Category: iodides-buliding-blocks

628-21-7, Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, 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 628-21-7.

2-[4-(4-iodobutoxy)phenyl]-1,2-benzisoselenazol-3(2H)-one (Compound 14) To a suspension of NaH (60% emulsion washed with pentane and dried in vacuo, 60 mg, 1.50 mmol) in dry DMF (1 mL) at 0 C. under argon was added a solution of 13 (300 mg, 1.03 mmol) in dry DMF (7 mL) under argon via a cannula. The resultant solution was stirred for 2 hours at room temperature then added via a cannula to a solution of 1,4-diiodobutane (3.20 g, 10.3 mmol) in dry DMF (2 mL) under argon. The resultant solution was stirred in the dark for 2 days at room temperature under argon. Water (1 mL) was carefully added and solvent removed in vacuo to give an oily residue. The residue was dissolved in CH2Cl2 (20 mL) and the organic phase washed with H2O (20 mL), 10% Na2S2O3 (20 mL), and H2O (20 mL). The organic extract was dried over Na2SO4 and filtered. Solvent was removed from the filtrate in vacuo, giving a yellow oily residue. The residue was chromatographed (silica gel packed in CH2Cl2, eluding with 19:1 CH2Cl2/diethyl ether) and fractions containing product were combined. Solvent was removed in vacuo, giving sufficiently pure 14 as a white solid (254 mg, 52%). 1H NMR (299.9 MHz, CDCl3) delta 8.11 (d, J=7.8 Hz, 2H, ArH), 7.68-7.62 (m, 2H, Ar-H), 7.52-7.43 (m, 3H, Ar-H), 6.94 (d, J=9 Hz, 2H, Ar-H), 4.02 (t, J=5.9 Hz, 2H, -O-CH2-), 3.27 (t, J=6.6 Hz, 2H, -CH2-I), 1.98 (m, 4H, -CH2-CH2-); 13C-NMR (125.7 MHz, CDCl3) delta 166.20 (carbonyl), 158.0 (aromatic), 138.12 (aromatic), 132.73 (aromatic), 132.03 (aromatic), 129.73 (aromatic), 127.73 (protonated aromatic), 127.60 (aromatic), 126.85 (aromatic), 126.85 (aromatic), 124.08 (aromatic), 115.41 (protonated aromatic), 67.32 (-O-CH2-), 30.43 (methylene), 6.64 (-CH2-I); LRAPCI MS (+formic acid) Calcd. For C17H17NOSeI: 473, found: 473.

According to the analysis of related databases, 628-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Medical Research Council; University of Otago; US2004/29851; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

452-68-6, These common heterocyclic compound, 452-68-6, name is 1-Fluoro-4-iodo-2-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.

EXAMPLE 9 Ethyl Z-(1R’,3S’)-3-(4-fluoro-3-methylphenyl)-2-[3-(5-methyl-2-m-tolyloxazol-4-yl-methoxy)cyclohexyloxymethyl]acrylate 220 mg of tetrabutylammonium chloride and 332 mg of potassium carbonate are suspended in 4 ml of dimethylformamide and stirred intensively for 20 min. 400 mg of ethyl (1R,3S)-2-[3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyloxy-methyl ]acrylate, 25 mg of triphenylphosphine and 212 mg of 4-fluoro-3-methyliodo-benzene are added, the mixture is degassed and vented with argon and 10 mg of palladium acetate and 0.2 mol of water are added. The mixture is heated at 60 C for 4 h. After cooling, 20 ml of ethyl acetate and 50 ml of sat. NaCI solution are added. The organic phase is dried over sodium sulfate, the solvent is removed under reduced pressure and the residue is purified by flash chromatography on silica gel (n-heptane/ethyl acetate=4:1). This gives ethyl Z-(1R’,3S’)-3-(4-fluoro-3-methylphenyl)-2-[3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyloxymethyl ]-acrylate as a colorless oil. C31H38FNO5 (523.65), MS (ESI): 524 (M+H+).

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 452-68-6.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US2004/209920; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

77317-55-6, These common heterocyclic compound, 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, 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: CuCl (1.50 mg, 0.0150 mmol), DPEPhos (8.10 mg, 0.0150 mmol) and KOt-Bu (1.70 mg,0.0150 mmol) were added to a 8 mL vial charged with a magnetic bar. The vial was sealedwith a cap (phenolic open top cap with gray PTFE/silicone) and purged by N2 gas for 5 min.Toluene (0.8 mL) and methyl 2-aminobenzoate (1a) (46.6 L, 0.360 mmol) were added to themixture, which was allowed for 10 min. And then a solution of phenyl vinyl sulfone (2) (50.5mg, 0.300 mmol) in toluene (0.7 mL) was added to the reaction solution. After stirring atroom temperature for 5 h, THF (5 mL) was added and the reaction was allowed to cool to 0C (ice bath). After addition of KOt-Bu (101 mg, 0.900 mmol), the resulting solution wasallowed to stir for further 1 h at 0 C. After that time, the reaction was quenched with asaturated aqueous solution of NH4Cl (1 mL) and NaHCO3 (2 mL) and washed with EtOAc (7x 3 mL). The organic layers were combined, dried over MgSO4, filtered, and concentrated invacuo. The crude product was purified by silica gel column chromatography (CH2Cl2/EtOAc,8:1) to afford the desired product 4a (76.8 mg, 0.267 mmol, 89% yield) as a yellow solid.

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 77317-55-6.

Reference:
Article; Kang, Seongil; Yoon, Hongju; Lee, Yunmi; Chemistry Letters; vol. 45; 12; (2016); p. 1356 – 1358;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-76-0, A common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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 4a (617 mg, 4.6 mmol) was reacted with 2-Iodoethanol (0.54 mls, 6.9 mmol) and diisopropylethylamine (1.2 mls, 6.9 mmol) in ACN (20 mls) at 30 C. for 48 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography with hexane and EtOAc to provide the intermediate 4b (483 mg, 2.7 mmol, 59% yield) as a light brown oil. HRMS (ESI, positive) m/z calcd. for C11H18N1O1 [M+H]+: 180.13829, found: 180.13829. 1H NMR (400 MHz, CDCl3) delta 7.28-7.19 (t, J=8.0 Hz, 2H), 6.92-6.85 (d, J=8.2 Hz, 2H), 6.83-6.75 (t, J=7.3 Hz, 1H), 4.03-3.88 (hept, J=6.6 Hz, 1H), 3.70-3.62 (t, J=6.2 Hz, 2H), 3.34-3.24 (m, 2H), 1.19-1.12 (d, J=6.6 Hz, 6H).

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

Reference:
Patent; CINCINNATI CHILDREN’S HOSPITAL MEDICAL CENTER; UNIVERSITY OF CINCINNATI; Merino, Edward J.; Mulloy, James C.; Li, Guorui; Bell-Horwath, Tiffany; US2013/230542; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 116632-39-4, name is 5-Bromo-2-iodotoluene, I believe this compound will play a more active role in future production and life. 116632-39-4

Ethyl 4-pyrazolecarboxylate (202 mg, 1.44 mmol), 5-bromo-2-iodotoluene (0.20 mL, 1.4 mmol), (15,25,N7E,N2i^-N7,N2-bis(pyridin-2-ylmethylene)cyclohexane-l,2-diamine (84 mg, 0.29 mmol), Copper(I) oxide (10 mg, 0.072 mmol), and cesium carbonate (939 mg, 2.88 mmol) were combined in a 5 mL microwave vial and dissolved in acetonitrile (3.0 mL). The reaction was stirred at 82C overnight. The reaction was then filtered through Celite rinsing with ethyl acetate. The solution was concentrated in vacuo and purified by silica chromatography, eluting with 10-25% ethyl acetate in hexanes to give ethyl l-(4-bromo-2-methylphenyl)-lH- pyrazole-4-carboxylate.LRMS (ESI) calc’d for Ci3Hi4BrN202 [M+H]+: 309, found 309.

The chemical industry reduces the impact on the environment during synthesis 116632-39-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 612-55-5, name is 2-Iodonaphthalene, molecular formula is C10H7I, 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. 612-55-5

General procedure: An aryl iodide (2′: 0.20 mmol) in a 20 mL Schlenk tube was added successively toluene (1.5 mL), a THF solution of an arylmagnesium bromide (1: 0.30 mmol) and THF (overall 0.50 mL), and the resulting mixture was stirred at 80 C for 24 h. After cooling, the reaction mixture was quenched with a 1 N HCl aqueous solution (1.0 mL) and extracted with Et2O (10 mL x 3). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was subjected to silica gel chromatography (hexane orhexane/diethyl ether, PTLC) to give the corresponding coupling product (3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 612-55-5, its application will become more common.

Reference:
Article; Shirakawa, Eiji; Okura, Keisho; Uchiyama, Nanase; Murakami, Takuya; Hayashi, Tamio; Chemistry Letters; vol. 43; 6; (2014); p. 922 – 924;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

55406-53-6, A common heterocyclic compound, 55406-53-6, name is 3-Iodoprop-2-yn-1-yl butylcarbamate, molecular formula is C8H12INO2, 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.

EXAMPLESA solution is prepared in Dowanol TPM (tripropylene glycol methyl ether), containing 10% by weight of iodopropargyl butylcarbamate, 5% by weight of Octasoligen-Cobalt 8 (Borchers, Langenfeld, Germany) and 5% by weight of the stabilizer specified in Table 1. The compositions are stored at 40 C. The amount of IPBC was determined by means of HPLC at the beginning and after two weeks.

The synthetic route of 55406-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Uhr, Hermann; US2009/36555; (2009); 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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., 3032-81-3

A 1000-mL flask equipped with overhead stirrer, condenser and thermometer was charged with l,3-dichloro-5-iodobenzene (99.0 g, 0.36 mol), 1,3-dimethyl 2-(3,5- dichlorophenyl)propanedioate (91.0 g, 0.69 mol), copper(I) iodide (4.0 g, 0.021mol), 2-picolinic acid (5.2 g, 0.042 mol) and cesium carbonate (350 g, 1.07 mol) in 1,4-dioxane (600 mL). The reaction mixture was heated under nitrogen to 90 C for 3 hours. The mixture was then cooled to 30 C, diluted with water (300 mL) and hexane (200 mL), and partitioned. The organic phase was washed with saturated aqueous ammonium chloride solution (200 mL) and concentrated under vacuum to a viscous oil. The resulting material was used directly in the next step.

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Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; HOFFMANN, Christian; ZHANG, Wenming; CHEN, Yuzhong; WO2013/192035; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

77317-55-6, These common heterocyclic compound, 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, 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.

Under N2, a suspension of methyl 2-amino-5-iodobenzoate (4) (2.77 g, 10 mmol), Pd(PPh3)4 (1.159 mg, 1 mmol), CuI (381 mg, 2 mmol), Et3N (4.2 mL, 30 mmol) and propargyl alcohol (1.75 ml, 30 mmol) in DMF (20 mL) was stirred at rt for 15 h. TLC analysis (petrol ether: ethyl acetate 1:1) indicated the fully consumption of starting material. The reaction was quenched with 200 ml sat. NaCl solution. Ethyl acetate: petrol ether 1:1 (200 ml) was added to the mixture and the aqueous layer was extracted with ethyl acetate:petrol ether 1:1 three times. After drying the combined organics over MgSO4, the solution was concentrated and purified by silica gel chromatography (petrol ether:ethyl acetate 80:20 to ethyl acetate), giving Compound 5 as a yellow oil (1.88 g, 92%). 1H NMR (CDCl3) delta 3.78 (s, 3H), 4.25 (s, 2H, CCH?2), 7.27-7.36 (m, 2H, arom.H), 7.58-7.65 (m, 1H, arom.H).

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 77317-55-6.

Reference:
Patent; Illumina, Inc.; Illumina Cambridge Limited; Wu, Xiaolin; Smith, Randall; Shieh, Peyton; Beierle, John M.; George, Wayne N.; Lawrence, Elliot John; Mao, Jie; Liu, Xiaohai; (62 pag.)US2019/352327; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 660-49-1, name is 3-Fluoro-5-iodoaniline, molecular formula is C6H5FIN, 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. 660-49-1.

Production Example 342 benzhydrylidene-(3-fluoro-5-iodophenyl)-amine 0.75 g of the title compound (yellow oil) was obtained from 3.2 g of 3-fluoro-5-iodophenylamine (compound in Production Example 341) by the same reaction as in Production Example 336.1H-NMR (CDCl3) delta: 6.36-6.43(m, 1H), 6.86-6.92(m, 1H), 6.96-7.02(m, 1H), 7.08-7.16(m, 2H), 7.28-7.54(m, 6H), 7.68-7.76(m, 2H)

The synthetic route of 3-Fluoro-5-iodoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; EP1382603; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com