.78 g, 69.52 mmol) and the resulting mixture was cooled to 0° C. Diethyl malonate (12.18 ml, 80.22 mmol) was slowly added dropwise to this mixture, which was then stirred for 1 hour at room temperature. A solution of 1-iodo-3,3,4,4,5,5,6,6,6-nonafluorohexane (20.0 g, 53.48 mmol) in anhydrous tetrahydrofuran (50 ml) was then slowly added dropwise to the mixture, followed by stirring for 12 hours at room temperature. Water was added to the reaction mixture, which was then extracted twice with ethyl acetate. The combined organic layers were washed with water and saturated aqueous sodium chloride, and then dried over anhydrous magnesium sulfate. After distilling off the solvent, the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/50) to give diethyl 2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)malonate (19.4 g, Yield 89percent). 1H-NMR(300 MHz, CDCl3): delta 4.24(q, 4H), 3.41(t, 1H), 2.30-2.19(m, 4H), 1.28(t, 6H).

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, 1,1,1,2,2,3,3,4,4-Nonafluoro-6-iodohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; US6552069; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 19821-80-8, 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. 19821-80-8 name is 1,3-Dibromo-2-iodobenzene, 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.

By following the general process but using the B2Pin2, [Ir(OMe) (COD)]2, under dtbpy borylation conditions, 3,5-dibromo-4-iodophenol was made from 2-iodo-1,3-bromobenzene with 92% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-2-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Board of Trustees of Michigan State University; US2004/30197; (2004); 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. 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Bromo-1-fluoro-4-iodobenzene

To a stirred solution of methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate (200.00 mg, 1.13 mmol,1.00 equiv) in N,N-dimethylformamide (10 ml, 121.20 equiv) was added2-bromo-1-fluoro-4-iodobenzene (407.62 mg, 1.35 mmol, 1.20 equiv), copper(I) iodide (21.50 mg, 0.11 mmol, 0.10 equiv), cesium carbonate (735.65 mg, 2.26 mmol, 2.00 equiv) and 1,10-phenanthroline (40.69 mg, 0.23 mmol, 0.20 equiv). The resulting solution was stirred for 10 hours at 110 C, diluted with ethyl acetate, washed with water, extracted with ethyl acetate, driedover sodium sulfate, and concentrated under vacuum. The crude product was purified by a silica gel column with ethyl acetate/petroleum ether (1:4) to give 20 mg (30%) of the title compound aswhite solid. LC-MS (ES, m/z): 350, 352 [M+H].

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 811842-30-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 112671-42-8, These common heterocyclic compound, 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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.

Under anaerobic conditions, In 1 liter single-necked flask was charged with 100 g of compound 7, 2-thiophene boronic acid pinacol ester, 64g, Na2CO3 (20g, 184 mmol) in tetrahydrofuran (500 mL), and deionized water (50 mL), catalyst Pd (PPh3) 4 (5 g, 4.3 mmol). The mixture was stirred at 90 C for 3 days and night. The organic compound was added with 3 liters of deionized water and extracted three times with CH2Cl2 (3 X 1000 mL). The extract was dried with anhydrous Na2SO4 for four hours and the solvent was evaporated with a rotary evaporator. The residue was separated by 300 mesh analytical silica gel column and eluted with CH2Cl2 / n-hexane (1: 10). The effluent was evaporated to dryness to give the product 8 as a yellow oily liquid (63 g,)

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

Reference:
Patent; Henan Normal University; Qin Ruiping; Jiang Yurong; Zhang Kaixuan; Zhang Haoxing; Zhang Qunying; (7 pag.)CN104098591; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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 98-61-3, Recommanded Product: 4-Iodobenzenesulfonyl chloride

A mixture of 4-Iodo-benzenesulfonyl chloride (302 mg, 1.0 mmol), mesitylene (120 mg, 1.0 mmol) and AICI3 (150 mg, 1.2 mmol) in DCM (5 mL) was stirred for 2 hours at room temperature. The mixture was then poured into 10 mL of 5% HCl (aq.), and extracted by DCM (30 mL). The organic phase was washed by aqueous KHCO3, brine, and dried over anhydrous Na2SC>4. The resulting solution was evaporated, and the residue was purified by silica gel column chromatography (Hexane/EtOAc = 10/1) to give the desired product as a white solid (266 mg, 69%). H NMR (600 MHz, CDCI3) delta 7.82 (d, 2H, J= 7.8 Hz), 7.48 (d, 2H, J= 7.8 Hz), 6.94 (s, 2H), 2.57 (s, 6H), 2.30 (s, 3H).

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

Reference:
Patent; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; CHENG, Xiaodong; ZHOU, Jia; TSALKOVA, Tamara; MEI, Fang; CHEN, Haijun; WO2013/119931; (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. 16355-92-3, name is 1,10-Diiododecane, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 16355-92-3

General procedure: N,N,N,N?,N?,N?-Hexabutylhexanediammonium diiodide (Bu6-diquat-6), N,N,N,N?,N?,N?-hexabutyloctanediammonium diiodide (Bu6-diquat-8), and N,N,N,N?,N?,N?-hexabutyldecanediammonium diiodide (Bu6-diquat-10) were synthesized by nucleophilic substitutionof the corresponding diiodoalkane with tributylamine. In a typical synthesis, to an oven-dried,nitrogen-filled, two-necked flask equipped with a condenser and a magnetic stirrer were addeddehydrated ethanol and tributylamine (3 equiv). Subsequently, diiodoalkane (1 equiv) was slowlyadded into the mixture. This mixture was heated slowly to 90 C and kept at this temperature in darkwhile stirring. After 48 h, the solution was cooled to room temperature and then ethanol wasevaporated by a rotary evaporator, producing semi-solid. This semi-solid was purified byrecrystallization in ethanol and ethyl acetate. The recrystallized solid was washed with acetone orhexane and dried under atmospheric condition.

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 16355-92-3.

Reference:
Article; Keoh, Sye Hoe; Chaikittisilp, Watcharop; Endo, Akira; Shimojima, Atsushi; Okubo, Tatsuya; Bulletin of the Chemical Society of Japan; vol. 90; 5; (2017); p. 586 – 594;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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, name: 1,4-Diiodobutane

Add in 250ml three-necked bottle19.4g anthrone (0.1mol),150ml dry THF, 1,4-diiodobutane (34.1g, 0.11mol) was added with stirringAnd 26.8g of potassium tert-butoxide (0.24mol), the reaction system was stirred at room temperature for 3 hours,The reaction was refluxed for another 3 hours. Add saturated ammonium chloride solution to quench the reaction, extract with ethyl acetate,The liquid was dried and separated by column chromatography to obtain 13.6 g of white solid with a yield of 55%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Diiodobutane, and friends who are interested can also refer to it.

Reference:
Patent; Kunshan Weixinnuo Display Co., Ltd.; Tsinghua University; Beijing Weixinnuo Technology Co., Ltd.; Qiu Yong; Fan Hongtao; Duan Lian; (53 pag.)CN103172554; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com