Category: iodides-buliding-blocks

Reference of 887266-99-1, 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. 887266-99-1, name is 3-Fluoro-4-iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of ReIO2(PPh3)2 (10 mol %) in toluene (3 mL) were added the nitrile (1 mmol) and PhSiH3 (300 mol %). The reaction mixture was stirred at reflux temperature under air atmosphere and the progress of the reaction was monitored by TLC or 1H NMR. Upon completion, the reaction mixture was cooled to ambient temperature, stirred with charcoal during 3 min and then filtered through a plug of alumina/Celite. To the filtrate was added an ethereal solution of HCl (1.5 mol) to induce the precipitation of amine hydrochloride salts. The solids were isolated upon filtration and then washed with n-hexane to afford the pure amine hydrochloride salts, which are all known compounds.

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, 3-Fluoro-4-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cabrita, Ivania; Fernandes, Ana C.; Tetrahedron; vol. 67; 42; (2011); p. 8183 – 8186;,
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. 61272-76-2, name is 4-Fluoro-2-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Fluoro-2-iodoaniline

Example 45 1-Butyl-4-(((5-fluoro-2-(triethylsilyl)-1H-indol-3-yl)methoxy)methyl)-N,N-dimethylcyclohexanamine (non-polar diastereomer) In a flask with a Schlenk attachment a mixture of Ain-08 (548 mg, 1.5 mmol), 4-fluoro-2-iodoaniline (426 mg, 1.8 mmol), [1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene]-3-(chloropyridyl)palladium(II) chloride (PEPPSI.(TM)., 204 mg, 0.3 mmol) and sodium carbonate (793 mg, 7.48 mmol) was evacuated for 30 min. N,N-Dimethyl formamide (8 ml), which had previously been saturated with argon for 1 h, was then added under an argon stream. The suspension was stirred overnight at 120° C. and then concentrated to small volume under vacuum. Toluene (3*30 ml) was repeatedly added to the residue, which was concentrated to small volume under vacuum again each time and taken up in water (20 ml) and ethyl acetate (20 ml). The phases were separated and the aqueous phase was extracted with ethyl acetate (2*20 ml). The combined organic phases were washed with 1 M sodium thiosulfate solution (30 ml) and saturated sodium chloride solution (50 ml) and concentrated to small volume under vacuum. The crude product (932 mg) was purified by flash chromatography (100 g, 3.6*25 cm) with ethyl acetate/methanol (9:1). Since no pure product could be isolated, the corresponding mixed fractions (472 mg) were purified by MPLC [130 g, LiChroprep Si60 (15-25 mum) 46*2.6 cm] with ethyl acetate/methanol (9:1). Yield: 343 mg (48percent), brown oil 1H-NMR (DMSO-d6): 0.82-0.98 (m, 18H); 1.05-1.55 (m, 13H); 1.65 (d, 2H, J=8.6 Hz); 2.10 (s, 6H); 3.24 (d, 2H, J=6.2 Hz); 4.55 (s, 2H); 6.92 (dt, 1H, J=9.1, 2.5 Hz); 7.26 (dd, 1H, J=2.5 and 10.0 Hz); 7.37 (dd, 1H, J=4.6 and 8.8 Hz); 10.76 (s, 1H). 13C-NMR (DMSO-d6): 3.0; 7.2; 13.9; 23.3; 24.0; 26.3; 30.6; 31.5; 36.6; 37.5; 55.6; 64.3; 75.1; 102.8 (d, J=22 Hz); 110 (d, J=26 Hz); 112.2; 121.5; 128.6 (d, J=10 Hz); 135.3; 135.8; 156.7 (d, J=232 Hz).

According to the analysis of related databases, 61272-76-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); 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. 13329-40-3, name is 1-(4-Iodophenyl)ethanone belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H7IO

General procedure: Ketone (1 eq) and N-bromosuccinimide (NBS) (2 eq) were solved in acetonitrile and trimethylsilyl trifluoromethanesulfonate (TMS-OTf) (1 eq) was added. The reactions were stirred at T=40C until completeness, diluted with diethyl ether (2ml), washed with H2O (3×2ml), dried over Na2SO4 and concentrated under reduced pressure. This procedure provided bromoketones intermediates in 70-90% overall yield, with purities generally>90% as determined by HPLC-MS. The compounds were used without further purification.

The synthetic route of 13329-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liessi, Nara; Cichero, Elena; Pesce, Emanuela; Arkel, Maria; Salis, Annalisa; Tomati, Valeria; Paccagnella, Matteo; Damonte, Gianluca; Tasso, Bruno; Galietta, Luis J.V.; Pedemonte, Nicoletta; Fossa, Paola; Millo, Enrico; European Journal of Medicinal Chemistry; vol. 144; (2018); p. 179 – 200;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 289039-29-8,Some common heterocyclic compound, 289039-29-8, name is 2-Chloro-5-iodobenzonitrile, molecular formula is C7H3ClIN, 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.

Into a mixture of 2-chloro-5-iodobenzonitrile (1.32 g, 5 mmol), Pd(dba)2 (0.144 g, 0.25 mmol), and Qphos (0.178 g, 0.25 mmol) in THF (20 mL), (2-(tert-butoxy)-2- oxoethyl)zinc(II) chloride (1M in ether, 11 mL, 5.5 mmol) was added. The mixture was stirred at 70 C overnight. The reaction was then cool to rt, filtered through a Celite pad, and excess solvent was removed under reduced pressure. The reside was purified by silica gel column chromatography with AcOEt in hexane (0-20%) as eluent to afford tert-butyl 2-(4-chloro-3- cyanophenyl)acetate (0.8 g) as a brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5-iodobenzonitrile, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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 compound 10 (5.2 g, 0.015 mol) in dry CH2Cl2 (30 mL) was added DIBAL (30.5 mL, 1 M in THF, 30.5 mmol) at 0 C; The mixture was slowly warmed up to rt and stirred overnight. The mixture was then cooled to 0 C and quenched with citric acid (aq. 15%) slowly. The resulting mixture was extracted with CH2Cl2. The organic layer was washed with brine and dried with MgSO4. After removal of CH2Cl2 under vacuum, the resulting crude product was purified by silica column flash chromatography (hexanes/CH2Cl2, 1:1) to give compound 11 as a white solid (4.79 g, 0.0153 mol, 100%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming; Tetrahedron; vol. 67; 1; (2011); p. 125 – 143;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 88-67-5,Some common heterocyclic compound, 88-67-5, name is 2-Iodobenzoic acid, molecular formula is C7H5IO2, 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: To a stirred solution of carboxylic acid (1.0 eq.) in ethanol (2 M) was added thionyl chloride (2.0 eq.) dropwise at room temperature, and then refluxed for 2 hours. After it was cooled to room temperature, the reaction mixture was concentrated under reduced pressure to give crude product, which was chromatographed on silica gel column using 1:30 (v/v) EtOAc-petroleum ether solution as eluent to afford isolated product esters in 80% – 95% yields. Esters (1.0 eq.) were added dropwise to a stirred solution of acetonitrile (2.0 eq.) and NaH (3.0 eq.) in THF (2 M) at room temperature, and then refluxed for 1h . After it was cooled to room temperature, Water was added dropwise to the reaction mixture under ice bath until no gas bubbles generated, and employing dilute hydrochloric acid neutralization to neutral, extracted with ethyl acetate, dried over magnesium sulfate and concentrated in vacuo to give crude product which was chromatographed on silica gel column using 1:4 to 1:2 (v/v) EtOAc-petroleum ether solution as eluent to afford isolated product beta-ketonitriles, white or light yellow solid compounds in 50% – 85% yields. Finally, stirred in concentrated sulfuric acid (3 M) at room temperature for 5 to 10 hours. The reaction mixture was neutralized to neutral by ammonia water, extracted with ethyl acetate, dried over magnesium sulfate and concentrated in vacuo to give crude product which was chromatographed on silica gel column using 1:1 to 2:1 (v/v) EtOAc-petroleum ether solution as eluent to afford isolated product beta-ketoamides 1a-p, white solid compounds in 45% – 85% yields.

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

Reference:
Article; Zheng, Congke; Zhang, Xiaohui; Ijaz Hussain, Muhammad; Huang, Mingming; Liu, Qing; Xiong, Yan; Zhu, Xiangming; Tetrahedron Letters; vol. 58; 6; (2017); p. 574 – 577;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 71838-16-9, These common heterocyclic compound, 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, 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 activated Zn (1.2g, 19mmol) in DMA (7mL) was added bromodifluoromethyldiethyl- phosphonate (5.0g, 19mmol) in DMA (7mL). The resulting mixture was stirred at 45C for 3 hours, after which copper(I) bromide (2.7g, 19mmol) was added and stirring was continued for 0.5 hours at room temperature. 3-Bromo-4-iodotoluene (2.8g, 9.4mmol) was then added and the mixture was sonicated at room temperature for 12 hours. The reaction mixture was partitioned between ether and H2O, filtered through Celite, and the organic layer was dried over MgSO4 and concentrated in vacuo to yield 2.1 g (63%) of 27 as a clear, colorless oil;1H NMR (300 MHz, CDCl3) delta 7.51 (d, J = 6 Hz, 1 H), 7.27 (s, 1 H), 7.20 (d, J= 7.5 Hz, 1 H), 4.27 (m, 4 H), 1.36 (t, J = 8.1 Hz)

Statistics shows that 2-Bromo-1-iodo-4-methylbenzene is playing an increasingly important role. we look forward to future research findings about 71838-16-9.

Reference:
Patent; CENGENT THERAPEUTICS, INC.; WO2006/9876; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, molecular formula is C7H4FIO2, 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. Recommanded Product: 111771-08-5

To a round-bottomed flask equipped with an overhead magnetic stirrer, reflux condenser, and nitrogen inlet were added 2-Fluoro-6-iodobenzoic acid (2.5 g, 9.4 mmol), Cul (0.09 g, 0.47 mmol), and CS2CO3 (6.1 g, 18.8 mmol). To these solids were added dioxane (12.5 ml_), water (0.05 ml_), 1 H-1 ,2,3-triazole (1.09 ml_, 18.8 mmol), and finally (1 R,2R)-N1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.3 ml_, 1.88 mmol). The mixture was then warmed to 100 C ON. The day after the mixture was cooled and MTBE and water were added. After vigorous mixing, the layers were separated and the bottom aqueous layer was acidified to pH 2 with 6N HCI. The aqueous phase was then extracted with DCM (3x). The combined organic layers were dried, and concentrated The residue was purified by FC on S1O2 column (eluent : from DCM to DCM:MeOH 90:10) to afford 2-fluoro-6-(2H-1 ,2,3-triazol-2-yl)benzoic acid (p186, 1.1 g, y= 56%). MS (m/z): 208.0 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 111771-08-5, its application will become more common.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 76801-93-9, These common heterocyclic compound, 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, 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.

compound of formula [2] 5-amino-2,4,6-triiodo-N,N’-bis(2,3-dihydroxypropyl)-1,3-phthalamideReacts with acetic anhydride,The temperature is raised to 65 C -70 C for 2-6 hours, and the TLC monitoring reaction is completed.Concentrated under reduced pressure to obtain a compound of the formula [3]5-acetamido-2,4,6-triiodo-N,N’-bis(2,3-diacetoxypropyl)-1,3-phthalic acid amide;

Statistics shows that 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide is playing an increasingly important role. we look forward to future research findings about 76801-93-9.

Reference:
Patent; Tianjin Heqing Chemical Co., Ltd.; Liu Guoping; Li Yi; (7 pag.)CN108191690; (2018); 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, A new synthetic method of this compound is introduced below., Recommanded Product: 34270-90-1

Step D: 4-(4-(2-((2,6-difluorobenzyl)oxy)-l , 1 ,1 ,3,3,3-hexafluoropropan-2-yl)phenyl)-4- ((4-fluorophenyl)sulfonyl)tetrahydro-2H-pyran Sodium hydride (13.27 mg, 0.332 mmol, 60%> suspension in mineral oil) was added to a solution of l,3-difluoro-2-(((l,l,l,3,3,3-hexafluoro-2-(4-(((4- fluorophenyl)sulfonyl)methyl)phenyl)propan-2-yl)oxy)methyl)benzene (18 mg, 0.033 mmol) and l-iodo-2-(2-iodoethoxy)ethane (32.4 mg, 0.100 mmol) in N,N- dimethylformamide (1 mL). After 1 h at room temperature, the reaction was complete as judged by LCMS analysis. The mixture was quenched with saturated ammonium chloride (1 mL), diluted with ethyl acetate (20 mL), washed with water (2×5 mL), brine (5 mL), dried (magnesium sulfate), filtered and concentrated under reduced pressure. Silica gel chromatography, eluting with 5-40% ethyl acetate in hexanes, gave Example 1 as white solid (17.4 mg, 81% yield). LC/MS (M+18): 630.1 ; LC retention time: 4.541 min (analytical HPLC Method A); 1H NMR (400 MHz, CDC13) delta ppm 7.63 (d, J=8.4 Hz, 2H), 7.44 – 7.31 (m, 3H), 7.28 – 7.19 (m, 2H), 7.03 – 6.89 (m, 4H), 4.73 (s, 2H), 4.07 – 3.96 (m, J=l 1.8, 1.7 Hz, 2H), 3.37 (t, J=1 1.2 Hz, 2H), 2.77 – 2.62 (m, 2H), 2.45 (d, J=12.3 Hz, 2H).

The synthetic route of 34270-90-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUAN, Jingwu; DHAR, T.G. Murali; JIANG, Bin; KARMAKAR, Ananta; GUPTA, Arun Kumar; LU, Zhonghui; WO2015/103510; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com