Category: 34270-90-1

Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, 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. Application In Synthesis of 1-Iodo-2-(2-iodoethoxy)ethane

Potassium carbonate (304 mg, 2.2 mmol) was added to a solution of 3b (76 mg, 0.22 mmol) and 2-iodoethyl ether (33 mg, 0.1 mmol) in MeCN (5 mL) and the mixture was stirred at reflux for 3 days. The reaction mixture was cooled, poured into water (50 mL) and the product extracted into CH2Cl2 (3×20 mL). The combined organic layer was washed with brine (15 mL), dried (Na2SO4), and the solvent removed in vacuo. The crude product was purified by radial chromatography (EtOAc/hexane=1:4-1:1) to give 10 (0.039 g, 51.3%) as a 1:1 mixture of diastereomers; white solid; IR (KBr) 2930, 2876, 1663 cm-1; 1H NMR (200 MHz, CDCl3) delta 7.96-7.76 (m, 4H), 7.72-7.29 (m, 16H), 5.07-4.83 (m, 4H), 3.55-3.19 (m, 8H), 2.72-2.48 (m, 2H), 2.48-2.27 (m, 2H), 2.26-1.94 (m, 4H), 1.94-1.66 (m, 4H); 13C NMR (50 MHz, CDCl3) delta 162.0, 136.3, 135.1, 134.0, 131.0, 129.7, 128.8, 128.7, 128.5, 76.7, 75.9, 72.0, 71.7, 66.4, 66.3, 50.6, 33.9, 25.9, 20.3. Anal. Calcd for C40H44N2O9S2·H2O: C, 61.68; H, 5.95; N, 3.60. Found: C, 61.47; H, 5.90; N, 3.31.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 34270-90-1, its application will become more common.

Reference:
Article; Liu, Yuan; Jacobs, Hollie K.; Gopalan, Aravamudan S.; Tetrahedron; vol. 67; 12; (2011); p. 2206 – 2214;,
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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Iodo-2-(2-iodoethoxy)ethane

INTERMEDIATE 18(2-Oxo-2′.3′.5′.6′-tetrahvdrospirorindole-3.4′-Pyran1-l(2H)-vnacetic acidStep A. 2′.3′.5′.6′-Tetrahvdrospirorindole-3.4′-pyran1-2?/f)-oneButyllithium (2.5 M in hexanes, 3.76 mL, 9.39 mmol) was added to a solution of oxindole (500 mg, 3.76 mmol) at -78 0C in THF (40 mL). After complete addition, NJIJt’.N’- tetramethylethane-l,2-diamine (1.48 mL, 9.76 mmol) was added, maintaining the internal temperature < -70 C. After 1 h at -78 C, 2-iodoethyl ether (4.90 g, 15.0 mmol) was added and the reaction warmed to ambient temperature. After 48 h the reaction was quenched with H2O (5 mL) and the mixture was partitioned between EtOAc (100 mL) and H2O (100 mL). The aqueous solution was extracted with EtOAc (3 chi 50 mL) and the combined organic layers were washed with brine (20 mL), dried over Na2SO4, filtered, and concentrated in vacuo. Purification by silica gel chromatography, eluting with a gradient Of CH2Cl2MeOH - 100:0 to 97:3, gave the title compound. MS: m/z = 204 (M + 1). The synthetic route of 34270-90-1 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MERCK & CO., INC.; WO2008/130512; (2008); 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Iodo-2-(2-iodoethoxy)ethane

A N,N-dimethylformamide (0.5 mL) solution of (ls,4s)-4-(4-(2-((2,6- difluorobenzyl)oxy)- 1,1,1 ,3 ,3 ,3 -hexafluoropropan-2-yl)phenyl)-4-((4- fluorophenyl)sulfonyl)cyclohexanamine (10 mg, 0.016 mmol), l-iodo-2-(2- iodoethoxy)ethane (15.63 mg, 0.048 mmol) and potassium carbonate (26 mg, 0.188 mmol) was stirred at room temperature for 3 days. LCMS analysis showed that the reaction was near completion. The mixture was diluted with ethanol (1 mL) and filtered. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-muiotaeta particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 40-100% B over 25 minutes, then a 5- minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give Example 8 (4.5 mg, 36% yield). LC/MS (M+l): 696.3; LC retention time: 2.46 min (analytical HPLC Method B); 1H NMR (400 MHz, 1 : 1 mixture of CDC13-CD30D) delta ppm 7.60 (d, J=8.4 Hz, 2H), 7.43 – 7.34 (m, 3H), 7.24 (dd, J=8.9, 5.1 Hz, 2H), 7.02 – 6.90 (m, 4H), 4.73 (s, 2H), 3.79 (br. s., 3H), 2.81 (d, J=8.1 Hz, 2H), 2.51 (br. s., 3H), 2.28 – 2.06 (m, 5H), 1.46 – 1.20 (m, 4H).

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 34270-90-1.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUAN, Jingwu; DHAR, T. G. Murali; JIANG, Bin; KARMAKAR, Ananta; GUPTA, Arun Kumar; LU, Zhonghui; WEIGELT, Carolyn A.; WO2015/103507; (2015); A1;,
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 34270-90-1 as follows. SDS of cas: 34270-90-1

General procedure: Step (1): Carry out substitution reaction using dimethyl 4-hydroxyphthalate as raw material;Specifically: put dimethyl 4-hydroxyphthalate and dihalo compound in anhydrous acetonitrile,Add an appropriate amount of cesium carbonate solid and stir at 80 C for 12 hours.The solid was removed by filtration, the filtrate was spin-dried, and purified by silica gel chromatography using petroleum ether / ethyl acetate or dichloromethane / methanol.

According to the analysis of related databases, 34270-90-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Peking University; Lei Xiaoguang; Tang Yuliang; Dong Mengqiu; Wang Jianhua; (26 pag.)CN110981715; (2020); A;,
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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-Iodo-2-(2-iodoethoxy)ethane

Example 3202: 4-(5-Chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3- yl)tetrahydro-2H-pyran-4-carboxylic acidStep lEthyl 4-(5-chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3- yl)tetrahydro-2H-pyran-4-carboxylate Ethyl 2-(5-chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)acetate (0.4 g, 3.4 mmol) was dissolved in anhydrous DMF (3OmL), NaH (60% wt. in paraffin oil, 0.163 g, 6.8 mmol) was added at 00C. The reaction mixture was stirred for 30 min at room temperature and l-iodo-2-(2-iodoethoxy)ethane (1.2 g, 3.7 mmol) was added drop wise at 0 0C. The reaction mixture was stirred an additional Ih at 0 0C and saturated NH4CI solution (1OmL) was added. The reaction mixture was extracted with EtOAc (3x20mL) and the combined organic phases were washed with water (3x20mL) and brine (2OmL), and dried over MgS(V The volatiles were removed under reduced pressure and the residue was purified by flash column chromatography to yield ethyl 4-(5-chloro-6- (2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)tetrahydro-2H-pyran-4- carboxylate (400 mg).

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

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2009/86277; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 34270-90-1, 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of Intermediate 58 (4.3 g, 14 mmol) in anhydrous DMF (100 mL), cooled to 0C, was added cesium carbonate (14 g, 42.92 mmol). The reaction mixture was stirred at 0C for 10 minutes, then l-iodo-2-(2-iodoethoxy)ethane (4.3 mL, 29.00 mmol) was added dropwise at 0C. The reaction mixture was stirred at r.t. for 18 h, then the solvent was removed in vacuo. The brown residue was dissolved in EtOAc (100 mL) and washed with brine (3 x 30 mL). The separated organic layer was dried with sodium sulfate, and concentrated in vacuo. The resulting crude oil was purified by flash column chromatography on silica, using a gradient of 0-100% EtOAc in isohexanes, to afford the title compound (3.6 g, 68%) as a red oil. HPLC-MS (ES+) (method 5): MH+ m/z 369.0, RT 1.20 minutes.

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-Iodo-2-(2-iodoethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB BIOPHARMA SRL; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; FOULKES, Gregory; LECOMTE, Fabien Claude; (0 pag.)WO2020/11731; (2020); A1;,
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 34270-90-1 as follows. SDS of cas: 34270-90-1

Ethyl 2-(5-chloro-6-(2,2,2-lrifluoroethoxy)-4′-(lTifluoromethyl)biphenyl-3- y])acetate (0.4 g, 3.4 mrao) was dissolved in anhydrous DMF (30mL), NaH (60% wt. in paraffin oil, 0,163 g, 6.8 rnmol) was added at 0C. The reaction mixture was stirred for 30 rnin at room temperature and l-iodo-2-(2-iodoethoxy)ethane (1.2 g, 3.7 rnmol) was added drop wise at 0 C. The reaction mixture was stirred an additional 1h at 0 C and saturated NH4C1 solution (lOmL) was added. The reaction mixture was extracted with EtOAc (3x20mL) and the combined organic phases were washed with water (3x20mL) and brine (20mL), and dried over MgS04. The volatiles were removed under reduced pressure and the residue was purified by flash column chromatography to yield ethyl 4-(5-chloro-6- (2,2,2-trifiuoroethoxy)~4′-(trifluorornecarboxylate (400 mg).

According to the analysis of related databases, 34270-90-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; KOENIG, Gerhard; BLAIN, Jean-francois; WO2013/106328; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 34270-90-1,Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, 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.

Sodium bis(trimethylsilyl)amide solution in THF (1M, 19.5 mL, 19.5 mmol) was added dropwise to a solution of 2-(4-bromo-2-methylphenyl)acetonitrile (3.75 g, 17.85 mmol) in THF (90 mL) at 0C. After stirring for 0.5 h, the cooling bath was removed and the reaction mixture was stirred at 20C for 0.5 h. l-Iodo-2-(2-iodoethoxy)ethane (2.8 mL, 19.67 mmol) was added dropwise. The reaction mixture was stirred for 0.5 h at 20C. Sodium bis(trimethylsilyl)amide solution in THF (1M, 19.5 mL, 19.5 mmol) was added dropwise. The reaction mixture was stirred for 18 h at 20C, then quenched with saturated aqueous ammonium chloride solution (25 mL) and diluted with water (25 mL). The aqueous layer was extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with brine (50 mL) and dried over sodium sulfate, then filtered and concentrated in vacuo. The resulting brown oil was separated by flash column chromatography on silica, using a gradient of fc/7-butyl methyl ether in heptane (0-25%), to afford the title compound (2.3 g, 45%) as a yellow solid. 6n (250 MHz, CDCb) 7.47- 7.36 (m, 2H), 7.16 (d, 8.4 Hz, 1H), 4.16-4.06 (m, 2H), 4.06-3.91 (m, 2H), 2.65 (s, 3H), 2.33-2.21 (m, 2H), 2.17-1.99 (m, 2H). HPLC-MS (method 9): [M+water]+ m/z 297 and 299, RT 1.80 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-(2-iodoethoxy)ethane, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SRL; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; FOULKES, Gregory; LECOMTE, Fabien Claude; (0 pag.)WO2020/11731; (2020); 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Iodo-2-(2-iodoethoxy)ethane

To the mixture of sodium 2-nitrophenolate (0.5 g, 3.1 mmol) in DMF (2 mL), 1-iodo-2-(2-iodoethoxy)ethane (3 g, 9.3 mmol) is added at room temperature. The mixture is heated at 80C. for 1 hour. EtOAc (100 mL) is added at room temperature and the white precipitate is removed by filtration. The organic layer is washed with water, brine, dried (anhydrous Na2SO4) and concentrated under vacuum. The crude product is purified by silica gel column chromatography to give Compound 3 (0.9 g).

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

Reference:
Patent; AAT Bioquest, Inc.; Diwu, Zhenjun; Guo, Haitao; Peng, Ruogu; Zhao, Qin; Liao, Jinfang; Liu, Feng; (99 pag.)US9810700; (2017); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 34270-90-1, 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 34270-90-1 as follows.

Preparation of Compounds 1002 – 1005: NaH (28.03 mg, 60%) was added into a solution of 2-(4-fluorophenyl)-5-hydroxy-N-methylbenzofuran-3-carboxamide (50 mg) and (E)-1,4-dibromobut-2-ene (75 mg) inPhH. The reaction was heated at 85C for 4 – 7 days. The reaction was quenched withMeOH and solvents were removed under vaccum to give a residue which was purified bypreparative HPLC._Compounds 1003 – 1015 and 2001 – 2005 were prepared using the sameprocedure for compound 1002, using the corresponding di-electrophiles. LC condition for compounds 1003 – 1015 and 2001 – 2005 was the same as for compound 1002.

According to the analysis of related databases, 34270-90-1, the application of this compound in the production field has become more and more popular.