Tag: M.W=200-300

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., Recommanded Product: 612-55-5

General procedure: A mixture of aryl iodide (2 mmol), aryl alkyne (2.4 mmol), Ni(OAc) 2 (10 mol %), Et3N (6 mmol) and 1,4-dioxane (15 mL) were charged into the reactor (steel bomb). The reactor was closed and pressurized to ~2bar CO and then stirred at 100 C for 4 h. The reaction Progress was monitored by TLC. The reaction mixture was cooled to room temperature, before being filtered through a pad of Celite. The filtrate was concentrated and purified by silica gel with a mixture of hexane and ethyl acetate to give the pure product. For all examples, reactions were performed on 100 mg scale of corresponding aryl iodides.

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; Charugandla, Renuka; Vangala, Markandeya Sarma; Chidara, Sridhar; Korupolu, Raghu Babu; Tetrahedron Letters; vol. 59; 34; (2018); p. 3283 – 3287;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 20691-72-9, 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. 20691-72-9 name is 4-Iodo-2-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.

Synthesis of (RS)-1-(4-Iodo-2-nitrophenyl)-2-methyl-1-propanol, (R)-1-(4-Iodo-2-nitrophenyl)-2-methyl-1-propanol and (S)-1-(4-Iodo-2-nitrophenyl)-2-methyl-1-propanol1,4-Diiodo-2-nitrobenzene 4-Iodo-2-nitroaniline (6.60 g, 0.025 mol) was suspended in water (19 mL) and glacial acetic acid (17.5 mL) (Sapountzis et al., 2005, which is incorporated herein by reference). The mixture was cooled to 0 C. Sulfuric acid (17.5 mL, 0.328 mol) was added cautiously. The mixture was cooled to minus 5 C., and a solution of NaNO2 (1.90 g, 0.028 mol) in water (7.5 mL) was added dropwise at a rate that the temperature would not exceed 0 C. Upon completion of the addition the mixture was stirred for 30 minutes and was added in small portions to a boiling solution of sodium iodide (22.33 g, 0.149 mol) in water (7.5 mL) (CAUTION: vigorous nitrogen evolution). The resulting mixture was kept at 60 C. for one hour, then cooled down to room temperature, followed by addition of diethyl ether (500 mL). The ether solution was separated, washed twice with water (150 mL) and once saturated NaHCO3 (150 mL). The solution was dried over Na2SO4 and concentrated in vacuo to a solid, which was recrystallized from ethanol to yield 1,4-diiodo-2-nitrobenzene (9.30 g, 99%). 1H NMR (400 MHz, CDCl3): delta 8.15 (d, 1H, J=2.0 Hz), 7.75 (d, 1 H, J=8.3 Hz), 7.56 (dd, 1 H, J=8.3 and 2.0 Hz).

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

Reference:
Patent; Lasergen, Inc.; Litosh, Vladislav A.; Hersh, Megan N.; Stupi, Brian P.; Wu, Weidong; Metzker, Michael L.; US9200319; (2015); B2;,
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. 6293-83-0, name is 2-Iodo-4-nitroaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4-nitroaniline

4-Nitro-2-(pyridin-2-ylethynyl)aniline To the solution of 2-iodo-4-nitroaniline (3.0 g, 11 mmol) in DMF (60 mL) and Et3N (60 mL) was added 2-ethynylpyridine (3.0 g, 45 mmol), Pd(PPh3)2Cl2 (600 mg) and CuI (200 mg) under N2. The reaction mixture was stirred at 60 C. for 12 h. The mixture was diluted with water and extracted with dichloromethane (3*100 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuum. The residue was purified by chromatography on silica gel (5-10% ethyl acetate/petroleum ether) to afford 4-nitro-2-(pyridin-2-ylethynyl)aniline (1.5 g, 60%). 1H NMR (300 MHz, CDCl3) delta 8.60 (s, 1H), 8.13 (d, J=2.1 Hz, 1H), 7.98 (d, J=1.8, 6.9 Hz, 1H), 7.87-7.80 (m, 2H), 7.42-7.39 (m, 1H), 7.05 (brs, 2H), 6.80 (d, J=6.9 Hz, 1H).

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 6293-83-0.

Reference:
Patent; Vertex Pharmaceuticals Incorported; US2011/98311; (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. 618-91-7, name is Methyl 3-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: An oven-dried Schlenk tuble equipped with a magnetic stirring bar was charged with MCM-41-N,N-Pd(OAc)2 (49 mg, 0.02 mmol Pd), aryl iodide (3.2 mmol), triarylbismuth (1.0 mmol), and K2CO3 (4.0 mmol) followed by anhydrous NMP (3 mL) under Ar. The reaction mixture was stirred in an oil bath at 110 C for 5-24 h. The reaction mixture was cooled to room temperature and filtered. The MCM-41-N,N-Pd(OAc)2 complex was washed with distilled water (2¡Á5 mL), NMP (2¡Á5 mL) and Et2O (2¡Á5 mL) and reused in the next run. The filtrate was quenched with water, and extracted with ethyl acetate (2¡Á30 mL). The combined ethyl acetate extract was washed with dilute hydrochloric acid (10 mL), saturated sodium bicarbonate solution (10 mL), brine (2¡Á10 mL), and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica gel.

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 618-91-7.

Reference:
Article; Xu, Caifeng; Yin, Lin; Huang, Bin; Liu, Haiyi; Cai, Mingzhong; Tetrahedron; vol. 72; 17; (2016); p. 2065 – 2071;,
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. 29289-13-2, name is 2-Iodo-4-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H8IN

To the reaction tube was added 0.50 mmol (0.1435 g) of 2-iodo-4- (trifluoromethyl) aniline, 0.25 mmol (0.0600 g) of sodium hexahydrate, and then 2 mL of N, N-dimethylformamide and 1.50 mmo 1 (0.1142 g) of carbon disulfide, the reaction was stirred at 110 C for 12 hours. After TLC was tested, the reaction was complete. The reaction mixture was extracted with methylene chloride three times. The organic phases were combined and dried over anhydrous magnesium sulfate for 2 hours. The desiccant was removed by filtration and the residue was evaporated under reduced pressure to remove the dichloromethane solvent To obtain a crude product. The crude product was subjected to column chromatography (200-300 mesh silica gel) eluting with petroleum ether and ethyl acetate (8: 1-2: 1) to give purity of more than 99% Of a white powder of 6-trifluoromethyl-2-mercaptobenzothiazole in a yield of 45.4%

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; Inner Mongolia University of Technology; Zhu, Ning; Qin, weijing; Hong, HaiLong; Han, LiMing; Jie, ruijun; (8 pag.)CN104098529; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 619-58-9, 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. 619-58-9, name is 4-Iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: IS-PPh3 (746 mg, 1.8 mmol) was dried by a vacuum pump for 2 h at 70 C. To a flask containing IS-PPh3 were added 4-methoxycarboxylic acid (152 mg, 1.0 mmol), BrCCl3 (357 mg, 1.8 mmol), benzylamine (129 mg, 1.2 mmol), triethylamine (0.14 mL, 1.0 mmol), and THF (4 mL). The obtained mixture was stirred for 6 h at 60 C under Ar atmosphere. After the reaction, diethyl ether (10 mL) and aq HCl (1 M, 2 mL) were added at 0 C and the obtained mixture was stirred for 15-30 min at room temperature. Then, the reaction mixture was poured into water (8 mL) and the obtained mixture was extracted with diethyl ether (10 mL¡Á4). The combined organic layer was washed with water (10 mL) and brine (10 mL), and then dried over Na2SO4. After removal of the solvent under reduced pressure, N-benzyl-4-methoxybenzamide was obtained in 93% yield with 99% purity, as estimated by 1H NMR measurement. For cinnamic and aliphatic amides (entries 18-25 in Table 2) and indole-2-carboxamide (entry 16 in Table 2), the reaction mixture was poured into water (8 mL) and the obtained mixture was extracted with chloroform (10 mL¡Á4). The combined organic layer was washed with water (10 mL) and brine (10 mL), and then dried over Na2SO4. After removal of the solvent under reduced pressure, N-benzylamide was obtained. or the recovery of IS-Ph3PO, NaCl (5.0 g) was added to the aqueous layer. The aqueous solution was extracted with CHCl3 (10 mL¡Á5) and the combined organic layer was dried over NaSO4. After removal of the solvent, IS-Ph3PO containing a trace amount of IS-Ph3P was obtained in 95% yield.

The chemical industry reduces the impact on the environment during synthesis 4-Iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Article; Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; 19; (2013); p. 3971 – 3977;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 33348-34-4, name is 4-Amino-3-iodobenzonitrile, 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. Product Details of 33348-34-4

tert-Butyl 4-amino-3-iodobenzylcarbamate In an oven-dried three-necked round bottom flask provided with a reflux condenser was 4-Amino-3-benzonitrile (1.0 g, 4.1 mmol) dissolved in anhydrous THF (10 ml) under N2. BH3.THF was added dropwise. Once the addition was complete the reaction mixture was refluxed for 2 h. The mixture was allowed to cool and HCl (2.0 N aq.) (6.0 ml) was added dropwise. Then the mixture was refluxed for 1.0 h. The solvents were removed under vacuum and residue was suspended in CH2Cl2 (30 ml). DMAP (100.1 mg, 0.8 mmol), Et3N (1.3 ml, 9.4 mmol) and Boc2O (2.7 g, 12.3 mmol) were added and the mixture stirred at r.t. for 1.5 h. H2O was added and the product extracted with EtOAc.The combined organic extracts were dried (MgSO4), filtered and concentrated. The crude product was purified by flash chromatography (CH2Cl2/MeOH 99:1) affording 1.0 g (71%) of the title compound.1H NMR (CDCl3) delta 7.55 (d, 1H), 7.07 (dd, 1H), 6.70 (d, 1H), 4.76 (bs, 1H), 4.15 (d, 2H), 4.08 (bs, 2H), 1.46 (s, 9H).

The synthetic route of 4-Amino-3-iodobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RESPIRATORIUS AB; US2012/40942; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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 25309-64-2, HPLC of Formula: C8H9I

To a three-necked flask was added K2CO3 (2.76 g, 20 mmol), CuI(190 mg,1 mmol), L-Proline (230 mg, 2 mmol) and DMSO, then 1-cyclopropylbutane-1,3-dione (1.17 mL, 10 mmol) and 1-ethyl-4-iodobenzene(0.724 mL, 5 mmol) were added to the mixture, which werestirred at 90 C for 18 h under N2 protection. The reaction mixture wasdissolved in water, and then extracted with ethyl acetate (3*15 mL),washed with saturated NaCl, and dried over Na2SO4. Flash columnchromatography (petroleum ether : ethyl acetate = 70:1) afforded 1(320 mg, 28.0%) as pale-yellow oily liquid.1H NMR (300 MHz, CDCl3) delta(ppm): delta 17.03 (s, 1H), 7.28 – 7.19 (m, 4H), 2.71 (t, J = 7.6 Hz, 2H),1.92 (s, 3H), 1.57 (tt, J = 7.9, 4.6 Hz, 1H), 1.30 (d, J = 7.6 Hz, 3H),1.16 (dt, J = 4.4, 3.2 Hz, 2H), 0.84 – 0.77 (m, 2H). HRMS (ESI)C15H18O2, [M + H]+ calculated = 231.1307; found = 231.1393.

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:
Article; Li, Xiaofang; Li, Yuyan; Peng, Kewen; Ran, Chongzhao; Xu, Yungen; Yang, Jian; Zeng, Fantian; Bioorganic and medicinal chemistry; vol. 28; 13; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5876-51-7, The chemical industry reduces the impact on the environment during synthesis 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, I believe this compound will play a more active role in future production and life.

General procedure: Anhydrous CoBr2 (5.5 mg, 0.025 mmol) and Mn (27.5 mg, 0.5 mmol) wereplaced in a 20-mL Schlenk tube and heated with heat-gun (400 C) under thevacuum conditions for 30 min. After cooling to room temperature, the tubewas filled with N2 gas, and then PPh3 (6.6 mg, 0.025 mmol), aryl iodide(0.25 mmol), and acetonitrile (0.5 mL) were sequentially added. Alkyne(0.55 mmol) was successively added to the mixture. After stirring at 25 Cfor several hours, the reaction mixture was poured saturated NH4Cl solution and ether. Aqueous phase was extracted with ether. The combined etherealphases were dried over anhydrous MgSO4, filtered, and concentrated to affordcrude product. Silica-gel column purification of the crude product provided thecorresponding naphthalenes.

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, 5-Iodobenzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Komeyama, Kimihiro; Kashihara, Tetsuya; Takaki, Ken; Tetrahedron Letters; vol. 54; 42; (2013); p. 5659 – 5662;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 101335-11-9, These common heterocyclic compound, 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, 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.

10180] To a stirred solution of 208 (1.8 mmol) in 2-methyl THF (30 mE), iodobenzene (209, 1.8 mmol), 4M aqueous KOR (S mE) and Pd(PPh3)2C12 (63 mg, 0.09 mmol) were added and the mixture was degassed with nitrogen for 15 mm and heated at 80-90 C. for 8-12 h. Upon completion, the reaction mixture was diluted with EtOAc. Organic layer was washed with water followed by brine, dried over anhydrous sodium sulphate, filtered and concentrated. The crude product was purified by silica gel chromatography (2:8 EtOAc in n-hexane) to give a desired product (211, 0.74 mmol, 41%):_10576] The reaction was carried out according to Scheme i, Step-S using tert-butyl ((E)-4-(dimethylamino)-4-oxobut- 2-en-i -yl)(2-((5-((E)-4,4,4-trifluoro- i -(3-fluoro-i -(tetrahydro-2H-pyran-2-yl)- i H-indazol-5-yl)-2-(4,4,5,5-tetram- ethyl-i ,3,2-dioxaborolan-2-yl)but- i-en-i -yl)pyridin-2-yl) oxy)ethyl)carbamate (i.2 g, i.49 mmol) for compound 208 in 2-m and 2-chloro-4-fluoro-i-iodobenzene (0.383 g, i.49 mmol) for compound 209. Reaction mixture was stirred at 80 C. for 8 h. The crude material was purified by combiflashusing 3% MeOR in dichloromethane to afford the title compound of Ex. 59 Step-S (0.92 g, 76%).

The synthetic route of 101335-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com