Category: iodides-buliding-blocks

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. 627-32-7, name is 3-Iodo-1-propanol, A new synthetic method of this compound is introduced below., SDS of cas: 627-32-7

E: 3-(4-Bromo-2-(trifluoromethyl)-phenoxy)propan-1-ol; 3-lodopropanol (11.23g) was added to a mixture of 4-bromo-2- (trifluoromethyl)-phenol (15g) and potassium carbonate (17.2g) in acetonitrile (150ml). The above mixture was refluxed for 4 hours then diluted with ethyl acetate (500ml) and water (300ml). Organic layer was seperated, dried over magnesium sulphate, solvent removed under reduced pressure to give expected product clean enough for use at the next step (18.6g). 1H NMR (CDCI3)delta: 7.67 (d, 1 H), 7.58 (dd, 1 H), 6.90 (dd, 1 H), 4.18 (t, 2H), 3.87 (q, 2H), 2.07 (tt, 2H).

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; N.V. ORGANON; WO2009/10491; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6940-76-7, A common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, molecular formula is C3H6ClI, 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.

3.101 1-(3-Chloropropyl)-1H-indol-2,3-dione (85LM02). A 500 ml flask was charged with 1H-indol-2,3-dione (isatin) (3.62 g, 25 mmol), 1-chloro-3-iodopropan (2.8 ml, 27 mmol) and Cs2CO3 (18 g, 55 mmol) in MeCN (200 ml). The mixture was stirred 40 C. for 48 hours. Water (50 ml) and EtOAc (50 ml) were added and the phases were separated. The aqueous phase was re-extracted with EtOAc (50 ml). The combined org. layer were dried (Na2SO4) and evaporated to dryness. The crude product was purified by to column chromatography (SiO2; EtOAc/n-heptane 1:4) to give the title compound (85LM02) (4.2 g, 80%). 1H NMR (CDCl3) delta 2.20 (qv, 2H), 3.60 (t, 2H), 3.90 (t, 2H), 7.00 (d, 1H), 7.15 (t, 1H), 7.55-7.65 (m, 2H); HPLC-MS (ammonium acetate) [M+H]+=224.2.

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACADIA Pharmaceuticals Inc.; US6951849; (2005); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 27913-58-2 as follows. HPLC of Formula: C10H11IO2

4-(p-Iodophenyl)butyric acid (580 mg, 2.0 mmol) and N-hydroxysuccinimide (345 mg, 3.0 mmol) were dissolved in CH2Cl2 (10 mL) and cooled to 0 C. under Ar. A solution of DCC (620 mg, 3.0 mmol) in CH2Cl2 (4 mL) was added dropwise over 10 min, and the reaction was warmed to rt and stirred overnight at rt. The reaction was filtered to remove the insoluble urea by-product, and the filter cake was washed with CH2Cl2. The organic fractions were combined and concentrated under reduced pressure, and the crude product was purified by silica chromatography (EtOAC:hexane=1:1) to give N-succinimidyl 4-(p-iodophenyl)butanoate as a white solid (400 mg, 52%). 1H NMR (500 MHz, CDCl3) delta 7.61 (d, 2H, J=8.2 Hz), 6.96 (d, 2H, J=8.2 Hz), 2.85 (br s, 4H), 2.68 (t, 2H, J=7.6 Hz), 2.60 (t, 2H, J=7.3 Hz), 2.04 (quint, 2H, J=7.4 Hz).

According to the analysis of related databases, 27913-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cornell University; Babich, John W.; Kelly, James M.; Amor-Coarasa, Alejandro; Ponnala, Shashikanth; (36 pag.)US2017/368005; (2017); 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. 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 216393-67-8

Step 2: synthesis of 4-chloro-2-fluoro-6-iodo-N-[2-(methylsulfonyl)ethyl]aniline A mixture of 4-chloro-2-fluoro-6-iodoaniline (0.5 g, 1.8 mmol), vinylmethylsulfone (0.2 g, 1.8 mmol), Cs2CO3 (1.17 g, 3.6 mmol) and DMF (15 mL) was heated with stirring at 50 C. overnight. The resulting mixture was poured into water and then extracted with EA (50 mL*3). The combined organic phases were dried over Na2SO4 and then concentrated. The residue was purified by column chromatography (EtOAc:PE=1:40) to give 4-chloro-2-fluoro-6-iodo-N-[2-(methylsulfonyl)ethyl]aniline (0.42 g, yield: 61%).

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; Hoffmann-La Roche Inc.; Feng, Song; Gao, Lu; Hong, Di; Wang, Lisha; Yun, Hongying; Zhao, Shu-Hai; US2015/158879; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5460-32-2,Some common heterocyclic compound, 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, molecular formula is C8H9IO2, 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 stirred solution of 1-iodo-3,4-dimethoxybenzene 8 (0.132g, 0.5mmol) in DMF (2.0mL) were added acrolein diethyl acetal (0.229mL, 1.5mmol), nBu4NOAc (0.302g, 1.0mmol), K2CO3 (0.104g, 0.75mmol), and Pd(OAc)2 (0.003g, 0.015mmol) and the mixture was stand for 4hat 90°C. After that period, the mixture was cooled, hydrochloric acid 2N was slowly added and the reaction was stirred at room temperature for 10min. Then, the mixture was diluted with ethyl ether (50mL) and washed with water (3×50mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with dichloromethane as eluent to give the desired (E)-3-(3,4-dimethoxyphenyl)acrylaldehyde 9 in good yield (77mg, 80percent). 4.9.1 (E)-3-(3,4-dimethoxyphenyl)acrylaldehyde (9) (0045) M.p. 80?82°C. 1H NMR (300MHz, CDCl3): delta 3.93 (s, 3H, 3-OCH3), 3.94 (s, 3H, 4-OCH3), 6.62 (dd, 1H, H-alpha, J 15.8, 7.8Hz), 6.91 (d, 1H, H-5, J 8.3Hz), 7.08 (d, 1H, H-2, J 2.0Hz), 7.17 (dd, 1H, H-6, J 8.3, 2.0Hz), 7.42 (d, 1H, H-beta, J 15.8Hz), 9.66 (d, 1H, CHO, J 7.8Hz) ppm. 13C NMR (75MHz, CDCl3): delta 55.8 and 55.9 (3,4-OCH3), 109.7 (C-2), 111.0 (C-5), 123.3 (C-6), 126.6 (C-alpha), 126.9 (C-1), 149.3 (C-3), 151.9 (C-4), 152.8 (C-beta), 193.5 (CHO) ppm. MS m/z (ESI+, percent): 193 ([M+H]+, 95), 215 ([M+Na]+, 100). HRMS (ESI+) m/z calcd. for C11H13O3 [M+H]+ 193.0859; found 193.0855.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1,2-dimethoxybenzene, its application will become more common.

Reference:
Article; Proenca, Carina; Albuquerque, Helio M.T.; Ribeiro, Daniela; Freitas, Marisa; Santos, Clementina M.M.; Silva, Artur M.S.; Fernandes, Eduarda; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 381 – 392;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 640280-28-0,Some common heterocyclic compound, 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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 solution of 1-bromo-2-iodo-4-(trifluoromethyl)benzene (2g, 5.70 mmol) in 10 mldry THF was slowly added isopropylmagnesium chloride (2.85 ml, 2M solution, 5.70mmol) at -10 C and reaction mixture was stirred for next 30 mm. Then the solution of dihydro-2H-pyran-4(3H)-one (0.63 g, 6.27 mmol) in 10 ml THF was added to the reaction mixture and stirred further for 1 .5h. After completion of reaction as indicated by TLC, reaction mixture was quenched by adding saturated NH4C1 solution and partitionedbetween ethyl acetate and water. The organic phase was washed with brine, dried over Na2SO4 and concentrated under vacuum. The crude was purified by column chromatography to obtain title compound (0.55g, 29 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; LUPIN LIMITED; RAMDAS, Vidya; LORIYA, Rajeshkumar, Maganlal; BANERJEE, Moloy; PATIL, Pradeep, Rangrao; JOSHI, Advait, Arun; DATRANGE, Laxmikant, Shamlal; WALKE, Deepak, Sahebrao; KHAN, Talha, Hussain; DAS, Amit, Kumar; GOTE, Ganesh, Navinchandra; KALHAPURE, Vaibhav, Madhukar; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (234 pag.)WO2017/37682; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 612-55-5, 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. 612-55-5 name is 2-Iodonaphthalene, 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.

General procedure: An oven dried pressure tube was charged with haloarenes (0.5 mmol), copper(II) triflate (45 mg, 0.125 mmol), KNO2 (128 mg, 1.5 mmol) and anhydrous DMSO (0.6 mL) under nitrogen atmosphere. The tube was sealed with a teflon screw cap having mininert valve and nitrogen is purged through it for 5 min. It is stirred at room temperature for 10 min and then the temperature was gradually increased to 130 oC and is maintained at the same for 48 h. The reaction mixture was then cooled to room temperature, washed with excess ice cold water and extracted with ethyl acetate (3 x 10 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product which was purified by column chromatography using silica gel (Table 2, entries 1-18) or basic alumina (Table 2, entries 19-23) and a mixture of ethyl acetate and hexane as the eluent to afford the desired products in good yields.

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

Reference:
Article; Amal Joseph; Priyadarshini; Lakshmi Kantam; Maheswaran; Tetrahedron Letters; vol. 53; 12; (2012); p. 1511 – 1513;,
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., name: 1,4-Diiodobutane

A solution of 66.1 g (500 mmol) of indan-2-one [615-13-4] and 340.9 g (1100 mmol) of 1,4-diiodobutane [628-21-7] in 500 ml of THF is added dropwise over the course of 2 h to a vigorously stirred mixture of 40.0 g (1 mol) of NaOH, 40 ml of water, 18.5 g (50 mmol) of tetrabutylammonium iodide [311-28-4] and 1500 ml of THF. When the addition is complete, the mixture is stirred at room temperature for a further 14 h, the aqueous phase is separated off, and the organic phase is evaporated to dryness. The residue is taken up in 1000 ml of n-heptane, washed five times with 300 ml of water each time and dried over magnesium sulfate. The crude product obtained after removal of the n-heptane is subjected to fractional distillation in an oil-pump vacuum (about 0.2 mbar, T about 135 C.). Yield: 83.0 g (345 mmol), 69%. Purity about 95% according to1H-NMR.

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; MERCK PATENT GMBH; STOESSEL, PHILIPP; KAISER, JOACHIM; KROEBER, JONAS VALENTIN; GROSSMANN, TOBIAS; (109 pag.)TW2016/30884; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, 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 2043-57-4, category: iodides-buliding-blocks

The alcohol of formula (2-2) was synthesized by referring to JP-A-2010-280799. Concretely, 2- (perfluorohexyl) ethyl iodide (manufactured by Daikin Industries, Ltd., 5.4 g, 11.4 mmol), 4-hydroxythiophenol (1.3 g, 10.3 mmol), potassium carbonate (1.7 g, 12.0 mmol) was dissolved in acetone (50 mL) and heated under reflux for 24 hours. After filtration of the reaction mixture, the solvent was distilled off under reduced pressure by an evaporator. Ethanol was added to the residue and dissolved by heating, water was added, and the solution was cooled with ice water to precipitate crystals. The precipitated crystals were collected by suction filtration to obtain an alcohol (4.2 g, 86%) of the formula (2-2).

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, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yamaguchi University; kamoto, Hiroaki; Morita, Yuki; (21 pag.)JP2016/175864; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-76-0, name is 2-Iodoethanol, 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. Recommanded Product: 2-Iodoethanol

Cesium carbonate (3.91 g) is added to a solution of N-(4-chlorobenzyl)-4-hydroxy-2- (hydroxymethyl) thieno [[2, 3-B] PYRIDINE-5-CARBOXAMIDE] (3.49 g, prepared as described in US 6,239, 142) and 2-(2-iodoethoxy)tetrahydro-2H-pyran (2.56 g, prepared by mixing equal molar amounts [OF 2-IODOETHANOL] and 3, 4-dihydro-2H-pyran) in DMF (20 mL). The reaction mixture is stirred at [100 C FOR] 17 hours. The solvent is evaporated and the residue is dissolved in 10% CH30H in [CH2C12.] The mixture is washed with water and the organic layer is dried (MgSO4), filtered, concentrated. The crude product is crystallized from EtOAc to afford 3.8 g of the title compound as a white solid. Physical characteristics. 1H NMR (400 [MHZ,] DMSO-d6) delta 10.59, 8.71, 7.39, 7.38, 7.29, 5.79, 4. [69,] 4.58, 4.54, 4. [48,] 3.96, 3.78, 3.30, 1.54, 1.39, 1. [29 ;] MS (EI) [RNLZ] 476 [(M”), HRMS (FAB) ] 477.1245 (M+H) +.

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; FLECK, Bruce, Francis; WO2004/22567; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com