Tag: M.W=200-300

Application of 64248-58-4,Some common heterocyclic compound, 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, molecular formula is C6H3F2I, 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 methyl indole-5-carboxylate 7a (2 g, 11.4 mmol), 1-iodo-3,4-difluoro-benzene 8a (1.5 mL, 12.5 mmol), CuI (0.22 g, 1.14 mmol), trans-N,N’-dimethylcyclohexane-1,2-diamine (0.54 mL, 3.43 mmol), and K3PO4 (6.06 g, 28.5 mmol) in toluene (12 mL) was heated at 110 C. for 7 h. The reaction mixture was diluted with CH2Cl2 and filtered. The solution was concentrated and the residue was purified by flash column chromatography (silica gel, 20% EtOAc/heptane) to give 3.0 g of compound 8b. MS m/z 288.1 (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 1,2-Difluoro-4-iodobenzene, its application will become more common.

Reference:
Patent; Connolly, Peter J.; Bian, Haiyan; Li, Xun; Liu, Li; Macielag, Mark J.; McDonnell, Mark E.; US2013/102584; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 4387-36-4, name is 2-Iodobenzonitrile, 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 4387-36-4, Formula: C7H4IN

0.25 mmol of 2-cyanoiodobenzene, 0 l of the cyanide reagent K4 [Fe (CN) 6] was added to a 25 mL screw test tube, Sodium acetate 0.25 mmol, 100 mg 3 wtpercent Pd / Ce ?, and then 7 mL of N, N-dimethylformamide and lmL isopropanol Organic solvent to test tube, 500W visible light irradiation under the magnetic stirring reaction, control visible light intensity of 0.74W / cm2, anti Should be the temperature of 65 ° C, 10 hours after the reaction to stop the reaction, take a small amount of reaction solution by microporous membrane filtration, methanol solvent dilution And the liquid sample to be tested, the sample to be tested with 2-cyanide iodobenzene standard, phthalonitrile standard for high-performance liquid phase detection comparison The selectivity of the reaction product was 94.1percent, the selectivity of the target product was 49.7percent, and the liquid product yield was 46.8percent. Rear Processing method for the use of cloth funnel filter washing catalyst, drying for recycling use; reaction solution by dichloromethane and water After the mixed solution was extracted, the organic layer was concentrated and the final product phthalonitrile was obtained by column chromatography. The isolated yield was 42percent

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, 2-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Technology; Guo, Cheng; Gong, Xubin; Wu, Lou; Li, Qing; Wang, Jianjiang; (11 pag.)CN105777579; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

42861-71-2, name is 3-Iodophenyl acetate, 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. name: 3-Iodophenyl acetate

Step 1: 3-{(6-[4-(2-Trifluoromethylbenzoyl)piperazin-l-yl]pyridazin-3-yl)ethynyl}- phenyl acetate: Prepared by Sonogashira coupling reaction of Intermediate 6 with 3-iodophenyl acetate in a mixture of triethylamine and DMSO to give the product as an off-white solid; IR (KBr) 2926, 2216, 1640, 1434, 1316, 1116, 1010, 785 cm”1; 1H NMR (300 MHz, CDCl3) delta 2.31 (s, 3H), 3.29-3.86 (m, 2H), 3.70-4.10 (m, 6H), 6.90 (d, J= 9.9 Hz, IH), 7.11 (d, J= 7.2 Hz, IH), 7.32-7.76 (m, 8H); ESI-MS (m/z) 454.88 (M)+.

The synthetic route of 42861-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; WO2008/62276; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6828-35-9, These common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-iodoaniline, 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: 2-Iodoaniline 2a (65.7 mg, 0.3 mmol), Cu(OAc)2 (6 mg, 10%), KOtBu (101 mg, 0.9 mmol), DMAc (1.0 mL) were mixed in a Schlenck tube and then to the mixture was added 2-(phenylethynyl)benzonitrile1a (74 mg, 0.36 mmol) under N2. The reaction mixture was stirred for 12 h at 120 C under N2. After the reaction was completed (monitored by TLC), the reaction mixture was then diluted with water and extracted with ethyl acetate. After the combined organic layers were washed with brine, dried over Na2SO4, and concentrated under reduced pressure, the residue was purified by flash column chromatography on silica gel using petroleum ether/ethyl acetate as eluent to afford the pure product 3

The synthetic route of 6828-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Xiaodong; Deng, Guobo; Liang, Yun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2844 – 2847;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1450754-38-7, A common heterocyclic compound, 1450754-38-7, name is 3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine, molecular formula is C7H9IN2, 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.

Into a 500-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 3-(but-3-yn-l-yl)-3-(2-iodoethyl)-3H-diazirine (5.0 g, 20.2 mmol) in DMF (250 mL), KCN (2.62 g, 40.3mmol). The resulting solution was stirred for 16 h at 60 C in an oil bath. The reaction was then quenched by the addition of 20 mL of FeS04solution. The resulting solution was extracted with 3×50 ml of ethyl acetate dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated. This resulted in 2.0 g (crude) of the title compound as a solid. MS-ESI: 148 (M+l).

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; IFM TRE, INC.; GLICK, Gary; ROUSH, William R.; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; KATZ, Jason; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI JR., Anthony William; (783 pag.)WO2019/23147; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 69113-59-3, name is 3-Iodobenzonitrile, 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 69113-59-3, category: iodides-buliding-blocks

(1) 3-[Hydroxy(1-nitronaphthalen-2-yl)methyl]benzonitrile To a solution of bis(2-dimethylaminoethyl)ether (5.62 mL, 29.8 mmol) in THF (125 mL) was added a solution of 2M isopropylmagnesium chloride in THF (14.9 mL, 29.8 mmol) dropwise under N2 atmosphere at room temperature, and stirred for 20 min. To the mixture was added 3-iodobenzonitrile (5.69 g, 24.9 mmol), and stirred for 30 min. To an ice-cold solution of the resultant mixture was added 1-nitro-2-naphthaldehyde, and stirred at room temperature for 1 hour. To the reaction mixture was poured 1M hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1), to give the titled compound as a green orange oil (7.37 g, yield 97%). 1H-NMR (CDCl3, 400 MHz) delta: 2.75 (1H, d, J=4 Hz), 6.12 (1H, d, J=4 Hz), 7.4-7.5 (2H, m), 7.59 (1H, d, J=8 Hz), 7.6-7.7 (3H, m), 7.7-7.8 (2H, m), 7.92 (1H, d, J=9 Hz), 8.02 (1H, d, J=12 Hz).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NIPPON CHEMIPHAR CO., LTD.; Ushioda, Masatoshi; Sakuma, Shogo; Imai, Toshiyasu; Inoue, Kazuhide; US2013/184459; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19718-49-1, A common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, 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.

A mixture of methyl 4-amino-3-iodobenzoate (5. OG, 18.0 mmol), di-tert-butyl dicarbonate (4.7g, 21.7 mmol), triethylamine (7.6 mL, 54.2 mmol), 4- (dimethylamino) pyridine (22mg, 0.18 mmol), and dichloromethane (150 mL) was heated overnight at 40 C, cooled to room temperature, concentrated under vacuum, diluted with ethyl acetate, washed with water and brine, dried (MGS04), filtered and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the 3.4g (50%) of the desired product. MS (ESI) m/e 395 (M+NH4) + ; IH NMR (300 MHz, DMSO-D6) 8 8.51 (s, 1H), 8.33 (d, J=2.0 Hz, 1H), 7.92 (dd, J=2.0, 8.5 Hz, 1H), 7.67 (d, J=8.5 Hz, 1H), 3.84 (s, 3H), 1.48 (s, 9H).

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; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO2

3-Iodo-4-methylbenzoic acid (l. Og, 3. 8mmol) was heated at 80C in thionyl chloride (lOml) for 2hrs. The reaction was allowed to cool to room temperature and the excess thionyl chloride evaporated under vacuum. The residue was dissolved in DCM (lOml), cyclopropylamine (0. 32ml) and sodium carbonate (2. 0g) were added to the solution. The reaction was stirred at room temperature for 18hrs, filtered and the filtrate reduced to dryness under vacuum. The residue was triturated with ether to give N-cyclopropyl-3- iodo-4-methylbenzamide as a white solid (l. lg). NMR: 8H [2H6]-DMSO 8.46, (1H, d), 8.24, (1H, d), 7.74, (1H, dd), 7.38, (1H, d), 2.82, (1H, m), 2.38, (3H, s), 0.67, (2H, m), 0.55, (2H, m).

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; SMITHKLINE BEECHAM CORPORATION; WO2003/93248; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, molecular formula is C9H9IO2, 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: 103440-52-4

STEP-7: To a stirred solution of compound-7 (1.0 eq) in 20 Vol of carbon tetrachloride and added N-bromosuccinimide (1.1 eq) followed by catalytic amount of benzoyl peroxide (0.1 eq). Reaction mixture was later refluxed for 24 h. The reaction mixture was filtered to remove succinmide and the filtrate was washed with brine, dried over anhydrous Na2SO4 and evaporated under reduced pressure. Crude residue was purified by silica gel chromatography Results: TABLE 7 1H NMR (CDCl3, 400 MHz) delta splitting pattern and J value Protons Group 7.63 d 1 H ArH 7.54 d 1 H ArH 7.04 d 1 H ArH 4.56 s 2 HCH2Br 3.88 s 3 HOCH3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103440-52-4, its application will become more common.

Reference:
Patent; KRISANI BIOSCIENCES (P) LTD; US2011/281893; (2011); 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 54811-38-0 as follows. category: iodides-buliding-blocks

Under nitrogen protection,5-iodo-2-methylbenzoic acid (49.33 g, 0.188 mol) was added to anhydrous dichloromethane(300 mL), to which oxalyl chloride (26. 27 g, 0.207 mol) was added with stirring. N, N-dimethylformamide (1.64 g, 18. 8-01) was slowly added dropwise, and a large amount of gas was generated, and the dropping speed was slow.After the addition was complete, the mixture was stirred at room temperature overnight and the solution became clear. HPLC control reaction (take 0. lmL reaction solution dissolved in lmL methanol, shake at room temperature 5-lOmin, take a little by HPLC analysis.), The organic volatiles were evaporated in vacuo on a rotary evaporator to give 5-iodo-2-methylbenzoyl chloride

According to the analysis of related databases, 54811-38-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI TIANCI BIOLOG VALLEY BIOLOG ENGINEERING CO LTD; Li, XinJuanZi; Wang, Xun; Ma, Xilai; Li, Yonggang; Lu, Xinghong; Li, Jianzhi; (21 pag.)CN103570671; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com