Category: iodides-buliding-blocks

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. 116632-39-4, name is 5-Bromo-2-iodotoluene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H6BrI

4-bromo-1-iodo-2-methylbenzene (31.2 g, 105 mmol), (2-(methoxycarbonyl)phenyl)boronic acid (24.5 g, 136 mmol), Pd(dppf)Cl2 (2.3 g, 3.15 mmol) and potassium carbonate (72.5 g, 525 mmol) were added to 350 mL of toluene in a 1 L three-neck round bottom flask. The resulting mixture was purged with nitrogen for 5 min and refluxed overnight under nitrogen. After cooling to room temperature, the reaction mixture was filtered through Celite and washed with ethyl acetate. The organic extract was dried over anhydrous Na2SO4 and concentrated. The residue was purified by flash column chromatography (eluent: ethyl acetate/petroleum ether=1/100, v/v) to give methyl 4′-bromo-2′-methyl-[1,1′-biphenyl]-2-carboxylate as a light yellow oil (20 g, 62%).

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 116632-39-4.

Reference:
Patent; Xia, Chuanjun; (88 pag.)US2019/127406; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 3032-81-3, 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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of l,3-dichloro-5-iodobenzene (4.0 g, 14.6 mmol) in THF (30 mL), LDA (2.0 M in THF/heptane/ethylbenzene, 9.6 mL, 16.9 mmol) was added dropwise at -78 ¡ãC and stirred for 1 h at the same temperature. A solution of DMF (1.7 mL, 22.0 mmol) in THF (5 mL) was added slowly at -78 ¡ãC and stirred for 3 h. The reaction mixture was quenched with saturated NH4C1 (50 mL) and extracted with EtOAc (2 x 30 mL). The combined organic layers were washed with water (50 mL), brine (50 mL), dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, 20percent EtOAc/hexane as eluent) to afford compound A35-1 (1.4 g, 32percent) as colorless oil.

The chemical industry reduces the impact on the environment during synthesis 1,3-Dichloro-5-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TEIJIN PHARMA LIMITED; AMGEN INC.; BECK, Hilary Plake; BOOKER, Shon Keith; BREGMAN, Howard; CEE, Victor J.; CHAKKA, Nagasree; CUSHING, Timothy D.; EPSTEIN, Oleg; FOX, Brian M.; GEUNS-MEYER, Stephanie; HAO, Xiaolin; HIBIYA, Kenta; HIRATA, Jun; HUA, Zihao; HUMAN, Jason; KAKUDA, Shinji; LOPEZ, Patricia; NAKAJIMA, Ryota; OKADA, Kazuhisa; OLSON, Steven H.; OONO, Hiroyuki; PENNINGTON, Lewis D.; SASAKI, Kosuke; SHIMADA, Keiko; SHIN, Youngsook; WHITE, Ryan D.; WURZ, Ryan P.; YI, Shuyan; ZHENG, Xiao Mei; WO2015/129926; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 175278-30-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 175278-30-5, name is 4-Bromo-2-ethyl-1-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

First, 65 g (209 mmol) of 1-iodo-2-ethyl-4-bromobenzene and 38 g (226 mmol) of 4-n-butylphenylacetylene were introduced into 300 ml of NEt3, 1 g (5.3 mmol) of copper (I) iodide 3.6 g (5.1 mmol) bis (triphenylphosphine) palladium (II) chloride, and the mixture was stirred at room temperature for 2 hours. The batch was cooled, water and heptane were added, and the phases were separated. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated on a rotary evaporator. The residue was purified by column chromatography (SiO2, heptane); the product was obtained as a colorless oil.

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-2-ethyl-1-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; JASPER, CHRISTIAN; BROCKE, CONSTANZE; PAULUTH, DETLEF; REIFFENRATH, VOLKER; MANABE, ATSUTAKA; (37 pag.)TW2017/16378; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 289039-83-4, 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. 289039-83-4, name is Methyl 2-amino-5-bromo-3-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 2-amino-5-bromo-3-iodobenzoate (7.47 g, 20.99 mmol) in TEA (40 mL, 287 mmol) is added Pd(PPh3)2C12 (0.884 g, 1 .259 mmol), and copper(l) iodide (0.240 g, 1.259 mmol). The mixture is stirred under N2 for about 5 mm, and then trimethylsilylacetylene (3.83 mL, 27.3 mmol) is added. The mixture is stirred at rt for I h. The reaction is followed by LCMS (only 6% product after I h). The mixture is then transferred to a pressure tube and additional Pd(PPh3)2C12 (0.14 g, 0.199 mmol) and copper(l) iodide (0.036 g, 0.189 mmol) are added. The mixture is purged with N2 for 1 mm, and then it is heated at 60 C for 2 h (LCMS shows 54% mono-alkyne and 35% bis-alkyne). The reaction mixture is concentrated under reduced pressure. The residue is taken up in CH2CI2 and filtered through a plug of Celite. The Celite plug is washed with CH2CI2. The filtrate is washed with water (2x) and brine (lx), dried over Na2SO4, filtered and concentrated. The residue is chromatographed over silica gel (120 g ISCO column) eluting with 0-5% EtOAc/hexane gradient to yield a mixture of methyl 2-amino-5- bromo-3-((trimethylsilyl)ethynyl)benzoate and methyl 2-amino-3, 5- bis((trimethylsilyl)ethynyl)benzoate (4.2 to I ratio by I H NMR). LCMS (ES API) MH+ = 326 & 328 for Br isotopes mono-alkyne product; and LCMS (ES API) MH+ = 344 bis-alkyne product.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-bromo-3-iodobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; BECHERER, J. David; CADILLA, Rodolfo; DEATON, David Norman; HAFFNER, Curt; HENKE, Brad Richard; PREUGSCHAT, Frank; SCHULTE, Christie; (69 pag.)WO2016/87975; (2016); A1;,
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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C7H4ClIO2

General procedure: To an oven dried three neck RB containing 2-Iodobenzoic acid (1) (2mmol), benzyl amine (2) (4mmol) and CuI(0.4mmol) in DMSO(3ml) was added 0.55g of K2CO3. Then, the reaction mixture was allowed to stir at 90C under air atmosphere for 12h.The completion of the reaction was monitored by TLC. After being cooled at room temperature the reaction mixture was poured in to ice cooled water and extracted with ethyl acetate two times. The combined organic layer was washed with brine and then dried over anhydrous Na2SO4. The solvent was evaporated and the crude product was purified by column chromatography (hexane(80)/ ethyl acetate (20)) on silica gel to afford 2-phenyl-4H-benzo[d][1,3]oxazine-4-one.

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; Munusamy, Sathishkumar; Venkatesan, Sathesh; Sathiyanarayanan, Kulathu Iyer; Tetrahedron Letters; vol. 56; 1; (2015); p. 203 – 205;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 452-82-4,Some common heterocyclic compound, 452-82-4, name is 1-Fluoro-2-iodo-4-methylbenzene, molecular formula is C7H6FI, 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 2: 4-(Bromomethyl)-l-fluoro-2-iodobenzene Int-10 Step 1: 4-(Bromomethyl)-l-fluoro-2-iodobenzene Int-10 A mixture of 4-fluoro-3-iodotoluene (5 g, 21 mmol), NBS (3.77 g, 21 mmol) and azobisisobutyronitrile (35 mg, 0.21 mmol) in CC14 (30 mL) was heated to reflux for 4 h. The reaction was cooled to rt and concentrated. The residue was purified on silica gel to obtain 4-(bromomethyl)-l-fluoro- 2-iodobenzene (1.7 g, 26%). ‘HNMR (CDC13) delta 7.78 – 7.80 (m, IH), 7.32 – 7.37 (m, IH), 7.00 – 7.05 (m, IH), 4.41 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Fluoro-2-iodo-4-methylbenzene, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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. Safety of 4-Iodobenzenesulfonyl chloride

General procedure: To the solution of meridianin G (7) or meridianin C (3) indichloromethane (5 ml) was added DMAP (0.05 equiv.), aryl/heteroarylsulfonyl chloride (1.1 equiv.) and N,N-diisopropylethylamine(1.5 equiv.). The mixturewas stirred at room temperature for20 h. Reaction was then quenched by the addition of 10% HCl. Thisreaction mixture was extracted with dichloromethane (50 ml 3),and combined organic layer was evaporated on rotary evaporator.Purification by silica gel column chromatography (mesh 100e200)using dichloromethane-methanol (99:1 to 97:3) to get the titledproducts 14aead.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 98-61-3, its application will become more common.

Reference:
Article; Yadav, Rammohan R.; Khan, Shabana I.; Singh, Samsher; Khan, Inshad A.; Vishwakarma, Ram A.; Bharate, Sandip B.; European Journal of Medicinal Chemistry; vol. 98; (2015); p. 160 – 169;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-39-4, 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. 116632-39-4 name is 5-Bromo-2-iodotoluene, 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.

Barium hydroxide monohydrate (2.27 g, 2.0 equiv), 4-bromo-1-iodo-2-methylbenzene (0.94 mL, 1.1 equiv), 3-chlorophenyl boronic acid (0.94 g, 1.0 equiv), and palladium tetrakis(triphenylphosphine) (0.14 g, 0.02 equiv) were combined and stirred in dioxane (15 mL) and water (5 mL), heated at reflux for 2 hr and then allowed to cool to room temperature. The solution was concentrated and the residue dissolved in CH2Cl2, washed with water and brine and then dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography (SiO2, hexane) to give 4-bromo-3′-chloro-2-methyl biphenyl (0.33 g, 21%).

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

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2004/82779; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-21-7,Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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.

With reference to the above reaction formula 12, the ICH2CH2CH2CH2I (309 mg, 0 . 18mmol) containing as added to the starting material of the amine compound (amine compound, 40 mg, 0 . 15mmol), K2CO3(62 mg, 0 . 45mmol) of DMF (10 ml) solution, in 60 C mix 48 hours for reaction. Thus-prepared reaction solution, with the ice water (10 ml) after mixing, using CH2Cl2(2×20 ml) to carry out extraction. Collecting the organic layer, water (2x 10 ml) after washing, the use of non-aqueous sulfuric acid drying, to chromatographic method for the brown residue (CH2Cl2As eluant) is purified, thereby obtaining the chemical formula 27 compound (yield: 17 mg, 35%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Diiodobutane, its application will become more common.

Reference:
Patent; Shuntian Township University-Industry Association; Korea Chemical Research Institute; Song, Honyeon; Jang, Ungsig; Nam, Gungu; Li, Byeongui; Gil, Yeonsig; Li, Qiin; Sadu, Bunjabtab Seopaila; Jo, Huiyeong; (35 pag.)CN106176709; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 444-29-1,Some common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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: In a typical experiment, the isolated crystalline precatalyst 1A (or 2A, 0.005 mmol) was sequentially mixed with 3 mL of solvent (DMF or [Bmim]PF6 if required), iodobenzene (5mmol), phenylacetylene (6 mmol), and Et3N (7.5 mmol). The obtained mixture was placed in a sealed Teflon?lined stainless steel autoclave, purged with syngas (CO, 1.0 MPa) and then stirred vigorously at the required temperature for the appointed time. Upon completion of the reaction, the mixture wasc ooled to room temperature and the pressure was carefully released. The reaction mixture was extracted with diethyl ether(5 mL 3). The ether fractions were combined and then analyzedby GC to determine the conversion of PhI (1?dodecane as an internal standard) and the selectivity for the carbonylative products (normalization method). The structures of the carbonylative products were further confirmed by GC?MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Yang, Da; Wang, Dongliang; Liu, Huan; Zhao, Xiaoli; Lu, Yong; Lai, Shijun; Liu, Ye; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 37; 3; (2016); p. 405 – 411;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com