Category: iodides-buliding-blocks

Reference of 103440-52-4, 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. 103440-52-4 name is Methyl 2-Iodo-5-methylbenzoate, 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.

A degasssed mixture of ester EX-25A (10.35 g, 0.037 mol)), Pd(dba)3 (0.017 g, 0.018 mmol)), dppf (0.025 g, 0.045 mmol)) and Zn(CN)2 (2.6 g, 0.02 mol) in DMF (100 mL) was heated to 120 C. for 2 hours. The reaction mixture was poured into water and ethyl acetate. The organic layer was washed with water (2) and brine (1). The organic layer was collected, dried (MgSO4) and the solvent removed in vacuo to give 5.28 g methyl 2-cyano-5-methylbenzoate (EX-25B) as a brownish oil with m/z+1=176.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-Iodo-5-methylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Pharmacia Corporation; US6664255; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

(R)-2-(3,4-Dichloro-phenylamino)-propionic acid (62% ee) A mixture of 6.00 g (22.00 mmol) 3,4-dichloroiodobenzene, 2.94 g (33.00 mmol) D-alanine, 0.42 g (2.20 mmol) copper(I) iodide, 0.96 g (4.40 mmol) 2-hydroxybenzaldehyde phenylhydrazone, 14.00 g (66.00 mmol) tri-potassium phosphate in 32 ml of N,N-dimethylformamide was stirred at 80 C. for 16 h under argon, then after cooling diluted with water and acidified to pH 3 by addition of 25% aq. HCl solution. The mixture was extracted with EtOAc (3*), the organic phases were washed with brine, dried (Na2SO4), filtered and evaporated. Flash chromatography (SiO2; dichloromethane/MeOH 95:5 to 4:1) afforded 3.11 g (60%) of the title compound (as 81:19 mixture of the (R) and (S) stereoisomers, BGB-175*0.25 column) as light brown solid. MS: 231.9 (M-H-, 2Cl).

The chemical industry reduces the impact on the environment during synthesis 1,2-Dichloro-4-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; US2011/92698; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 791642-68-7, The chemical industry reduces the impact on the environment during synthesis 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

General procedure: A microwave vial was charged with 1,4-diiodobenzene or l-bromo-4-iodobenzene (1.0 equiv), Cul (20 mol%), BINOL (20 mol%), and 3P04 (2 equiv.). The vial was capped and then evacuated and backfilled with Ar. Dialklyamine (1.2 equiv) and DMF were then added. The resulting mixture was stirred at rt for 2 to 4 d. The mixture was diluted with EtOAc, filtered through a cake of Celite and the filtrate was concentrated to give the crude product. Crude product was purified by flash chromatography to give the title compound.

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, 4-Bromo-1-iodo-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; PAULS, Heinz W.; LAUFER, Radoslaw; LIU, Yong; LI, Sze-Wan; FORREST, Bryan T.; LANG, Yunhui; PATEL, Narendra Kumar B.; EDWARDS, Louise G.; NG, Grace; SAMPSON, Peter Brent; FEHER, Miklos; AWREY, Donald E.; WO2013/53051; (2013); 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. 5326-39-6, name is 1-Iodo-4-methyl-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: The appropriate 4-substituted-1-iodo-2-nitrobenzene 10 (1mmol), appropriate 1,3-disubstituted-5-aminopyrazole 11 (1.3mmol), and anhydrous potassium carbonate (248mg, 1.8mmol) were heated in the presence of rac-BINAP (23mg, 0.036mmol, 3.7mol%), Pd2dba3 (23mg, 0.024mmol, 2.5mol%), and 18-crown-6 (10mg, 0.038mmol) in toluene (8mL, purged with argon) at 100C. The reaction was carried out under argon for 24h. After cooling the reaction mixture was filtered and purified using column chromatography on aluminium oxide with toluene, or a toluene-ethyl acetate mixture (10:1) as an eluent. The product was recrystallized from toluene.

According to the analysis of related databases, 5326-39-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Danel, Andrzej; Wojtasik, Katarzyna; Szlachcic, Pawe?; Gryl, Marlena; Stadnicka, Katarzyna; Tetrahedron; vol. 73; 34; (2017); p. 5072 – 5081;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 16355-92-3,Some common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, molecular formula is C10H20I2, 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 26 (n=10); (a) 1,1′-[(Decane-1,10-diyl)idoxy]bis[(11S,11aS)-10-(tert- butyloxycarbonyl)-7-methoxy-11- (tetrahydro-pyran-2-yloxy)-2- methylidene-1, 2, 3, 10, 11, 11a-hexahydro-5H-pyrrolo [2, 1- c] [1, 4] benzodiazepine-5-one] (28c); 1,10-Diiododecane (49.26 mg, 0.125 mmol, 0.5 equiv. ) was added to the mixture of monomer 27 (115 mg, 0.25 mmol, 1.0 equiv. ) and potassium carbonate (53 mg, 0.50 mmol, 2.0 equiv. ) in dry DMF (30 mL), and the resulting mixture was heated to 90 C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (Si02, 60% EtOAc-hexane) to afford the dimerized compound 28c (90 mg, 0.084 mmol, 67% yield, mixture of diastereomers from THP protecting group) as a solid: [ (X] 21, = +22 (c = 0.11, CHC13) ; 1H NMR (CDCl3, 400 MHz): 5 1. 26-1. 65 (m, 76H, 14-H, 15-H, 16-H, Boc, THP), 1.72-1. 90 (m, 16H, 13-H, THP), 2.55- 2.95 (m, 8H, 1-H), 3.53-3. 69 (m, 8H, lla-H, THP), 3.85-4. 15 (m, 28H, 3-H, 12-H, 7-OMe, THP), 4.25-4. 36 (m, 4H, 3-H), 4.97-5. 18 (m, 12H, 2a-H, THP), 5. 65-5. 88 (m, 4H, 11-H), 6.48 (s, 3H, 9-H), 6.85 (s, 1H, 9-H), 7.15-7. 19 (2 x s, 4H, 6-H) ; 13 C NMR (CDC13, 100 MHz): 5 20. 0,20. 5,25. 2,25. 9,28. 1,28. 2,29. 0,29. 4,29. 5,31. 0, 31. 3,35. 1,35. 4,50. 6,56. 1, 60.0, 63.5, 64.4, 68.9, 69.2, 91.1, 96.4, 100.3, 109.4, 110. 0,110. 6,114. 3, 114. 9,128. 4,142. 1, 148.8, 149.3, 167.3 ; IR (neat): 2933,2854, 1703,1643, 1603, 1512,1454, 1430, 1402,1367, 1324,1254, 1209,1162, 1118,1018, 910,860, 729 cm-1 ; MS (ES+) m/z (relative intensity) 1059 ([M + H] +, 100), 1060 ( [M + 2H] +, 70), 957 (50).

The synthetic route of 16355-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
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. 443-85-6, name is 1-Fluoro-3-iodo-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H6FI

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10mol%),2-methyl-1-fluoro-3-iodobenzene (0.2 mmol, 1.0 equiv.), ethylene oxide (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone(1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred for 24 hours.After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3×10 mL), dried over Na2SO4Filter and concentrate under vacuum. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 20:1 (v/v) to afford 7-methyl-6-Fluorin-2,3-dihydrobenzofuran 25mg (light yellow oily liquid, yield 65%)

According to the analysis of related databases, 443-85-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 5471-81-8, 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. 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 4-iodo-3-methylbenzoate (2.0 g, 7.2 mmol) in THF (30 mL) under ? was cooled to -20 C, a solution of /so-propylmagnesium chloride (2 M in THF, 4 mL, 8.0 mmol) was added dropwise and the suspension stirred at -20 C for 1 hour. CO2 (g) was bubbled through the mixture, and the reaction stirred at room temperature for 1 hour. The solvent was evaporated and water was added, the aqueous layer was washed with DCM (15 mL 3) and the pH adjusted to 3 by addition of 3M HCI. The mixture was extracted with DCM (15 mL 3) and the combined organic layers dried (Na2S04) and concentrated to give the title compound as a white solid (870 mg, 88%). LCMS-C: RT 2.26 min; m/z 195.1 (0878) [M+H]

The chemical industry reduces the impact on the environment during synthesis Methyl 4-iodo-3-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CTXT PTY LTD; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; FEUTRILL, John; STEVENSON, Graeme Irvine; STUPPLE, Paul Anthony; (222 pag.)WO2016/34673; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 618-91-7,Some common heterocyclic compound, 618-91-7, name is Methyl 3-iodobenzoate, molecular formula is C8H7IO2, 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: O-Tolualdehyde (0.24 mmol), iodobenzene (0.2 mmol), silver trifluoroacetate (0.3 mmol, 66 mg), palladium trifluoroacetate (0.02 mmol, 7 mg), Phe-Me2AA ligand (0.08 mmol, 19 mg), acetic acid (1.8 mL) and H2O (0.2 mL) were added to a vial. The mixture was heated to 90 C for 12 h. The reaction mixture was allowed to cool to room temperature and filtered through a silica gel pad, concentrated in vacuum. The desired product was isolated by a silica gel column chromatography or preparative TLC.

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

Reference:
Article; Park, Hyojin; Yoo, Kwangho; Jung, Byunghyuck; Kim, Min; Tetrahedron; vol. 74; 16; (2018); p. 2048 – 2055;,
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. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 58755-70-7

A sealed tube was charged with CuI (0.19g, 1.0mmol, 2.5 equiv.), AgF (0.13g, 1.0mmol, 2.5 equiv.), pyridine (0.27mL, 8.3 equiv.), various iodoarenes (0.4mmol, 1.0 equiv.), triethyl(1,1,2,2-tetrafluorobut-3-en-1-yl)silane (4 : 0.19g, 0.8mmol, 2.0 equiv.) and DMF (3.2mL, 0.25M) in glove box. The sealed tube was brought under an atmosphere of argon and capped. The resulting mixture was stirred at 60C for 16h, and then cooled room temperature. The resulting mixture was passed through short column. The eluent was concentrated in vacuo to give the crude materials, which were purified by silica gel column chromatography, leading to the desired coupling products

The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yakushijin, Ryosuke; Yamada, Shigeyuki; Konno, Tsutomu; Journal of Fluorine Chemistry; vol. 225; (2019); p. 35 – 43;,
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 51839-15-7 as follows. Product Details of 51839-15-7

Dimethyl 5-iodoisophthalate(2.9 g, 8.9 mmol) and THF (50 mL) was cooled to -20 C.,A THF solution (about 14% by mass, 8.4 mL, 8.1 mmol) of isopropyl magnesium chloride-lithium chloride complex was added dropwise.The obtained mixture was stirred at -20 C. for 1 hour,Copper (I) bromide-dimethyl sulfide complex (1.9 g, 9.1 mmol) was added.The resulting mixture was heated to 30 C. and a solution of C60 fullerene (0.72 g, 1.0 mmol) in ODCB (50 mL) was added.The obtained mixture was stirred at 60 C. for 4 hours,Saturated aqueous ammonium chloride solution (1 mL) was added.The resulting mixture was filtered and the volume of the solution was reduced with a rotary evaporator.By adding methanol to the obtained mixture,As a reddish brown solid substance, Compound 7 (C7)(1.5 g, 0.90 mmol,Yield: 90%) was precipitated

According to the analysis of related databases, 51839-15-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Showa Denko; Watanabe, Kentaro; Ueda, Yoshiyuki; Hanawa, Kenzo; (53 pag.)JP2018/203686; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com