Month: March 2021

Reference of 17533-08-3, 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. 17533-08-3 name is 1,2,4-Trifluoro-5-iodobenzene, 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.

To a stirred solution of 2,4,5-trifluoroiodobenzene (4) (1.50 g, 5.87 mmol), Pd(OAc)2 (26 mg, 2 mol %), triethylbenzylammonium chloride (1.32 g, 5.79 mmol), and NaHCO3 (0.98 g, 11.7 mmol) in 4 mL of DMF was added allyl alcohol (0.67 g, 0.79 mL, 11.6 mmol) under N2 atm. The resulting dark brown solution was heated at 45 C for 20 h. The reaction was quenched with saturated NH4Cl (10 mL) and extracted with EtOAc (3¡Á25 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by a silica gel column to give 5 (1.04 g; 95%). Light yellow liquid. (Rf: 0.2, 5:95 EtOAc/hexanes). GC/MS/MS (CI) (150 eV) m/z (rel intensity, %) 189.1 (M++1, 13), 144.9 (100). 1H NMR (400 MHz, CDCl3) delta=9.80 (br s, 1H, CHO), 7.04 (ddd, 1H, H-6′, JH,F=15.6, 8.4, 6.8 Hz), 6.88 (dt, 1H, H-3′, JH,F=10.0, 6.8 Hz), 2.92 (A2 part of A2X2 system, quasi t, 2H, 2¡ÁH-3, J=7.2 Hz), 2.78 (X2 part of A2X2 system, quasi t, 2H, 2¡ÁH-2, J=7.2 Hz). 13C NMR (100 MHz, CDCl3) delta=200.4 (C-1), 156.1 (ddd, C-2′, JC,F=242.7, 9.1, 2.6 Hz), 148.9 (ddd, C-4′, JC,F=248.4, 14.1, 12.4 Hz), 146.8 (ddd, C-5′, JC,F=243.4, 12.4, 3.7 Hz), 123.8 (ddd, C-1′, JC,F=18.1, 5.5, 4.3 Hz), 118.4 (dd, C-6′, JC,F=19.0, 5.7 Hz), 105.6 (dd, C-3′, JC,F=28.1, 20.6 Hz), 43.7 (C-2), 21.4 (C-3). IR (neat) 3065, 2934, 2829, 2725, 1725, 1632, 1522, 1425, 1388, 1333, 1211, 1152, 1099 cm-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2,4-Trifluoro-5-iodobenzene, and friends who are interested can also refer to it.

Reference:
Article; Fistikci, Meryem; Gundogdu, Ozlem; Aktas, Derya; Secen, Hasan; Sahin, M. Fethi; Altundas, Ramazan; Kara, Yunus; Tetrahedron; vol. 68; 12; (2012); p. 2607 – 2610;,
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. 26670-89-3, name is 2-Bromo-4-iodo-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Bromo-4-iodo-1-methylbenzene

7H-pyrrolo[2,3-d]pyrimidin-2-amine (134 mg, 1.00 mmol), 2-bromo-4-iodo-1-toluene (600 mg, 2.00 mmol),potassium carbonate (415 mg, 3.00 mmol) and proline (23 mg, 0.2 mmol) was added to the eggplant flask,dimethyl sulfoxide was added, and the reaction solution was deoxidized. Copper iodide (19 mg, 0.1 mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After the reaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixture was filtered over celite. The target compound was obtained in an amount of 200 mg.

According to the analysis of related databases, 26670-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
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. 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, A new synthetic method of this compound is introduced below., name: 2-Bromo-1-iodo-4-methylbenzene

General procedure: To a stirred solution of o-bromoiodobenzene (1.3 ml, 10 mmol) in THF (10 ml) wasadded dropwise a solution of i-propylmagnesium chloride (2.0 M in THF, 5 ml, 10mmol) at -40 C. After 1 h, PCl3 (0.9 mL, 10 mmol) was added and stirred for 40 minat the same temperature. The mixture was then allowed to stand at room temperaturefor 12 h and cooled at -40 C again. A solution of proper arylmagnesium bromide (1.0M in THF, 22 ml, 22 mmol) was added dropwise. After 1 h, the resulting mixture wasthen stirred at room temperature overnight. Saturated aqueous solution of ammoniumchloride was added and the reaction mixture was extracted with Et2O three times. Thecombined organic layer was washed with water and brine and dried over magnesiumsulfate. The solvent was then evaporated in vacuo and the residue was purified bysilica gel column chromatography with hexane as eluent to afford the correspondingphosphines. After oxidation by H2O2 in acetone, the crude products were purified byusing flash chromatography with ethyl acetate as eluent, giving the pure products.Compounds 1d, 1e, 1f, 1l has been reported in our previous work.

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; Lin, Yan; Ma, Wei-Yang; Sun, Qiao-Ying; Cui, Yu-Ming; Xu, Li-Wen; Synlett; vol. 28; 12; (2017); p. 1432 – 1436;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 14452-30-3, A common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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 Cu2O (Sigma-Aldrich, 99.99% purity, 0.147 mmol), Cs2CO3 (2.94 mmol),distilled water (0.2 mL), aryl halide (1.47 mmol) and p-toluenesulfonic acid (TsOH) solution(0.3 mL, 2.45 mol/dm3) were added to a reaction vial and a screw cap was fitted to it. Thereaction mixture was stirred under air in a closed system at 120 C for 24 h, following whichthe heterogeneous mixture was cooled to room temperature and diluted with dichloromethane.The combined organic extracts were dried with anhydrous Na2SO4 and the solvent wasremoved under reduced pressure. The crude product loaded into the column using minimalamounts of dichloromethane and was purified by silica-gel column chromatography to affordthe N-arylated product. The identity and purity of products was confirmed by 1H and 13CNMR spectroscopic analysis.

The synthetic route of 14452-30-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tan, Bryan Yong-Hao; Teo, Yong-Chua; Synlett; vol. 27; 12; (2016); p. 1814 – 1819;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 774608-49-0, name is 4-Bromo-1-chloro-2-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 774608-49-0, name: 4-Bromo-1-chloro-2-iodobenzene

Example 3: Preparation of 4-[l-(5-bromo-2-chlorophenyl)-lH-imidazol-4-yl]-benzonitrile.The compound was prepared according to Liu et al. J. Org. Chem. 2005, 70, 10135. 4-(lH-Imidazol-4-yl)-benzonitrile (75 mg, 0.44 mmol; prepared from 4-(2-bromo-acetyl)- benzonitrile using the method of Lynch et al. J. Am. Chem. Soc. 1994, 116, 11030), 4-bromo- l-chloro-2-iodobenzene (169 mg, 0.532 mmol), Cs2CO3 (577 mg, 1.77 mmol), CuI (3 mg, 0.013 mmol), 8-hydroxyquinoline (2 mg, 0.013 mmol), and DMF/Eta2O (2 mL; 10:1 solution) were combined in a 10 mL CEM Microwave reaction vessel fitted with magnetic stir bar and subjected to microwave irradiation at 150 0C for 30 min. The contents were then filtered and concentrated to dryness affording intermediate 5-bromo-2-chlorophenyl)-lH-imidazol-4-yl]- benzonitrile (68 mg, 43%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-chloro-2-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; LAMBERT, William; CROUSE, Gary; SPARKS, Thomas; CUDWORTH, Denise; WO2011/17513; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 108078-14-4,Some common heterocyclic compound, 108078-14-4, name is 2-Iodo-3-methylbenzoic acid, 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.

A mixture of 1-iodo-3-methylbenzoic acid, 20-1 , (5 g), 1-benzyl-3~methyl-1 H- pyrazof-5-amine, 20-2, (3.93 g), K2CO3 (2.64 g) and copper powder (0,61 g) in water (20 mL) was heated at reflux overnight. The resulting mixture was cooled to RT. The pH was adjusted to 14 with 1N aqueous NaOH and the mixture was extracted with CH2CI2. Concentrated HCI was added to the aqueous solution to adjust the pH to 3 and the mixture was filtered. The white solid was dried in a vacuum oven at 50 0C to give 20-3 (3.05 g). LCMS: M is 321. Found: MH+ is 322. The solid was used without further purification.

The synthetic route of 108078-14-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; HO, Ginny D; YANG, Shu-Wei; SMITH, Elizabeth M; MCELROY, William Thomas; BASU, Kallol; SMOTRYSKI, Jennifer; TAN, Zheng; MCKITTRICK, Brian A.; TULSHIAN, Deen B.; WO2010/62559; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 147808-02-4, name is 2-Fluoro-1,4-diiodobenzene, 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. Quality Control of 2-Fluoro-1,4-diiodobenzene

2-Fluoro-1,4-diiodobenzene (3.0054 g, 8.639mmol) in THF (14 mL) was cooled to -63 C with a dry ice-CHCl3 bath under nitrogen atmosphere.Lithium N,N-diisopropylamide (LDA, 10.37 mmol; 1.08 M solution in hexane-THF, 9.6 mL) was slowlyadded to the solution and the reaction mixture was stirred at -63 C for 1 h. DMF (1.0 mL, 13.00 mmol)was slowly added to the reaction mixture and the mixture was stirred at -63 C for 1.5 h, warmed to 0 C,and stirred for 40 min. The mixture was slowly poured into ca. 20 mL of 4 M hydrochloric acid at 0 Cwith stirring. Water and EtOAc were added to the resulting mixture and extracted with EtOAc. Theorganic phase was separated, washed with brine, and dried over Na2SO4. The solvent was removed underreduced pressure and the residue was treated with a silica gel column chromatography (hexane-CHCl3,1:1) to give 2.7528 g of 1c (7.323 mmol) and 226.5 mg of the starting 2-fluoro-1,4-diiodobenzene (0.651mmol, 8% recovery). 1c; a pale yellow solid; 72% yield; mp 118-119 C; 1H NMR (400 MHz, CDCl3) 7.57 (1H, dd, 4JFH = 11.6 Hz, 3J = 8.4 Hz, arom.), 7.60 (1H, d, 3J = 8.4 Hz, arom.), 10.05 (1H, d, 4JFH =1.2 Hz, CHO); 13C{1H} NMR (100 MHz, CDCl3) 83.3 (d, 3JFC = 25.9 Hz, C-I), 96.5 (s, C-I), 124.7 (d,2JFC = 11.1 Hz, C-CHO), 138.5 (d, JFC = 3.8 Hz, CH), 144.6 (d, JFC = 3.7 Hz, CH), 162.1 (d, 1JFC = 262.1Hz, C-F), 189.6 (CHO). Found: m/z 375.8252. Calcd for C7H3FI2O: M+, 375.8252.

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

Reference:
Article; Toyota, Kozo; Mutoh, Hirotaka; Kishi, Hiroki; Mikami, Shinichi; Tanaka, Hiroki; Yoshida, Shuhei; Naganuma, Daisuke; Heterocycles; vol. 98; 10; (2019); p. 1355 – 1374;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 31827-94-8, 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. 31827-94-8 name is 2-Bromo-1-(4-iodophenyl)ethanone, 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.

General procedure: The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

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

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 98-61-3

A solution of (tetrahydro-2-furanylmethyl)amine (0.167 g, 1.65 mmol) and triethylamine (0.35 ml, 2.48 mmol) in dichloromethane (10 ml) was stirred in an ice/water bath with stirring under argon, and then 4-iodobenzenesulfonyl chloride (0.500 g, 1.65 mmol) was added dropwise with stirring. The resulting mixture was allowed to stir at room temperature for 16 hours. Then the solution was washed with water, organic layer separated, dried with sodium sulphate and the solvent was removed by rotary evaporation to give the title compound as a white solid (0.596 g, 98%).1H-NMR (400 MHz, CDCl3) delta: 7.87 (2H, m), 7.57 (2H, m), 4.81 (1H, m), 3.91 (1H, m), 3.77 (1H, m), 3.70 (1H, m), 3.13 (1H, m), 2.88 (1H, m), 1.98-1.84 (3H, m), 1.58 (1H, m); LC/MS Retention time 2.70 mins/(ES+) 368 (M+H, C11H14INO3S requires 367).

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; US2010/137276; (2010); 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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

[0184] To a solution of 2-fluoro-6-iodobenzoic acid (10.0 g, 37.6 mmol) in 100 mL CH2Cl2 containing a catalytic amount of DMF, oxalyl chloride (6.20 g, 48.9 mmol) was added drop-wise. The solution was stirred at room temperature 30 minutes, and concentrated under vacuum. The residue was dissolved in 100 mL CH2Cl2 and saturated 3¡Á with ammonia gas. The suspension was concentrated under vacuum to yield 2-fluoro-6-iodobenzamide as a white solid with a mass ion (ES+) of 266.4 for M+H+. [0185] A solution of the above residue (11.5 g, 43.4 mmol) in N,N-dimethyl-acetamide dimethyl acetal (17.34 g, 130.2 mmol) was heated to 100 C. for 3 hours. The solution was concentrated under vacuum. Hydroxylamine hydrochloride (3.62 g, 52.1 mmol), 5N NaOH (10.4 mL, 52.1 mmol), 70% acetic acid (40 mL), and dioxane (40 mL) were combined and added to the above residue. The mixture was heated to 90 C. for 1 hour, cooled to room temperature, and concentrated under vacuum. The residue was diluted with EtOAc, washed with aqueous sodium bicarbonate and brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluted with 0-10% ethyl acetate in hexanes to afford 5-(2-fluoro-6-iodophenyl)-3-methyl-1,2,4-oxadiazole as a pale yellow solid with a mass ion (ES+) of 305.4 for M+H+. [0186] A mixture of 4-chloro-N-2-{(1R)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}pyridine-2,3-diamine (0.200 g, 0.535 mmol), 5-(2-fluoro-6-iodophenyl)-3-methyl-1,2,4-oxadiazole (0.179 g, 0.59 mmol), potassium carbonate (0.185 g, 1.34 mmol), tri-ortho-tolylphosphine (0.007 g, 0.02 mmol), and palladium acetate (3.0 mg, 0.01 mmol) in 4 mL of THF and 0.05 mL of water was heated in a sealed flask at 100 C. overnight. The mixture was then cooled and partitioned between ethyl acetate and water. The organic extract was washed with brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to silica gel chromatography eluted with 0-20% ethyl acetate and hexane to provide 4-chloro-N2-{(1R)-1-[3′-fluoro-2′-(3-methyl-1,2,4-oxadiazol-5-yl)-1-1,1′-biphenyl-4-yl]ethyl}pyridine-2,3-diamine with a mass ion (ES+) of 424.58 for M+H+(35Cl). [0187] To a solution of the above compound (0.050 mg, 0.12 mmol), 3,3,3-trifluoropropionic acid, (0.030 g, 0.24 mmol), 1-ethyl-(3-dimethylaminopropyl)-carbodiimide hydrochloride (0.045 g 0.24 mmol), 1-hydroxy-7-azabenzotriazole (0.023 g, 0.34 mmol) was added triethylamine (0.048 g, 0.47 mmol). The resulting solution was stirred at room temperature for 24 h, and partitioned between ethyl acetate and water. The organic extract was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was subjected to silica gel chromatography eluted with 0-30% ethyl acetate in hexanes to provide the title compound that gave a proton NMR spectrum consistent with theory and a mass ion (ES+) of 534.6 for M+H+(35Cl): 1H NMR (300 MHz, MeOH-d4) delta 7.81 (dd, J=5.6, 2.0 Hz, 1H), 7.75-7.67 (m, 1H), 7.39-7.30 (m, 4H), 7.12-7.09 (m, 2H), 6.68 (dd, J=5.4, 2.0 Hz, 1H), 5.25 (q, J=7.1 Hz, 1H), 3.32 (q, J=1.5 Hz, 2H), 2.33 (s, 3H), 1.53 (d, J=7.1 Hz, 3H).

According to the analysis of related databases, 111771-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kuduk, Scott D.; Bock, Mark G.; Feng, Dong-Mei; Wai, Jenny Miu-Chun; US2004/63761; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com