Category: 51839-15-7

Synthetic Route of 51839-15-7, These common heterocyclic compound, 51839-15-7, name is Dimethyl 5-iodoisophthalate, 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.

Dimethyl-5-iodoisophthalate (1.35 g, 4.21 mmol, Matrix Scientific, Columbia, SC) and lithium hydroxide monohydrate (884 mg, 20.07 mmol) were taken in a mixture of 3.95 mL methanol and 0.99 mL water and the suspension was stirred vigorously at 20 C for 3.5 h. The mixture was diluted with aqueous saturated sodium bicarbonate to a volume of 75 mL, and unreacted ester was removed by extraction with 75 mL ethyl acetate. The aqueous layer was carefully acidified with 1 M HCl to pH 2 and the resultant acid was extracted twice with 250 mL ethyl acetate. The ethyl acetate fractions were combined, dried over sodium sulfate, and the ethyl acetate was evaporated to give a white powder (965 mg, 78.4%): mp 302-303 C 1H NMR-300 MHz (CD3OD) delta 8.55 (d, 2H), 8.60 (d, 1H). 13C NMR (126 MHz, CD3OD) delta 92.6, 129.5, 132.6, 142.2, 165.7. MS (LCMS-ESI; negative ion mode) m/z: 290.7 (M-H)-; HRMS (FAB-) Calcd for C8H4IO4 (M-H)- 290.9154. Found 290.9141 ¡À 0.0000 (n = 2).

The synthetic route of 51839-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vaidyanathan; White; Affleck; Zhao; Welsh; McDougald; Choi; Zalutsky; Bioorganic and Medicinal Chemistry; vol. 20; 24; (2012); p. 6929 – 6939;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 51839-15-7, These common heterocyclic compound, 51839-15-7, name is Dimethyl 5-iodoisophthalate, 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.

Intermediate LXII: Dimethyl-5-trifluoromethyl isophthalate; To a solution of dimethyl 5-iodoisophthalate (1 g, 3.12 mmol) in 1:1 DMF/HMPA was added Methyl- 2,2-difluoro-2( fluorosulfonyl) acetate (3 g, 15.6 mmol) and Copper (I) Iodide (2.9 mg, 15.6 mmol) and the reaction mixture heated to. 80 C for 16 h. The reaction was cooled to rt and diluted with ethyl acetate (200 mL) The solvent was decanted and the copper salts washed with an additional 100 mL of ethyl acetate. The organics were poured into water (200 mL ) the phases separated and the aqueous extracted with Ethyl acetate ( 100mL) dried over anhydrous sodium sulfate, filtered and concentrated at reduced pressure. The residue was chromatographed on silica gel eluting with dichloromethane. to give dimethyl-5-trifluoromethyl isophthalate. : :?H NMR (400 MHz, CDC13) No. 8.85 (s, 1H), 8.48 (s, 2H), 4.01 (s, 6H). LCMS [(M) +H]+ = 263.

The synthetic route of 51839-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2005/103020; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

51839-15-7, name is Dimethyl 5-iodoisophthalate, 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. COA of Formula: C10H9IO4

A mixture of dimethyl 5-iodo-benzerte-1,3-dicarboxylate (9) (320 mg, 1.00 mmol), bis(pinacolato)diborane (10) (279 mg, 1.10 mmol), potassium acetate (294 mg, 3.00 mmol), PdCl2(dppf)* (24 mg, 0.03 mmol) and dried DMF (6 mL) was stirred at 80C for 2 h. The reaction mixture was cooled to the room temperature. Then, dimethyl 5-iodo-benzene-1,3-dicarboxylate (9) (640 mg, 2.00 mmol), PdCl2(dppf) (24 mg, 0.03) and CsF (456 mg, 3.0 mmol; dissolved in 2.5 mL of water) were added. The mixture was stirred at 80C overnight and afterwards extracted for four times with diethylether (4 x 25 mL). The organic layer was dried with MgSO4 and the solvent was removed in vacuum. The crude product was purified by column chromatography (silica gel, ethylacetate/hexane, 3:7 v/v). Yield 82 %. M.p. 214-215 C. 1H-NMR (400 MHz, CDCl3): delta= 4.00 (s, 12H), 8.51 (d, 4H, J = 1.5 Hz), 8.72 (d, 2H, J = 1.5 Hz). 13C-NMR (100 MHz, CDCl3): delta= 52.5, 130.2, 131.5, 132.3, 139.9, 165.9. Rf= 0.50 (silica gel, othylacetate/hexane, 3:7 v/v). MS-EI, m/z (%): 386 (75) [M+], 355 (100), 327 (15), 194 (10). *[1,1′-bis(diphenylphoshino)ferrocene]dichloropalladium(II)].

The synthetic route of 51839-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Technische Universitaet Carolo-Wilhelmina zu Braunschweig; EP1972338; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 51839-15-7, name is Dimethyl 5-iodoisophthalate, molecular formula is C10H9IO4, 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: 51839-15-7

General procedure: A 5 mL microwave glass vial (Biotage) sealable with a septum held in place by a metal crimp cap was charged with a diaryliodonium triflate (0.3 mmol, 1 equiv), an aryl iodide (1.5 mmol, 5 equiv.), and 1,2-dicholoroethane (3 mL, 0.1 M iodonium triflate concentration). The tube was sealed (crimp cap) and submitted to microwave irradiation with a target temperature of 100 C in high absorption mode. After the indicated time, the tube was retrieved and cooled to rt and the contents were concentrated under reduced pressure. The crude material was purified by silica gel flash chromatography (gradient 10 ? 50% acetone/CH2Cl2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51839-15-7, its application will become more common.

Reference:
Article; Racicot, Leanne; Ciufolini, Marco A.; Tetrahedron; vol. 73; 50; (2017); p. 7067 – 7072;,
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. 51839-15-7, name is Dimethyl 5-iodoisophthalate, A new synthetic method of this compound is introduced below., Product Details of 51839-15-7

To a 500 mL three-necked flask was added 100 g, 312 mmolOf 5-iodoisophthalic acid dimethyl ester,3.50 g, 16 mmol of NiBr2 and 300 ml of triethyl phosphite. After vacuuming three times,The temperature was gradually raised to 160 C under magnetic stirring, and the temperature was raised to 175 C after 4 hours of reaction. After 10 hours of continuous reaction,The diethyl phosphonate diethyl isophthalate was obtained by distillation under reduced pressure. Thereafter, 20 g of diethyl phosphonate diethyl isophthalate was weighed,With 50ml concentrated hydrochloric acid 120 degrees Celsius reaction 10h, cooled to room temperature filtration,To obtain a phosphonic acid substituted isophthalic acid. Finally, the phosphonic acid-substituted isophthalic acid was reacted with thionyl chloride under reflux conditions for 12 h,Get the target product.

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:
Patent; Chinese Academy Of Sciences Changchun Applied Chemistry Institute; Zhang Suobo; Zhao Yali; Zhang Zhiguang; Li Shenghai; Dai Lei; (19 pag.)CN107176963; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com