Author: Jessica.F

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. 847685-01-2, name is 4,5-Difluoro-2-iodoaniline, A new synthetic method of this compound is introduced below., Safety of 4,5-Difluoro-2-iodoaniline

General procedure: To a stirred mixture of aniline 2b (0.100 g, 0.344 mmol), hex-1-yne 3g (0.084 g, 1.031 mmol) and Et3N (3 mL) under argon added were Pd(PPh3)2Cl2 (0.010 g, 0.014 mmol), CuI (0.006 g, 0.031 mmol) and, additionally, Et3N (3 mL). Stirring was continued at 70 C for 3 h, the mixture was cooled to r.t., diluted by CHCl3 (10 mL) and poured into a mixture of H2O (30 mL) and CHCl3 (20 mL). The aqueous layer was extracted with CHCl3 (2 ¡Á 30 mL), the collected organic solution was washed with H2O (3 ¡Á 30 mL) and dried (MgSO4). Evoparation of the solvent and chromatography (TLC) of the crude product (eluent: hexane-EtOAc, 10:1 ? 10:1 ? 10:1, Rf = 0.54) gave aniline 4bg (0.067 g, 80%) as an oil.

The synthetic route of 847685-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Politanskaya, Larisa V.; Chuikov, Igor P.; Kolodina, Ekaterina A.; Shvartsberg, Mark S.; Shteingarts, Vitalij D.; Journal of Fluorine Chemistry; vol. 135; (2012); p. 97 – 107;,
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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1,3-Dichloro-5-iodobenzene

General procedure: A mixture of N-picolinoylcyclododecylamine (3) (0.2 mmol, 57.6 mg), aryl iodide4 (0.4 mmol), Ag2CO3 (0.3 mmol, 82.7 mg), and Pd(OAc)2 (0.04 mmol, 9.0 mg)in t-AmOH (1 mL) was stirred for 48 h at 110 C in the dark. After dilution withEtOAc, the mixture was filtered and the filtrate was concentrated in vacuo. Theresidue was purified by preparative TLC (EtOAc/CHCl3/hexane = 1:1:8) to givethe corresponding product. Trans-3-(4-nitrophenyl)-N-picolinoylcyclododecylamine[5a(trans)]

According to the analysis of related databases, 3032-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Seki, Atsushi; Tetrahedron Letters; vol. 58; 45; (2017); p. 4232 – 4235;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 23399-70-4, name is 5-Chloro-2-iodotoluene, 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 23399-70-4, Safety of 5-Chloro-2-iodotoluene

General procedure: The appropriate aryl halide (1 mmol), CsOH (3 mmol), andH2O (1 mL) were added over 0.1 h, to a stirred solutionof CuI (19.0 mg, 10 mol%) and Dimethylglyoxime (L6;23.2 mg, 20 mol%) in DMSO (1 mL), and the reactionmixture was stirred at 120 C (aryl iodides) or (aryl bromides).The progress of the reaction was monitored by TLC(EtOAc-hexane). The reaction mixture was then cooled toroom temperature and acidified with 0.5 M HCl (0.5 mL).The resulting mixture was extracted with EtOAc (3¡Á10 mL)and dried (Na2SO4). Evaporation of the solvent gave a residuethat was purified by column chromatography.

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-Chloro-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shendage, Suresh S; Journal of Chemical Sciences; vol. 130; 2; (2018);,
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

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

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

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

Synthetic Route of 51839-15-7, These common heterocyclic compound, 51839-15-7, name is Dimethyl 5-iodoisophthalate, 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.

Intermediate LXII: Dimethyl-5-trifluoromethyl isophthalate; To a solution of dimethyl 5-iodoisophthalate (1 g, 3.12 mmol) in 1:1 DMF/HMPA was added Methyl- 2,2-difluoro-2( fluorosulfonyl) acetate (3 g, 15.6 mmol) and Copper (I) Iodide (2.9 mg, 15.6 mmol) and the reaction mixture heated to. 80 C for 16 h. The reaction was cooled to rt and diluted with ethyl acetate (200 mL) The solvent was decanted and the copper salts washed with an additional 100 mL of ethyl acetate. The organics were poured into water (200 mL ) the phases separated and the aqueous extracted with Ethyl acetate ( 100mL) dried over anhydrous sodium sulfate, filtered and concentrated at reduced pressure. The residue was chromatographed on silica gel eluting with dichloromethane. to give dimethyl-5-trifluoromethyl isophthalate. : :?H NMR (400 MHz, CDC13) No. 8.85 (s, 1H), 8.48 (s, 2H), 4.01 (s, 6H). LCMS [(M) +H]+ = 263.

The synthetic route of 51839-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2005/103020; (2005); A1;,
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

148870-57-9, name is 7,8-Dimethoxy-3-(3-iodopropyl)-1,3-dihydro-2H-3-benzazepin-2-one, 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

A mixture of (8)-N- [(4,5-dimethoxybenzocyclobut- 1 -yl)methyl] -N-(methyl)amine hydrochloride (50.36g) and dimethyl formamide (200mL) ws stirred for about 5mm andpotassium carbonate (178.46g) was added to it. The reaction mixture was stirred for about lh at about room temperature. The reaction mixture was cooled to about 5C to about 10C. 7,8-dimethoxy-3 -[3-iodopropyl]- 1,3 -dihydro-2H-3 -benzazepin-2-one (I 00g) prepared as in Example 8, was added to the stirred reaction mixture. The reaction mixture was stirred for about 6h at about 20C to about 25C. The reaction mixture was quenchedinto chilled demineralized water at about 5C to about 10C. The reaction mixture was acidified to pH of about I to about 2 using concentrated hydrochloric acid and ethyl acetate was added to it. The reaction mixture was stirred and the two layers were separated. The aqueous layer was basified to pH of about 8 to about 9.5 using 20-25% aqueous ammonia solution and ethyl acetate was added to it. The reaction mixture wasstirred and the two layers were separated. The organic layer was treated with activated charcoal, stirred at about room temperature for about 30mm, filtered over hyflo bed and washed with ethyl acetate.To the above ethyl acetate layer, was added 10% palladium charcoal (15g) and the reaction mixture was hydrogenated in an autoclave under hydrogen pressure of about8kg/cm3 to about IOkg/cm?at about 65C to about 70C for about 6h. After completion of reaction, the reaction mixture is cooled to about 20C to about 25Cand filtered overhyflo bed. The hyflo bed was washed with ethyl acetate. The reaction mixture was concentrated at about below 50C under reduced pressure and acetonitrile (400mL) and isopropyl alcohol hydrogen chloride (IPA-HCI) (3OmL) was added to it at about 5C toabout 10C. The reaction mixture was stirred at about 10C to about 15C for about 3h. The reaction mixture was concentrated at about below 50C under reduced pressure and acetonitrile (400mL) was added to it. The reaction mixture was heated to about 80C to about 85C and stirred at about the same temperature for about lh. The reaction mixture was cooled and the solid obtained was filtered, washed with acetonitrile and dried at about 50C to about 55C.Yield: 85%; 1-IPLC purity: > 98%

The synthetic route of 148870-57-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS LIMITED; GLENMARK GENERICS LIMITED; BHIRUD, Shekhar Bhaskar; BHUSHAN, Kumar Hari; ZOPE, Sunil Sudhakar; PATIL, Dipak Vinayak; DHEBADE, Pramod Amrutrao; CHAND, Prem; WO2014/102827; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com