Category: iodides-buliding-blocks

19094-56-5, A common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

2-chloro-5-iodobenzoic acid (10.0 g, 35.5 mmol) was suspended in methylene chloride (200 mL). To the resulting mixture was added N,N-dimethylformamide (0.05 mL), and then added dropwise oxalyl chloride (11.3 g, 89.0 mmol) at 0 C. After the completion of dropwise addition, the resulting mixture was warmed up to room temperature and stirred for 4 hr. The resulting clear solution was evaporated by rotation to remove the solvent and produce 10.7 g of a product in a yield of 100%, which was directly used in the next reaction without purification

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XUANZHU PHARMA CO., LTD.; Wu, Frank; US2015/191502; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 25252-00-0

Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2CI2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiB (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2S04) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

The synthetic route of 25252-00-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM VETMEDICA GMBH; REICHE, Dania Birte; MOHREN, Nicole; JOHNSTON, Laura; SOMERVILLE, Bruce; VOTH, Rebecca K.; WO2015/150299; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

63262-06-6, A common heterocyclic compound, 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, molecular formula is C6H2Br2I2, 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: In argon atmosphere, Pd(PPh3)2Cl2(115 mg, 0.164mmol) and CuI (156 mg, 0.820 mmol) were added to a stirring solutionof CuI (4.00 g, 8.20 mmol) in anhydrous THF/Et3N (30 ml, 1/1). 4-Ethyloct-1-yne(2.49 g, 18.0 mmol) was then added with a syringe. Theresulting mixture was stirred overnight at room temperature, and then pouredinto a large amount of dilute ammonia water for extraction with petroleum ether.The combined organic extracts were washed with saturated NH4Claqueous solution and brine until to neutral, dried over anhydrous MgSO4and concentrated in vacuum. The residue was purified with column chromatographyon silica gel with petroleum ether as the eluent

The synthetic route of 63262-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shao, Jing; Zhao, Xiaoli; Wang, Li; Tang, Qingxin; Li, Weili; Yu, Han; Tian, Hongkun; Zhang, Xiaojie; Geng, Yanhou; Wang, Fosong; Tetrahedron Letters; vol. 55; 41; (2014); p. 5663 – 5666;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 2043-55-2, name is 1,1,1,2,2,3,3,4,4-Nonafluoro-6-iodohexane, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 2043-55-2

Preparation of [CF3 (CF213CH2CH2LO-3H2] A mixture of 37.4 g of [1-IODO-LH, LH,] 2H, [2H-PERFLUOROHEXANE] and 50.0 g of triethyl phosphite was heated at [150 ¡ãC.] After 16 hr, an additional 50.0 g of triethyl phosphite was added, and heating was continued. After 2 hr, an additional 50.0 g of triethyl phosphite was again added, and heating was continued for another 24 hr. Diethyl ethylphosphonate and other volatiles were removed by distillation through a 12-inch (30 cm) vacuum- jacketed packed column, b. p. [34-38 ¡ãC] at 0.05 torr (7 Pa). Distillation of the concentrate provided 22.3 g of [1-DIETHYLPHOSPHONO-LH, LH,] 2H, 2H-perfluorohexane as a 90: 2: 7 mixture with triethyl phosphate and ethyl 1H, lH, 2H, 2H-perfluorohexyl ethylphosphonate as a clear, colorless liquid, b. p. [47-51 ¡ãC] at 0.05 torr (7 Pa).

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, 2043-55-2, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2003/102003; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2401-21-0, Name is 1,2-Dichloro-3-iodobenzene, 2401-21-0, 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.

EXAMPLE 4 200 mg of 3-alpha-cholestanyl nicotinate (0.4 mmoles) and 130 mg of iodobenzenedichloride were dissolved in 19 ml of dichloromethane. 200 ml of epoxybutane (2.3 mmoles) was added as a hydrogen chloride scavenger and the solution was irradiated with a sunlamp for 10 minutes. 9-chloro-3-alpha cholestanyl nicotinate was isolated by evaporating the solvent and was purified on a silica column.

Statistics shows that 1,2-Dichloro-3-iodobenzene is playing an increasingly important role. we look forward to future research findings about 2401-21-0.

Reference:
Patent; The Trustees of Columbia in the City of New York; US4920216; (1990); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 672-57-1 name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, 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. 672-57-1

General procedure: The corresponding iodobenzenederivative 14a or 14b (1.80 mmol) and 5-formyl furan-2-ylboronicacid 15 (2.34 mmol) were dissolvedin 10 mL DMF and 15 mL EtOH. The reaction mixture was stirred for 10 min underN2, then Pd(PPh3)2Cl2 (0.18 mmol)and a solution of Na2CO3 (2M, 10.8 mmol) were added to thereaction mixture, and the light-orange suspension was stirred under N2at room temperature. After 1 h the reaction went to completion (TLC) and wasquenched with 1M HCl, then EtOAc (10 mL) was added, and the mixture was stirreduntil the two layers became clear. The combined organic layers were washed withH2O and brine, dried over Na2SO4, filtered,and evaporated under reduced pressure. The crude product was purified by flashchromatography using PE/EtOAc as eluent to yield the desired product as a solid(yields: 8 (64%), 13 (87%)).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; Botta, Lorenzo; Maccari, Giorgio; Calandro, Pierpaolo; Tiberi, Marika; Brai, Annalaura; Zamperini, Claudio; Canducci, Filippo; Chiariello, Mario; Marti-Centelles, Rosa; Falomir, Eva; Carda, Miguel; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2502 – 2505;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

82998-57-0, name is 3-Iodo-4-methylbenzoic acid, 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. 82998-57-0

3-Iodo-4-methylbenzoic acid (lOg, 38.16mmol), bis (pinnacolato) diboron (14.5g, 57. 24mmol), potassium acetate (18.73g, 190.8mmol) and PdCl2dppf (3.12g, 3.8mmol) in DMF (200ml) were heated at 80C for 21hrs. The solvent was evaporated from the cooled reaction under vacuum, the residue dissolved in ethyl acetate (300ml) and hydrochloric acid (2N, 300ml) and filtered through celite. The organic phase was separated and the aqueous extracted with ethyl acetate (2 x 300ml). The combined organic extracts were washed with brine (500ml) and dried (magnesium sulphate). The solvent was evaporated under vacuum and the residue was absorbed onto silica and applied to a silica column. This was eluted with cyclohexane/ethyl acetate (5: 1). to give the title compound. NMR: AH [d6-DMSO] 12.83, (1H, b), 8.23, (1H, d), 7.89, (1H, dd), 7.29, (1H, d), 2.51, (3H, s), 1.30, (12H, s). LCMS: Rt 3. 65min.

Statistics shows that 82998-57-0 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-4-methylbenzoic acid.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/10995; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 39998-81-7, name is 2-Fluoro-4-iodo-1-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. 39998-81-7.

2-Fluoro-4-iodotoluene (2.83 g, 12 mmol) was added to a 250 mL round bottom flask and dissolved in carbon tetrachloride (120 mL).NBS (2.24 g, 12.6 mmol) and BPO (0.06 g, 0.24 mmol) were added to the solution under stirring, and the reaction system was heated to reflux for 9 h under nitrogen protection.After the reaction is completed, it is cooled to room temperature, and the reaction solution is evaporated under reduced pressure to remove the solvent.The crude product was purified by column chromatography (eluting with petroleum ether) to give a white solid (2.16 g, 57%).

The synthetic route of 2-Fluoro-4-iodo-1-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, YINGJUN; ZHANG, JIANCUN; WANG, XIAOJUN; LIN, RUNFENG; CAO, SHENGTIAN; WANG, ZHAOHE; LI, JING; (226 pag.)TWI607995; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

364-77-2, A common compound: 364-77-2, name is 2-Iodo-5-fluoronitrobenzene, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

A solution of 4-fluoro-1-iodo-2-nitrobenzene 1 (Oakwood Products, 2.403 g, 9.00 mmol), triphenylphosphine (1.416 g, 5.40 mmol), dry Et3N (1.88 mL, 13.5 mmol), Pd(OAc)2 (303.1 mg, 1.35 mmol), and methyl acrylate (1.62 mL, 18.0 mmol) in dry DMF (24.0 mL) was stirred at 130 C under N2 for 9 h. The reaction solution was cooled to room temperature, and concentrated in vacuo. The residue was partitioned between AcOEt/toluene solution (1:2, 60 mL) and H2O (50 mL). The organic layer was separated and the aqueous layer was extracted with AcOEt/toluene solution (1:3, 40 mL ¡Á 3). The organic layers were combined, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, hexane/AcOEt = 5:1) to afford 286.7 mg of the title product 3 in 14% yield as a yellow crystalline solid. 1H NMR (270 MHz, CDCl3) delta 8.07 (1H, d, 15.8 Hz), 7.78 (1H, dd, J = 8.07 Hz, J = 2.65 Hz), 7.68-7.63 (1H, m), 7.43-7.38 (1H, m), 6.34 (1H, d, J = 15.8 Hz), 3.84 (3H, s).

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, 2-Iodo-5-fluoronitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hayashi, Shigeo; Ueno, Naomi; Murase, Akio; Nakagawa, Yoko; Takada, Junji; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 179 – 195;,
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 1878-69-9 as follows. 1878-69-9

2- (3-LODOPHENYL) ETHANOL; A solution of borane (1 M, THF, 2.5 eq. , 38.2 mL) was added dropwise to a stirred solution of (3-iodophenyl) acetic acid (4.0 g) in THF (100 mL) cooled to 0 OC. The resulting mixture was stirred at 0 oC for 1H then warmed to room temperature and stirred for a further 3 h. The mixture was poured into aqueous ammonium chloride solution and extracted with ethyl acetate. The combined organic phases were washed with brine, dried (sodium sulfate) and concentrated. The crude was purified by column chromatography (SPE cartridge, SIO2), using cyclohexane-ethyl acetate (70: 30) as eluent to afford the title compound (3.5 g, 92 % yield). 1H-NMR (400 MHz, CDC . S) 5 (ppm): 7.5-7 (m 5H), 4.0 (m, 2H), 2.9 (m, 2H).

According to the analysis of related databases, 1878-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/14552; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com