Tag: M.W=200-300

Synthetic Route of 877264-43-2, 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. 877264-43-2 name is (5-Fluoro-2-iodophenyl)methanol, 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.

To a solution of (5-fluoro-2-iodophenyl)methanol (3.78 g, 0.015 mol) in CH2CI2 (40 mL), imidazole (3.0 g, 0.045 mol) and TBDMS chloride (2.5 g, 0.016 mol) are added successfully, the reaction mass is stirred at room temperature for 8 hrs. After completion, reaction mass is quenched with water, washed with brine solution, extracted with CH2CI2, and the organic layer is dried over Na2S04, and concentrated to give tert-butyl((5-fluoro-2- iodobenzyl)oxy)dimethylsilane (3b) (Yield-88%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (5-Fluoro-2-iodophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; BIOPHORE INDIA PHARMACEUTICALS PVT. LTD.; PULLAGURLA, Manik Reddy; NANDA KUMAR, Mecheril Valsan; PITTA, Bhaskar Reddy; RANGISETTY, Jagadeesh Babu; (55 pag.)WO2017/183043; (2017); A1;,
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Related Products of 627-31-6,Some common heterocyclic compound, 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), molecular formula is C3H6I2, 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.

3,5-bis(4-iodobutyl) pyridine was prepared following a modifiedprocedure reported in the literature [24,25]. 3,5-dimethyl pyridine(1.5 g, 16.0 mmol) in dry THF (32 mL) was treated with Lithium diisopropylamide(19.3 mmol) under nitrogen atmosphere at -30 C for1 h. 1,3-diiodopropane (7.8 g, 32.2 mmol) was then added quickly intothe reaction mixture to produce 3,5-bis(4-bromobutyl)pyridine. Theproduct was purified by silica gel column chromatography using amixture of hexane/EA as eluent to get a light brown colour oil compound(2). Here the yield is around 82%. The synthesis of compound(3) 3,5-bis(4-bromobutyl)pyridine has been done by the same procedureas of compound (2). The synthetic route is given in Scheme 2. 2.2.1.1. Compound 2. 1H NMR (400 MHz, DMSO-d6): delta(ppm) 8.11 (s,2H), 7.59 (s, 1H), 3.33 (t, 4H), 2.67 (t, 4H), 1.82 (m, 4H), 1.59 (m, 4H),13C NMR (100 MHz, CDCl3): delta(ppm) 147.3, 139.7, 137.1, 32.6, 30.1,28.6, 27.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Diiodopropane(stabilized with Copper chip), its application will become more common.

Reference:
Retracted Article; Vekariya, Rohit L.; Dhar, Abhishek; Kumar, Nadavala Siva; Pal, Rumpa; Roy, Subhasis; Organic electronics; vol. 51; (2017); p. 477 – 484;,
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Electric Literature of 14452-30-3, A common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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.

Example 63; 5-[1-(3-Iodophenyl)-ethoxy]-quinazoline-2,4-diamine; [00203] Step 1; To a cold (ice water) solution of 3-iodoacetophenone (2.59 gm; 10.5 mmol) in methanol (10 mL) is added sodium borohydride (395 mg; 10.4 mmol) is stirred for thirty minutes. Water (10 mL) is added to the solution and stirred 15 minutes. Saturated ammonium chloride (40 mL) is added and the solution is extracted with ethyl acetate. The organics are separated and dried over magnesium sulfate. The solvent is removed to give 2.26 grams of 1-(3-iodophenyl)-ethanol.

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; DECODE CHEMISTRY, INC.; SINGH, Jasbir; GURNEY, Mark E.; WO2005/123724; (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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Chloro-2-iodobenzoic acid

Sodium hydroxide (15.3g, 272mmol) in 180mL water solution of the 4- chloro-2-benzoic Acid iodide (15.4g, 54.5mmol), copper powder (0.346g, 5.5mmol), thiophenol (5.57mL, 54.5 It was placed mmol). After heating the reaction mixture solution to 120 C to proceed the reaction for 8 hours, it was passed through Celite and the filtered to remove the copper. While the mixed solution was filtered and stirred to progress after cooling to room temperature, it was added an excess of aqueous HCl solution (5M, 100mL). The resulting white solid was filtered and dried under reduced pressure after washing with excess water under reduced pressure to give the title compound as a white solid (13.7g, 95%).

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 13421-13-1.

Reference:
Patent; Dongwoo Fine-Chem.,Ltd.; Jo, Sung Hyun; Kim, Hyun Woo; (11 pag.)KR2015/15102; (2015); A;,
Iodide – Wikipedia,
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Related Products of 31599-61-8,Some common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, molecular formula is C8H9I, 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: A mixture of aryl halide (2.0 mmol), phenyl boronic acid (0.244 g, 2.0 mmol), the palladium complex 5a (0.001 mmol) and potassium carbonate (0.232 g, 4.0 mmol) in THF (15 ml)/DMF (15 mL) was refluxed for 1.5 h, as mentioned in Table 3. After 1.5 h, the solvent was evaporated and the reaction mixture wasextracted with diethyl ether. The ether solution was dried over Na2SO4, filtered and passed through a 1200 silica column (60-120 mesh). After evaporation of the ether, solid pure products were obtained. The yields of the products obtained from all the reactions were determined after isolation and the products were characterizedby their 1H NMR spectra (Table 6).

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-dimethylbenzene, its application will become more common.

Reference:
Article; Pattanayak, Poulami; Pratihar, Jahar Lal; Patra, Debprasad; Brandao, Paula; Felix, Vitor; Chattopadhyay, Surajit; Polyhedron; vol. 79; (2014); p. 43 – 51;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 6293-83-0, 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. 6293-83-0 name is 2-Iodo-4-nitroaniline, 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: In a typical reaction, PdCl2(PPh3)2 (88 mg, 0.125 mmol), CuI (24 mg, 0.125 mmol) and THF (5 ml) were placed in an oven-dried, 2-neck RB flask. To this suspension, 2-iodoaniline (5.47 mg, 2.5 mmol) and triethylamine (702 mul, 5.0 mmol) were added. The reaction mixture was degassed by bubbling with argon for 15 min. Phenylacetylene (300 mul, 2.75 mmol) was then added, and the reaction mixture stirred at RT. After complete consumption of the 2-iodoanilines (~2 h, by TLC), the reaction mixture was filtered through celite, and the solvent rotary evaporated to obtain the crude product which was purified by silica gel (60-120 mesh) column chromatography using ethylacetate/ hexane (1:9, v/v) as eluent to give pure 2-phenylethynylaniline, 2a (400 mg, 83%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4-nitroaniline, and friends who are interested can also refer to it.

Reference:
Article; Kumaran, Elumalai; Leong, Weng Kee; Tetrahedron Letters; vol. 55; 40; (2014); p. 5495 – 5498;,
Iodide – Wikipedia,
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Synthetic Route of 16932-44-8, These common heterocyclic compound, 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, 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: To a 5 mL microwave reaction tube (Biotage Inc.) equipped with a stir bar was added 21c or 21e (1 mmol), 10% Pd/C (0.04 mmol), triphenylphosphine (0.16 mmol), copper (I) iodide (0.16 mmol), trimethylsilylacetylene (1.05 mmol), triethylamine (3 mL) and acetonitrile (2 mL). The microwave tube was sealed with a crimp-cap and subjected to microwave heating in a microwave reactor (Initiator, Biotage Inc.) set at 120 C with ?fixed hold time? for 5 min. At the end of the reaction, the grey-black suspension was passed through Celite pad, washing thoroughly with hot ethyl acetate (20 mL). The filtrate concentrated in reduced pressure and silica gel (1 g) was added. Further evaporation lead to a silica gel plug which was loaded on top of a silica gel column (2 cm ¡Á 20 cm) and eluted with 5% ethyl acetate in hexanes. Fractions corresponding to the product spot were evaporated under reduced pressure to obtain an analytically pure product.

The synthetic route of 16932-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gangjee, Aleem; Namjoshi, Ojas A.; Keller, Staci N.; Smith, Charles D.; Bioorganic and Medicinal Chemistry; vol. 19; 14; (2011); p. 4355 – 4365;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 335349-57-0,Some common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, molecular formula is C6H4ClIN2O2, 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 5-chloro-4-iodo-2-nitroaniline (Intermediate 6, 36.5 g, 122 mmol) in EtOH (800 niL) and water (150 mL) was added iron powder (38 g, 673mmol) and NH4Cl (16 g, 306 mmol). The mixture was heated under nitrogen at 5O0C overnight. Additional iron powder (38 g, 673 mmol) and NH4Cl (16 g, 306 mmol) were added and heating was continued for 45 h. The reaction mixture was cooled, filtered and concentrated. The residue was re-dissolved in ethyl acetate and washed with sodium bicarbonate solution. The organic phase was concentrated to afford the desired product as a gray solid, which was used in the next step without further purification.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; DANG, Qun; CHUNG, De Michael; GIBSON, Tony, S.; JIANG, Hongjian; CASHION, Daniel, K.; BAO, Jianming; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F. Anthony; SEBHAT, Iyassu; WODKA, Dariusz; WO2010/51206; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 3718-88-5, 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 3718-88-5 as follows.

A suspension of 3-iodobenzylamine hydrochloride (4.95g, 18.4 mmol) in dichloromethane (100 ml) was treated with triethylamine (3.1 ml, 22 mmol) and di-t-butyl dicarbonate (4.40g, 20 mmol) and the resulting solution left to stir at room temperature under a nitrogen atmosphere for 1.5 hours. The reaction mixture was washed with 2M hydrochloric acid (30 ml), water (30 ml), dried (sodium sulfate), and the solvent removed in vacuo to give the title compound as a colourless solid (6.43g). 1HNMR (400 MHz, CDCl3) delta: 1.46 (s, 9H), 4.21-4.30 (m, 2H), 4.79-4.89 (bs, 1H), 7.06 (dd, 1H), 7.25 (d, 1H), 7.60 (d, 1H), 7.63 (s, 1H) ppm. MS (electrospray) m/z 332 [M-H]-, 356 [M+Na]+

According to the analysis of related databases, 3718-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Brown, Alan Daniel; Bunnage, Mark Edward; Glossop, Paul Alan; James, Kim; Lane, Charlotte Alice Louise; Lewthwaite, Russel Andrew; Moses, Ian Brian; Price, David Anthony; Thomson, Nicholas Murray; US2005/182091; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, 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. category: iodides-buliding-blocks

General procedure: A 50mL round-bottomed flask equipped with a gas inlet tube, a reflux condenser, and a magnetic stirring bar was charged with MCM-41-S-PdCl2 (173mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa (7.5 mmol). The flask was flushed with carbon monoxide. DMF (5 mL) was added by syringe and a slow stream of CO was passed into the suspension. The mixture was vigorously stirred at 100-110C for 4-24h, cooled to room temperature, and diluted with diethyl ether (50 mL). The palladium catalyst was separated from the mixture by filtration, washed with distilled water (2¡Á10 mL), ethanol (2¡Á10 mL) and ether (2¡Á10 mL) and reused in the next run. The ethereal solution was washed with water (3¡Á20mL) and dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (hexane-ethyl acetate=10:1). (0008) All formylation products were characterized by comparison of their spectra and physical data with authentic samples. IR spectra were determined on a Perkin-Elmer 683 instrument. 1H NMR (400MHz) and 13C NMR (100MHz) spectra were recorded on a Bruker Avance 400MHz spectrometer with TMS as an internal standard and CDCl3 as solvent.

The synthetic route of 401-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hao, Wenyan; Ding, Guodong; Cai, Mingzhong; Catalysis Communications; vol. 51; (2014); p. 53 – 57;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com