Category: iodides-buliding-blocks

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

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 156150-67-3 as follows. Recommanded Product: 2-Chloro-1-fluoro-4-iodobenzene

Stir 5-trimethylsilanylethynyl-nicotinonitrile (300 mg, 1. 5 mmol), (prepared essentially as described in PREPARATION 3), 2-chloro-1-fluoro-4-iodobenzene (390 mg, 1. 5 mmol), bis (triphenylphosphine) palladium (II) dichloride (50 mg, 0. 08 mmol) and copper (I) iodide (20 mg, 0. 15 mmol) in triethylamine (15 mL) under nitrogen and cool to – 78C. Add a 1 M solution of tetrabutylammonium fluoride (1. 5 mL) in tetrahydrofuran and warm to room temperature and then heat at 70 C until complete by thin layer chromatography. Concentrate and purify the residue by silica gel chromatography, eluting with hexanes : ethyl acetate, and then recrystallize from hexanes : ethyl acetate to give the title compound (120 mg, 31%). 1H NMR (400 MHz, CDCl3) 6 7. 18 (t, J = 8. 8 Hz, 1H), 7. 46-7. 42 (m, 1H), 7. 62 (dd, J = 6. 8 Hz, 2. 0 Hz, 1H), 8. 06 (t, J = 2. 2 Hz, 1H), 8. 82 (d, J = 1. 8 Hz, 1H), 8. 91 (d, J = 2. 2 Hz, 1H) ; HRMS calcd for C14H7ClFN2 257. 0282. Found 257. 0266 ; Anal. Calcd for C14H6ClFN2 : C, 65. 52 ; H, 2. 37 ; N, 10. 91. Found : C, 65. 59 ; H, 2. 48 ; N, 10. 67.

According to the analysis of related databases, 156150-67-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); 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

Application of 13421-13-1,Some common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

General procedure: To a stirred solution of the corresponding benzoic acid (1.0 equiv) in dry MeOH (2.0 mL per 1.0 mmol of benzoic acid) at 0 C. was added SOCl2 (2.0 equiv) dropwise. After addition, the reaction was allowed to stir at room temperature overnight. The crude reaction was concentrated in vacuo, quenched with water, and extracted with EtOAc. The combined organic layer was washed with saturated aqueous NaHCO3, dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 21a-b.

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

Reference:
Patent; Jorgensen, William L.; Anderson, Karen S.; US2015/105351; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2468-56-6, A common heterocyclic compound, 2468-56-6, name is 6-Iodohex-1-yne, molecular formula is C6H9I, 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.

General procedure: 4.2.1 Synthesis of ethyl 2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)acetate (3a). To a solution of 2 (0.20 g, 0.99 mmol) in anhydrous DMF (3 mL) under N2 at 0 C was added NaH (0.044 g, 1.09 mmol). The mixture was warmed to rt and stirred for 30 min. After cooling back to 0 C, ethyl bromoacetate (0.12 mL, 1.09 mmol) was added and the mixture stirred at rt for 2 h. The reaction was quenched with saturated NH4Cl (10 mL) and the product extracted into ethyl acetate (3*30 mL). The combined organic extract was dried (Na2SO4) and the solvent removed in vacuo. Excess DMF was removed by Kugelrohr distillation. The crude product was purified by radial chromatography (hexane/ethyl acetate gradient) to give ester 3a (0.26 g, 93%) as a white solid.

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:
Article; Gibson, Sarah; Fernando, Rasika; Jacobs, Hollie K.; Gopalan, Aravamudan S.; Tetrahedron; vol. 71; 49; (2015); p. 9271 – 9281;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 35453-19-1,Some common heterocyclic compound, 35453-19-1, name is 5-Amino-2,4,6-triiodoisophthalic acid, molecular formula is C8H4I3NO4, 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.

EXAMPLE 3 Methylene chloride (112 g) and tetrabutylammonium bromide (3.23 g; 0.1 moles) were charged in this order into a reactor. 5-Amino-2,4,6-triiodoisophthalic acid (55.9 g; 0.1 moles) and, in about 2 hours, thionyl chloride (57.1 g; 0.479 moles) were added to the mixture while keeping the internal temperature below 36 C. and adjusting the addition rate with the gas emission. At the end of the addition. the reaction mixture was kept under reflux (43 C.) for 27 hours. After cooling to about 20 C., water (60 g) was added in small portions. At about half of the addition, the formation of a crystalline precipitate was observed. After filtration, the resultant product was washed with water (5*50 g) and then dried in oven under vacuum at 50 C. for about 21 hours obtaining 5-amino-2,4,6-triiodoisophthalic acid dichloride (49.99 g; 83.8% yield) practically pure by HPLC analysis and by thin layer chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-2,4,6-triiodoisophthalic acid, its application will become more common.

Reference:
Patent; Bracco International B.V.; US5856570; (1999); A;,
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

Some common heterocyclic compound, 914225-70-0, name is 1-(5-Fluoro-2-iodophenyl)ethanone, molecular formula is C8H6FIO, 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. Formula: C8H6FIO

Step 1 : A solution of (-)-DIPCI ((-)-B-chlorodiisopinocampheylborane) (57.1 g, 178 mmol) in THF (tetrahydrofuran) (100 ml) was cooled to -20 to -30 C. A solution of compound 1 (31 .3 g, 1 19 mmol) in THF (100 ml) was then added dropwise, via addition funnel (30 min addition). The reaction was left to warm up to room temperature (RT). After 2 h, the reaction was cooled to -30 C and another portion of (-)-DIPCI (38.0 g, 1 19 mmol) was added. After 30 min, the reaction was allowed to warm to RT and after 1 h, the solvents were removed in vacuo and the residue re-dissolved in MTBE (methyl tertiary-butyl ether) (200 ml). A solution of diethanolamine (31 g, 296 mmol) in ethanol/THF (15 ml/30 ml) was added via addition funnel, to the reaction mixture under an ice bath. The formation of a white precipitate was observed. The suspension was heated at reflux for 2 hours then cooled to room temperature, filtered and the mother liquids concentrated in vacuo. The residue was suspended in heptane/EtOAc (7:3, 200 ml) and again filtered. This procedure was repeated until no more solids could be observed after the liquids were concentrated. The final yellow oil was purified by column chromatography (eluent: cyclohexane/EtOAc 99:1 to 96:4). The resulting colorless oil was further purified by recrystallization from heptanes, to give alcohol compound 2 (25 g, 80% yield, 99% purity and 96% ee) as white crystals. 1H NMR (400 MHz, CDCI3) delta 7.73 (dd, 1 H), 7.32 (dd, 1 H), 6.74 (ddd, 1 H), 4.99 – 5.04 (m, 1 H), 2.01 (d, 1 H), 1 .44 (d, 3 H). LCMS-ES: No ionization, Purity 99%. Chiral GC (column CP-Chirasil-DexnCB): 96% ee; Rt (minor) 17.7 minutes and Rt (major) 19.4 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 914225-70-0, its application will become more common.

Reference:
Patent; PFIZER INC.; JENSEN, Andrew, James; LUTHRA, Suman; RICHARDSON, Paul, Francis; WO2014/207606; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 1643-29-4, 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. 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-(p-iodophenyl)propanoic acid (63 mg, 0.22 mmol) and EDC.HC1 (57 mg, 0.30 mmol) in CH2C12 (5 mE) was added NEt3 (84 pL, 0.60 mmol) and the reaction was stirred at it under Ar for 30 mm. Then a solution of EuO.3OtBu (2) (103 mg, 0.22 mmol) in CH2C12 (1 mE) was added and the reaction was stirred overnight at it under Ar. The reaction was diluted with 10 mE CH2C12 and washed successively with H20 and saturated NaC1 solution. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give the crude product as a pale oil. The crude product was purified by flash chromatography (100% hexane to 100% EtOAc over 20 mm), and EuO-IPPA.3OtBu (6) was isolated as a clear oil (87 mg; 53%). ?H NMR (500 MHz, CDC13) oe 7.57 (d, 2H, J=8.2 Hz), 6.96 (d, 2H, J=8.2 Hz), 6.61 (br s, 1H), 5.61 (d, 1H, J=8.2 Hz), 5.44 (d, 1H, J=7.8 Hz), 4.34 (m, 1H), 4.23 (m, 1H), 3.29-3.16 (m, 2H), 2.90 (t, 2H, J=7.8 Hz), 2.46 (t, 2H, J=7.8 Hz), 2.27 (m, 2H), 2.09 (m, 1H), 1.85 (m, 1H),1.73 (m, 1H), 1.58-1.40 (m, 3H), 1.46 (s, 9H), 1.42 (s, 18H). ESI(+)=732.4 [M+H]. Calculated mass: 731.3

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, 3-(4-Iodophenyl)propanoic acid, other downstream synthetic routes, hurry up and to see.

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

Adding a certain compound to certain chemical reactions, such as: 35674-27-2, name is 4-Iodo-3-nitrobenzoic acid, 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 35674-27-2, Recommanded Product: 4-Iodo-3-nitrobenzoic acid

a. 4-iodo-3-nitro-benzophenone 5.3 g (17 mmol) of 4-iodo-3-nitrobenzoic acid and 8.0 g (60 mmol) of aluminium trichloride are added successively to 70 ml of benzene while cooling with an ice bath. Then the mixture is stirred for 2 hours at ambient temperature, then poured into ice water, extracted with methylene chloride, dried with sodium sulphate and concentrated in vacuo. Yield: 5.4 g (90% of theory), Rf value: 0.83 (silica gel; ethyl acetate/petroleum ether=3:7)

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; Boehringer Ingelheim Pharma KG; US6479524; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com