Category: 628-21-7

628-21-7, Name is 1,4-Diiodobutane, 628-21-7, 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.

5-Bromo-2- (4-methoxybenzyl) -7-methyliso-1-one at 0 C(3.0 grams, 8.7 moles)N, N-dimethylformamide (30mL)To the solution was added sodium hydride (1.043 g, 43.5 moles).The reaction solution was stirred at room temperature for 10 minutes.Then add 1,5-diiodopentane (3.493 g, 11.3 mol),The reaction solution was stirred at room temperature for 4 hours.After the reaction was monitored by TLC, the reaction was quenched with saturated ammonium chloride solution, and the mixture was extracted with ethyl acetate (100 mL x 2). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by flash column chromatography (petroleum ether / ethyl acetate = 1/1) to give the product in the form of an oil (1.97 hag, yield 56.8%).

Statistics shows that 1,4-Diiodobutane is playing an increasingly important role. we look forward to future research findings about 628-21-7.

Reference:
Patent; Nuowosida Pharmaceutical Co., Ltd.; Li Bing; (67 pag.)CN110256432; (2019); A;,
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.

To a solution of 500 mg (2.16 mmol) of L-serine benzyl ester hydrochloride and 869 mg (2.81 mmol, 1.3 eq.) of 1,4-diiodobutane in 25 ml of 2-propanol were added, under argon at RT, 595 mg (5.61 mmol, 2.6 eq.) of sodium carbonate and the mixture was stirred at 90 C. overnight. After cooling to RT and removal of the 2-propanol under reduced pressure, the residue was admixed with ethyl acetate. The insoluble salts were filtered off. The filtrate was washed with water and the organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. The residue was purified by means of flash chromatography (silica gel 50, dichloromethane, then dichloromethane/methanol 5:1). Yield: 268 mg (48% of theory) LC/MS [Method 5]: Rt=2.03 min; MS (ESIpos): m/z=250 (M+H)+.

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; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; US2018/346424; (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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 628-21-7

Step 1:To a solution of LDA (22 mmol, prepared according the protocol in step 3 in Scheme 5) in THF (30 mL) at -78 C. was added isobutyric acid t-butyl ester (2.85 g, 20 mmol) in THF (10 mL) dropwise. The reaction mixture was stirred at -78 C. for 10 min. HMPA (3.48 mL, 20 mmol) was added. After stirring for an additional 10 min at -78 C., the resulting solution was cannulated to a solution of 1,4-diiodobutane (7.9 mL, 60 mmol) in THF (10 mL) at -78 C. After the addition, the dry ice-acetone bath was removed. The reaction mixture was stirred at room temperature for 1.5 h, diluted with brine, and extracted with EtOAc (3×). The combined organic layer was dried (Na2SO4), filtered, and concentrated. The residue was purified by flash column chromatography with EtOAc/hexane (0% to 6% gradient over 20 min) to give 3.5 g of 9-1 as a pale yellow oil (52% yield).1HNMR (CDCl3, 300 Hz): 3.19 (t, J=6.4 Hz, 2H), 1.86-1.76 (m, 2H), 1.50-1.30 (m, 4H), 1.45 (s, 9H), 1.13 (s, 6H); 13CNMR (CDCl3, 75 Hz): 177.0, 79.7, 42.5, 39.5, 33.9, 28.0, 25.9, 25.2, 6.6; EA calcd for C13H25IO2: C, 45.89; H. 7.41. Found: C, 45.26; H, 7.28; IR (neat); 3426, 2930, 1708, 1612, 1536, 1487, 1454, 1242, 1215, 1175, 1123, 914, 796, 770 cm-1.

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; Jahangir, Alam; Lynch, Stephen M.; Soth, Michael; Yang, Hanbiao; US2011/71179; (2011); 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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 628-21-7

A mixture of 10 parts of 1-naphthylamine (Tokyo Chemical Co., Ltd.), 10.8 parts of 1,4-diiodobutane (Tokyo Chemical Co., Ltd.), 10.6 parts of calcium carbonate and 100 parts of N-methylpyrrolidone was stirred at 120 C. for 5 hours.After cooling to room temperature, the reaction solution and 160 parts of toluene were added to another container, and the mixture was stirred and then filtered.The filtrate was washed three times with water, the toluene layer was extracted, dried over anhydrous sodium sulfate and concentrated under reduced pressure.The concentrate was purified by silica gel chromatography (hexane / ethyl acetate = 5/1), and dried at 60 C. under reduced pressure to obtain 12.1 parts of Intermediate 1.The yield was 50.9%.

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; Toyo Ink SC Holdings Co., Ltd.; Minashima, Hidenori; Shimizu, Hiroaki; Oba, Kazutoshi; (51 pag.)JP2015/134871; (2015); 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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1,4-Diiodobutane

5 mol of 1,4-diiodobutane was dissolved in 5 L of a 35% acetone solution, the stirring speed was controlled at 150 rpm, 7 mol of 4-methyl-benzonitrile was added, the temperature of the solution was raised to 70 C, and the reflux was 110 min. , reduce the temperature of the solution to 15 C, filter, filter cake with a mass fraction of 55% methylamine solution, pour into the mass fraction of 27% potassium iodide solution layering, the oil layer is washed with sodium chloride solution, the mass fraction is 75% Washed with pentane solution, washed with 85% ethyl acetate solution, distilled under reduced pressure of 40 kPa, collected 55 C fraction, dehydrated with anhydrous sodium sulfate dehydrating agent to obtain finished productEthylene nitrile507.6 g, yield 94%.

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; Chengdu Dongdian Aier Technology Co., Ltd.; Yan Yida; (4 pag.)CN108264470; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 628-21-7,Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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.

Making reference to Scheme 10, to a solution of 5-(3,4,5-trimethoxyphenyl)-l- ((2-(trimethylsilyl)ethoxy)-methyl)- lH-pyrrolo[2,3-£]pyridin-2(3H)-one (Intermediate D, 43 mg, 0.10 mmol) in DMF (2 mL) was added cesium carbonate (0.17 g, 0.50 mmol) and 1,4-diiodobutane (13 mu, 0.10 mmol). The resulting solution was stirred for 4 hr at room temperature, after which it was partitioned between EtOAc and 0. The organic layer was separated, dried over MgS04, filtered, and concentrated in vacuo. The residue was dissolved in 6 N HCI (10 mL) and MeOH (5 mL), and the resulting mixture was stirred at room temperature overnight, after which it was partitioned between EtOAc and 0. The organic layer was concentrated in vacuo, and the residue was dissolved in EtOH (2 mL). Potassium acetate (100 mg) was then added, and the reaction was stirred for 2 hr. The resulting solution was purified via preparatory HPLC to give the title compound (18 mg, 51%). ^ MR CCDCls, 300 MHz): delta 9.53 (s, 1H), 8.32 (d, J= 2.1 Hz, 1H), 7.56 (s, 1H), 6.69 (s, 2H), 3.95 (s, 6H), 3.90 (s, 3H), 2.28 (m, 2H), 2.24 (m, 2H), 1.97 (m, 4H). HPLC retention time: 2.00 minutes; MS ESI (m/z): 355.4 (M+l) +, calc. 354.

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

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 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.

To a suspension of 4-amino-5-fluoropyrimidin-2-ol (0.50 g, 3.87 mmol) in acetonitrile (CH3CN; 20 mL) was added BSA (1.58 g, 7.75 mmol), and the mixture was heated to 70 0C for 1 h resulting in a clear solution. After cooling to room temperature, 1,4-diiodobutane (1.2 g, 3.87 mmol) was added, and the mixture was stirred for 16 h at room temperature and then at 70 0C for 3 h. The solvent was evaporated and the residue was purified by normal phase chromatography (24 g SiO2; gradient, 0 to 15% MeOH/CH2Cl2) to give an orange oil. The oil was dissolved in EtOAc and the solution was slowly cooled. The resulting solid was collected by filtration, washed with additional EtOAc, and dried to give 4-amino-5-fluoro-l- (4-iodobutyl)-lH-pyrimidin-2-one (0.52 g, 43%) as a tan solid: mp 181-184 0C; 1H NMR (400 MHz, DMSO-J6) delta 8.56 (s, 2H), 8.25 (d, / = 6.7 Hz, IH), 3.70 (t, /= 6.7 Hz, 2H), 3.29 (t, / = 6.7 Hz, 2H), 1.73 (m, 4H); ESIMS m/z 312 ([M+H]+).

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; DOW AGROSCIENCES LLC; BOEBEL, Timothy; BRYAN, Kristy; JOHNSON, Peter; LORSBACH, Beth; MEYER, Kevin; OWEN, W.; SULLENBERGER, Michael; WEBSTER, Jeffery; YAO, Chenglin; WO2011/17540; (2011); A1;,
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, Computed Properties of C4H8I2

To a solution of 5-(3,4,5-trimethoxyphenyl)-l-((2- (trimethylsilyl)ethoxy)-methyl)-lH-pyrrolo[2,3-^]pyridin-2(3H)-one (Compound BN, 43 mg, 0.10 mmol) in DMF (2 mL) was added cesium carbonate (0.17 g, 0.50 mmol) and 1,4-diiodobutane (13 muL, 0.10 mmol). The resulting solution was stirred for 4 hr at room temperature, after which it was partitioned between EtOAc and H2O. The organic layer was separated, dried over MgSO4, filtered, and concentrated in vacuo. The residue was dissolved in 6 N HCl (10 mL) and MeOH (5 mL), and the resulting mixture was stirred at room temperature overnight, after which it was partitioned between EtOAc and H2O. The organic layer was concentrated in vacuo, and the residue was dissolved in EtOH (2 mL). Potassium acetate (100 mg) was then added, and the reaction was stirred for 2 hr. The resulting solution was purified via preparatory HPLC to give the title compound (18 mg, 51%). 1H NMR (CDCl3, 300 MHz): delta 9.53 (s, IH), 8.32 (d, / = 2.1 Hz, IH), 7.56 (s, IH), 6.69 (s, 2H), 3.95 (s, 6H), 3.90 (s, 3H), 2.28 (m, 2H), 2.24 (m, 2H), 1.97 (m, 4H). HPLC retention time: 2.00 minutes; MS ESI (m/z): 355.4 (M+l) +, calc. 354.

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, 1,4-Diiodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF ROCHESTER; GELBARD, Harris, A.; DEWHURST, Stephen; GOODFELLOW, Val, S.; WIEMANN, Torsten; WO2010/68483; (2010); A2;,
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. 628-21-7, name is 1,4-Diiodobutane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1,4-Diiodobutane

Step 1methyl 1-(3-methoxyphenyl)cyclopentanecarboxylateTo a solution of (3-methoxy-phenyl)-acetic acid methyl ester (901 mg, 5.00 mmol) in tetrahydrofuran (10 mL) at -780C under N2 was added 1.0 M of lithium hexamethyldisilazide in tetrahydrofuran (6.25 mL, 6.25 mmol) drop-wise. The reaction mixture was stirred for 20 min at -780C and then 1,4-diiodobutane (674 muL, 5.00 mmol) was added drop-wise. The solution was stirred at -780C for 30 min before adding another portion of 1.0 M of lithium hexamethyldisilazide in tetrahydrofuran (6.25 mL). The mixture was stirred at -780C for 1 hour and then was allowed to warm to room temperature and stirred at room temperature for Ih. It was quenched with saturated NH4CI, extracted with EtOAc. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography on silica (EtOAc in hexane 5-10%) to collect methyl 1-(3-methoxyphenyl)cyclopentanecarboxylate as a colorless oil (545 mg, 47%). 1H NMR (300MHz ,DMSO- d6) delta = 7.31 – 7.18 (m, 1 H), 6.96 – 6.77 (m, 3 H), 3.74 (s, 3 H), 3.55 (s, 3 H), 2.53 – 2.35 (m, 2 H), 1.96 – 1.76 (m, 2 H), 1.77 – 1.48 (m, 4 H); LCMS m/z 235.1 [M+l]+.

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

Reference:
Patent; BIOGEN IDEC MA INC; PENG, Hairuo; CUERVO, Julio, H.; ISHCHENKO, Alexey; KUMARAVEL, Gnanasambandam; LEE, Wen-cherng; LUGOVSKOY, Alexey; TALREJA, Tina; TAVERAS, Arthur, G.; XIN, Zhili; WO2010/138901; (2010); A1;,
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, category: iodides-buliding-blocks

General procedure: Compound15(2.50 g, 12.8mmol) was dissolved in anhydrous DMF (20 mL). The solution was cooled to 0 C.NaH(1.02 g, 25.6mmol, 60% dispersion in oil) was added slowly and cautiously. The resulting mixture was allowed to warm to r.t. and was stirred for additional 20 min. The solution was cooled again to 0 C, the appropriatedihaloalkane(25.6mmol) was added dropwise, and the resulting solution was allowed to stir at 0 C. for 30 min. The solution was warmed to r.t. and stirred for additional 1 h. The solution was cooled to 0 C and quenched with water, maintaining 0 C throughout the quenching process. The obtained mixture was extracted with CH2Cl2(2 x 20 mL). The combined organic layers were washed with water and brine and dried overNa2SO4. This was removed by filtration and the filtrate concentrated under vacuum to give the crude esters22-25.

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, 1,4-Diiodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Deplano, Alessandro; Morgillo, Carmine Marco; Demurtas, Monica; Bjoerklund, Emmelie; Cipriano, Mariateresa; Svensson, Mona; Hashemian, Sanaz; Smaldone, Giovanni; Pedone, Emilia; Luque, F. Javier; Cabiddu, Maria G.; Novellino, Ettore; Fowler, Christopher J.; Catalanotti, Bruno; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 523 – 542;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com