Iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 63279-58-3, name is 1-Bromo-4-iodonaphthalene, 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 63279-58-3, Computed Properties of C10H6BrI

Synthesis Example 1 (Synthesis of a compound (AN-1)); Under the atmosphere of argon, 10 g of 1-bromo-4-iodonaphthalene and 6 g of 4-bromophenylboronic acid which were synthesized in accordance with conventional processes were dissolved into 150 ml of toluene, and 45 ml of a 2M aqueous solution of sodium carbonate was added. Then, 1 g of tetrakistriphenylphosphinepalladium was added, and the resultant mixture was heated under the refluxing condition for 7 hours. After one night, the formed organic layer was extracted with toluene, washed with water and a saturated aqueous solution of sodium chloride. The organic layer was dried with anhydrous sodium sulfate, and the solvent was removed by distillation. The residue was purified in accordance with the silica gel column chromatography (the solvent of development: toluene/hexane), and 6.3 g of 1-bromo-4-(4-bromophenyl)-naphthalene was obtained (the yield: 58percent). The obtained 1-bromo-4-(4-bromophenyl)naphthalene in an amount of 6 g was mixed with 10 g of 10-phenylathracene-9-boronic acid synthesized in accordance with a conventional process and 150 ml of DME. Then, 1.1 g of tetrakistriphenylphosphinepalladium and 50 ml of a 2M aqueous solution of sodium carbonate were added, and the atmosphere was purged with argon. After the resultant mixture was heated under the refluxing condition for 7.5 hours, the mixture was cooled by leaving standing, and formed crystals were separated by filtration. The separated crystals were washed with water, methanol and then heated toluene, and 8.3 g of the object compound (AN-1) was obtained as a light yellow solid substance (the yield: 70percent). When the obtained compound was examined in accordance with the field desorption mass spectroscopy (FDMS), it was found that m/z=708, which agreed with C56H36=708, and the above compound was identified to be Compound AN-1.

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, 1-Bromo-4-iodonaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2003107; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 214279-40-0, name is 2-Iodo-4-methoxy-1-nitrobenzene, molecular formula is C7H6INO3, 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. SDS of cas: 214279-40-0

Example 14 Preparation of 2-(5-methoxy-2-nitrophenylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine (Compound 17) A mixture of compound 0113 (150 mg, 0.646 mmol), 1-iodo-5-methoxy-2-nitrobenzene (199 mg, 0.713 mmol), neocuproine hydrate (13 mg, 0.065 mmol), CuI (12 mg, 0.065 mmol) and NaOt-Bu (62 mg, 0.646 mmol) in anhydrous DMF (6 mL) was stirred for 24 h at 110 C. (oil bath) under nitrogen atmosphere. The solvent was removed under high vacuum and the crude purified by column chromatography on silica gel (CH2Cl2/MeOH at 100/1) to obtain target compound 17 as a light yellow solid (60 mg, 24%): LCMS: 384 [M+1]+; 1H NMR (DMSO-d6) delta 1.77 (m, 2H), 2.14 (m, 2H), 2.73 (t, 1H, J=2.4 Hz), 3.69 (s, 3H), 4.24 (t, 2H, J=6.9 Hz), 6.04 (d, 1H, J=2.4 Hz), 6.63 (s, 2H), 6.88 (d 1H, J=6.0 Hz), 7.07 (dd, 1H, J1=2.4 Hz, J2=9.3 Hz), 7.78 (d, 1H, J=6.0 Hz), 8.37 (d, 1H, J=9.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 214279-40-0, its application will become more common.

Reference:
Patent; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2008/234314; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 181765-86-6, 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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: An oven-dried Schlenk tube equipped with a Teflon valve was charged with a magnetic stir bar, CuI (10 mg, 0.05 mmol, 10 mol%), K2CO3 (276 mg, 2.0 mmol), 1,10-phenanthroline (20 mg, 0.10 mmol, 20 mol%) and cyclic thiourea (0.5 mmol), 4 ? Molecular Sieves. The tube was evacuated and backfilled with N2 (this procedure was repeated 3 times). Under a counter flow of N2, methyl-2-iodobenzoate 1 (0.6 mmol) and DMF (2.0 mL) were added by syringe. The mixture was stirred at 100 ?C for 24h. After the reaction was completed, the mixture was directly passed through celite and rinsed with 30 mL of EtOAc. The combined filtrate was concentrated and purified by column chromatography on silica gel to give the pure product.Yellow Yellow solid; mp 152-154 C; 1H NMR (200 MHz, CDCl3) delta 8.31 (d, J = 2.0 Hz, 1H), 7.56 (dd, J1 = 8.6 Hz, J2 = 2.4 Hz, 1H), 7.07 (d, J = 8.6 Hz, 1H), 3.53-3.39 (m, 1H), 3.29-3.15 (m, 1H), 3.07-3.02 (m, 1H), 2.38-2.33 (m, 1H), 1.90-1.86 (m, 2H), 1.74-1.34 (m, 4H); 13C NMR (50 MHz, CDCl3) delta 160.9, 153.8, 136.4, 133.3, 131.1, 126.8, 126.2, 120.6, 71.9, 67.6, 31.0, 30.7, 29.9, 25.4, 24.9 ppm. Anal. Calcd. for C14H13BrN2OS: C 49.86, H 3.89, N 8.31; found: C 50.05, H 4.01, N 8.20; EI-MS: m/z = 336 (M+), 338(M+2).

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

Reference:
Article; Chen, Dingben; Wu, Jiashou; Yang, Jianguo; Huang, Ling; Xiang, Yubo; Bao, Weiliang; Tetrahedron Letters; vol. 53; 52; (2012); p. 7104 – 7107;,
Iodide – Wikipedia,
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Related Products of 1437316-91-0, A common heterocyclic compound, 1437316-91-0, name is 2,4-Difluoro-3-iodoaniline, molecular formula is C6H4F2IN, 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.

To a solution of 2,4-difluoro-3-iodoaniline (255 mg, 1 mmol) in 1,2_dichloroethane (3 mL) was slowly added dropwise a solution of P to pyridine (lmL), propylsulfonyl chloride (157 mg, 1. lmmol). The reaction solution was heated under reflux for 2 hours, cooled and concentrated in vacuo to remove the solvent. The resulting oil was dissolved in ethyl acetate (20 mL) and washed with 5% sodium bicarbonate solution, water and saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give N- (2,4-difluoro-3- Iodophenyl) propane-1-sulfonamide (298 mg, 83%).

The synthetic route of 1437316-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Sai Lintai Pharmaceutical Co., Ltd.; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Xiao Dengming; Li Jijun; Zhu Yan; Hu Yuandong; Wang Huting; Wang Zhe; Wang Zanping; Wei Yongheng; Sun Yinghui; Wu Qiong; Zhang Hui; Peng Yong; Kong Fansheng; Sun Ying; Luo Hong; Han Yongxin; (64 pag.)CN103102349; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 696-41-3,Some common heterocyclic compound, 696-41-3, name is 3-Iodobenzaldehyde, molecular formula is C7H5IO, 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.

Reference Example 136 tert-butyl ({4-(2-fluorophenyl)-5-[(3-formylphenyl)thio]-1,3-thiazol-2-yl}methyl)methylcarbamate To a solution of 2-ethylhexyl 3-{[2-{[(tert-butoxycarbonyl)(methyl)amino]methyl}-4-(2-fluorophenyl)-1,3-thiazol-5-yl]thio}propanoate (749 mg) in ethanol (10 mL) was added sodium ethoxide (381 mg) at 0 C., and the mixture was stirred at room temperature for 4 hr, and concentrated under reduced pressure. A mixture of the residue, 3-iodobenzaldehyde (489 mg), tris(dibenzylideneacetone)dipalladium(0) (35 mg) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthine (81 mg) in toluene (10 mL) was stirred at 80 C. for 3 hr. The reaction mixture was allowed to cool to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed successively with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1) to give the title compound as a yellow oil (676 mg, yield quantitative). 1H-NMR (CDCl3) delta: 1.47 (9H, brs), 3.00 (3H, brs), 4.69 (2H, brs), 7.10-7.20 (3H, m), 7.34-7.50 (3H, m), 7.65-7.68 (2H, m), 9.90 (1H, s).

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2009/156642; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 774608-49-0,Some common heterocyclic compound, 774608-49-0, name is 4-Bromo-1-chloro-2-iodobenzene, molecular formula is C6H3BrClI, 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.

A flame dried round bottom flask was charged with 4-bromo-l-chloro-2- iodobenzene (33.1 g, 104 mmol) and Et20 (206 mL). The solution was cooled to -78 C and a solution of n-butyllithium solution (2.5 M in hexanes, 41.7 mL, 104 mmol) was added dropwise. The reaction mixture was stirred at -78 C for 15 minutes. A second, flame dried round bottom flask was charged with a solution of 4-(fluoromethyl)-2-oxa-3- azabicyclo[3.1.0]hex-3-ene (6c rac; 6 g, 52.1 mmol) in toluene (229 mL) and cooled to-78 C. Boron trifluoride diethyl etherate (6.61 mL, 52.1 mmol) was added, the reaction mixture was stirred for 5 minutes at – 78 C and added via cannula to the aryllithium species. The reaction mixture was stirred at -78 C for 10 minutes. The reaction was quenched with saturated ammonium chloride solution and warmed to RT. The reaction mixture was diluted with water and EtOAc. The organic layer was separated and the aqueous layer was washed with additional EtOAc. The combined organic layers were A-1813-WO-PCT – 101 – washed with brine and dried over magnesium sulfate. The filtrate was concentrated under reduced pressure and the crude material was purified via silica gel chromatography, eluting with 5-45% EtOAc:Hexanes to afford the title compound (10.19 g, 33.2 mmol, 63.8 % yield). MS m/z = 305.9 [M+H]+. Calculated for CnH10BrClFNO: 306.6

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

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13421-13-1,Some common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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 21 To a solution of 1.28 g. (0.01 mol) of p-fluorothiophenol and 2.82 g. (0.01 mol) of 2-iodo-4-chlorobenzoic acid in 20 ml. of pyridine is added 1.3 g. (0.01 mol) of potassium carbonate, with stirring. Additional pyridine is added until solution is clear and then 0.3 g. of cuprous chloride is introduced. The resulting mixture is refluxed overnight, poured into ice-water, stirred and filtered. The aqueous solution is acidified and filtered. The solid is dissolved in 5% sodium bicarbonate solution and this solution is extracted with ether. The aqueous solution is acidified, extracted with ether and the washed, dried extract is concentrated to give 4-chloro-2-(4-fluorophenylthio)-benzoic acid, m.p. 204-213 C.

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

Reference:
Patent; SmithKline Corporation; US4086350; (1978); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 41252-96-4, A common heterocyclic compound, 41252-96-4, name is 2-Chloro-1-iodo-4-nitrobenzene, molecular formula is C6H3ClINO2, 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: A mixture of the aryl iodide (1.0 mmol), 10% Pd/C (0.05 mmol), PPh3 (0.20 mmol), and K2CO3 (2.0 mmol) was stirred in H2O (5 mL) at room temperature under an argon atmosphere. 2-Imino-1-(2-propynyl)pyrimidine (2) (1.20 mmol) was added, and the mixture was stirred at 95 C for 10 h. After completion of the reaction, the resulting solution was concentrated in vacuo, and the crude product was subjected to column chromatography (silica gel) using CHCl3-CH3OH (98:2) as eluent to afford the pure product.

The synthetic route of 41252-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bakherad, Mohammad; Keivanloo, Ali; Kalantar, Zahra; Jajarmi, Saeideh; Tetrahedron Letters; vol. 52; 2; (2011); p. 228 – 230;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 883502-14-5, A common heterocyclic compound, 883502-14-5, name is 1-Fluoro-2-iodo-3-methylbenzene, molecular formula is C7H6FI, 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.

Step A: 2-Fluoro-6-methyl-benzonitrile: A 10 L round bottom flask equipped with adapter,thermocouple and stir bar was charged with DMA (6 L) and degassed under vacuum and purgedwith N2 three times. To the mixture was added Palladium Tetrakis triphenylphosphine (87.5 g,72.0 mmol) and the mixture was degassed under vacuum and purged with N2 three times. Thereaction was heated to 80 C for 30 min. 3-Fluoro-2-iodotoluene (575 g, 2.4 mol) and ZincCyanide (I7I.7 g, 1.46 mol) were added and the mixture was degassed under vacuum and purgedwith N2 three times. The reaction mixture was heated to 80 C for 16 h and then allowed to cooltoRT. The solution was added to a 2.0 L aqueous solution of IN NH40H and extracted three times with 1.5 L EtOAc. The extracts were washed with 2 L brine, dried over Na2S04, filteredand concentrated. The crude product was treated with mCPBA in cooled DCM and then purifiedby chromatography (PE/EA = IO:I) to get the title compound.

The synthetic route of 883502-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-86-6, The chemical industry reduces the impact on the environment during synthesis 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, I believe this compound will play a more active role in future production and life.

Methyl 5-bromo-2-iodo-benzoate (methyl 5-bromo-2-iodobenzoate) (3.849 g, 11.259 mmol) and compound 23-5 (phenanthren-1-ylboronic acid) (3 g, 13.510 mmol), 2 mol / L potassium carbonate (potassium carbonate) (inH2O, 30 mL), tetrakis (triphenylphosphine) palladium (tetrakis (triphenylphosphine) palladium) (0.651 g, 0.563mmol) in tetrahydrofuran (tetrahydrofuran) and 100 mL of methanol (methanol) 30 mL and mixed under a nitrogen atmosphere it was heated for 24 hours ,after that remove the solvent after confirmation, and the reaction was terminated via TLC celite (celite)Filtered in the following, by using dichloromethane and H2O, the organic layer was separated and washed with, saturated sodium chloride solution and bovineBy filtration using a rhodium sulfate (Sodium sulfate) to remove the moisture. The solvent from the results obtained therefrom(3.5g, 79%)

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, Methyl 5-bromo-2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samsung Display Co. ltd., Samsung Display Co. ltd.; Seoul National University Industrial-Academic Cooperation Foundation; Kim, Se Hoon; Jung, Seong Jin; Hong, Chong In; Kim, Mi Yeong; Choo, Chang Woong; (72 pag.)KR2016/9768; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com