Author: Jessica.F

Some common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, 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. SDS of cas: 628-77-3

The tetra-TTF calix[4]pyrroles 2a-i (porphyrinogen derivatives of the present invention) were synthesized as shown in Schemes 3-1 1. Treating the monopyrroIo-TTF derivatives 1a- i with an excess of TFA and in the presence or absence of tetrabutylamonium fluoride (TBAF), tetrabutySarnonium chloride (TBACI), or tetrabutylamonium bromide (TBABr) in a mixture of CH2CI2 and Me2CO gave the tetra-TTF ca I ix[4] pyrroles 2a-i as yellow compounds in 13-55% yields. The tetra-TTF calix[4]pyrroles 2a-i were fully characterized by traditional techniques. The required monopyrrolo-TTF derivatives 1a-b were prepared according to the literature procedures (Hansen et a/ J Mater. Chem, 2004, 14, 179-184 and Jeppesen ef a/. J Org Chem. 2000, 65, 5794-5805), whereas the monopyrroio-TTF derivatives 1c- i were prepared as illustrated in Schemes 12-18.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-77-3, its application will become more common.

Reference:
Patent; SYDDANSK UNIVERSITET; WO2007/132430; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 191348-14-8, name is 2-Iodo-4-methoxyaniline, molecular formula is C7H8INO, 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: C7H8INO

A dry flask was charged with 4-methoxy-2-iodoaniline (1.13 g, 4.56 mmol), disilylated alkyne 18 (1.63 g, 5.48 mmol), palladium(II)acetate (101 mg, 0.456 mmol), Na2CO3 (1.43 g, 13.68 mmol) and DMF (12 mL) under argon atmosphere and heated at 90 C for 8 h. DMF and volatiles were removed in vacuo. Ethyl acetate (15 mL) and water (15 mL) were added to the residue. The aqueous phase was extracted with ethyl acetate (3×15 mL). The combined organic extract was washed with 5% NaHCO3 (20 mL) and brine (30 mL), and solvent was removed by rotary evaporation. The crude product was purified by silica gel column chromatography (PE/EtOAc) to give indole 19a (918 mg, 48%) as a light brown oil and 19b (376 mg, 27%) as a light brown sticky material.To a stirred solution of 19b (305 mg, 1 mmol) and imidazole (340 mg, 5 mmol) in DCM (4 mL) was added TESCl (251.7 mL, 1.5 mmol) under argon atmosphere at 0 C. Stirring was continued for another 2 h at 0 C then the reaction was quenched with ice-water, organic part was separated, dried over Na2SO4, the solvent was removed by rotary evaporation. The crude product was purified by silica gel column chromatography to give indole 19a (394 mg, 94%) as a light brown oil. Rf=0.52 (PE/EtOAc 25:1). 1H NMR (500 MHz, CDCl3, delta): 7.73 (s, 1H), 7.16 (dd, J=8.5, 2.5 Hz, 1H), 6.97 (d, J=2.0 Hz, 1H), 6.76 (dd, J=8.5, 2.5 Hz, 1H), 3.78 (s, 3H), 3.72 (t, J=7.5 Hz, 3H), 3.00 (t, J=7.5 Hz, 3H), 0.92 (m, 18H), 0.80 (q, J=8.0 Hz, 6H), 0.56 (q, J=8.0 Hz, 6H); IR (neat cm-1): 3398, 2955, 1620, 736; HRMS (ESI): (M+H)+ calcd for +C23H422NO2Si 420.2749, found 420.2748.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 191348-14-8, its application will become more common.

Reference:
Article; Jana, Goutam Kumar; Sinha, Surajit; Tetrahedron; vol. 68; 35; (2012); p. 7155 – 7165;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2142-70-3, 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. 2142-70-3 name is 1-(2-Iodophenyl)ethanone, 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: Aryl, benzyl or allyl halides (1.0mmol), arylboronic acid (1.2mmol), K2CO3 (1.5mmol), C1 (5×10-6 mol%) and H2O (2.0mL) were added into a sealed tube and the mixture was stirred at 60C for a few hours. After the reaction, the aqueous phase was extracted with ethyl acetate for 3 times (3×7mL). Then the combined organic layers were dried over anhydrous Na2SO4, concentrated under vacuum and purified by column chromatography.

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

Reference:
Article; Luo, Kaixiu; Zhang, Lu; Yang, Rui; Jin, Yi; Lin, Jun; Carbohydrate Polymers; vol. 200; (2018); p. 200 – 210;,
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. 612-55-5, name is 2-Iodonaphthalene, A new synthetic method of this compound is introduced below., Safety of 2-Iodonaphthalene

General procedure: To a 25 mL two neck round bottom flask attached with a reflux condenser, were added the aryl halide (1 mmol), boronic acid (1.25 mmol), Na2CO3 (2 mmol), and Pd nanoparticles (0.94 mol %) in 4 mL DMF or DMF/H2O (1:1), and the reaction mixture heated at the appropriate temperature and duration. The reaction was monitored by gas chromatography. After the reaction was complete, the mixture was extracted with ethyl acetate three times, the combined organic extracts dried over anhydrous Na2SO4 and the solvent evaporated at reduced pressure. The crude products were then purified by column chromatography [hexane or hexane/ethyl acetate (9:1)] and analyzed by GC, LC-MS, and NMR.

The synthetic route of 612-55-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bendre, Ameya D.; Kodam, Kisan M.; Patil, Viraj P.; Terdale, Santosh S.; Waghmode, Suresh B.; Journal of Organometallic Chemistry; vol. 909; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 19094-56-5, 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. 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The mixture of 5-bromo-2-chloro-4-(piperazin-1-yl)pyrimidinedihydrochloride 4 (0.00285 mol), substituted acid (0.00371 mol)and N, N, dimethylformamide (10 V) was cooled to 0e5 C. Further,N, N-Diisopropylethylamine (0.0142 mol), HATU (0.00371 mol) wasadded slowly at 0e5 C and mixture was stirred for 20 min. Thereaction mass warmed to 25e30 C and stirred for 16 h. Aftercompletion of reaction, the reaction mass was diluted with ethylacetate (25 V), organic layer was washed using 1 M citric acid solution,1 M lithium hydroxide solution and followed by water.Organic layer was concentrated and triturated using n-heptane.Reaction mass was filtered off and obtained solid was recrystallizedwith suitable solvent to obtain titled compounds.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-5-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Article; Munikrishnappa, Chandrashekar Suradhenupura; Puranik, Sangamesh B.; Kumar, G.V. Suresh; Prasad, Y. Rajendra; European Journal of Medicinal Chemistry; vol. 119; (2016); p. 70 – 82;,
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 791642-68-7 as follows. Quality Control of 4-Bromo-1-iodo-2-methoxybenzene

2-Methylpyridine-4-boronic acid pinacol ester (5.49 g, 25.1 mmol) and Pd(PPh3)4 (3.62 g, 3.1 mmol) was added to a solution of intermediate 54 (9.8 g, 31.3 mmol) in dioxane (200 ml), H2O (50 ml) and K2CO3 (13 g, 94 mmol). The resulting mixture was stirred and heated at 100 C. for 18 h. The r.m. was cooled to r.t. and partitioned between H2O and DCM. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel (eluent: DCM/MeOH from 100/0 to 98/4). The product fractions were collected and concentrated in vacuo, yielding 4.5 g of intermediate 55 (52%).

According to the analysis of related databases, 791642-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Van Brandt, Sven Franciscus Anna; De Cleyn, Michel Anna Jozef; Gijsen, Henricus Jacobus Maria; Berthelot, Didier Jean-Claude; Surkyn, Michel; US2012/295891; (2012); 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

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 624-76-0 as follows. Quality Control of 2-Iodoethanol

A solution of 2-[(1-methylethyl)oxy]-5-[5-(1 ,2,3,4-tetrahydro-5-isoquinolinyl)-1 ,3,4- thiadiazol-2-yl]benzonitrile hydrochloride (Preparation 56) (50mg, 0.12 mmol) and potassium carbonate (50mg, 0.36 mmol) in DMF (1 ml) was treated with 2- iodoethanol (0.014ml, 0.18 mmol) and the mixture stirred at 8O0C for 2h. The mixture was diluted with water (10ml) and extracted with ethyl acetate (3x 10ml). The combined organic phases were dried (Na2SO4) and concentrated in vacuo. Purification of the residue by flash chromatography (cyclohexane/methanol: 0 to 5% gradient) gave 5-{5-[2-(2-hydroxyethyl)-1 ,2,3,4-tetrahydro-5-isoquinolinyl]-1 ,3,4- thiadiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile (36mg, 71%) as a clear oil. LCMS (Method formate): Retention time 0.85min, MH+ = 421

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; BAILEY, James, Matthew; BIT, Rino, Antonio; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; JONES, Katherine, Louise; SMETHURST, Christian, Alan, Paul; WITHERINGTON, Jason; WO2010/146105; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 63262-06-6, 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 63262-06-6 as follows.

Under a nitrogen atmosphere,4.00 g (33.2 mmol) of 2,2,6,6-tetramethylpiperidine (Wako Pure Chemical Industries) and 12 ml of THF (dehydrated grade) were added to a 300 ml Schlenk reaction vessel.At 0 C.,Isopropyl magnesium chloride33.0 ml (42.9 mmol) of lithium chloride (Sigma-Aldrich, 1.3 M) in THF solution was added,And the mixture was stirred at room temperature for 2 days.The resulting magnesium chloride 2,2,6,6-tetramethylpiperidide5.18 g (45.3 mmol) of 3-methoxythiophene (Wako Pure Chemical Industries) was added dropwise to the lithium chloride solution,And aged at room temperature for 8 hours.20 ml of THF (dehydration grade) was added,It was cooled to -60 C.Here,A solution consisting of 6.13 g (45.0 mmol) of zinc chloride (Wako Pure Chemical Industries) and 40 ml of THF (dehydration grade) was charged using a Teflon cannula.Further washing was carried out using 10 ml of THF (dewatering grade).After gradually raising the temperature to room temperature,To the obtained white slurry liquid (3-methoxythienyl-2-zinc chloride)7.01 g (14.4 mmol) of 1,4-dibromo-2,5-diiodobenzene (Tokyo Chemical Industry Co., Ltd.)244 mg (0.214 mmol, 1.49 mol% based on 1,4-dibromo-2,5-diiodobenzene) of tetrakis (triphenylphosphine) palladium (Tokyo Chemical Industry)The obtained mixture was reacted at 50 C. for 8 hours.After cooling to room temperature,The whole was concentrated under reduced pressure.To the resulting residue were added 100 ml of water and 100 ml of hexane and filtered.The solid obtained by filtration was purified by silica gel column chromatography (hexane / toluene = 2/1 to 0/1) and recrystallized from toluene to give 1,4-di (3-methoxythienyl) -2, 4.19 g of 5-dibromobenzene as a pale yellow solid (yield 63%).

According to the analysis of related databases, 63262-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; WATANABE, MAKOTO; UENO, WATARU; UEDA, SAORI; HACHIYA, HITOSHI; (12 pag.)JP2017/31098; (2017); 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. 13329-40-3, name is 1-(4-Iodophenyl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 13329-40-3

The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

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 13329-40-3.

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com