Tag: M.W=200-300

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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, A new synthetic method of this compound is introduced below., 3032-81-3

1,3-Dichloro-5-iodobenzene (2.73 g, 10 mmol) was added to the reaction flask under an argon atmosphere.3,5-dichlorothiophenol (2.15 g, 12 mmol), cuprous iodide (9.5 mg, 0.5 mmol),Potassium carbonate (6.9 g, 50 mmol) and 50 ml of DMF solvent were stirred and heated to 120 ¡ã C for 12 h.After the reaction was stopped, the solvent was evaporated to dryness and extracted with dichloromethane.Purified by silica gel column chromatography, petroleum ether / dichloromethane mixed solvent (15 / 1, v / v) as a rinse to give a white solid, yield 75percent;

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; South China Xietong Chuangxin Institute; Ying Lei; Hu Liwen; Huang Fei; Cao Yong; (25 pag.)CN109096159; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 39998-81-7, name is 2-Fluoro-4-iodo-1-methylbenzene, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 39998-81-7

2-fluoro-4-iodotoluene 25g (105.9mmol, 1.0eq), AIBN 417mg (2.5mmol, 0.024eq),Co(OAc)2¡¤4H2O 1.3g (7.3mmol, 0.049eq), NaBr 360mg (4.9mmol, 0.033eq), dissolved in HOAc 250mL (10V), stirred for total use,The temperature of the outer bath of the reaction coil was raised to 130 C, and the coil pressure was adjusted to 1.2 MPa with oxygen to start the charging. The residence time of the system was 1.5 h and the oxygen was 3 to 5 eq.The system was directly pumped into 375 mL of purified water, and the pH of the system was adjusted to 12-14 with NaOH solids.The aqueous phase was extracted twice with 125 mL MTBE, and the aqueous phase was adjusted to pH 1 with concentrated HCl.A large amount of solid was precipitated, and 9.9 g of the target product was obtained by filtration, and the yield was 35%.

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, 39998-81-7, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jilinkai Laiying Pharmaceutical And Chemical Co., Ltd.; Hong Hao; Zhang Enxuan; Lu Jiangping; Liu Zhiqing; Li Chao; Tan Yang; (16 pag.)CN110218150; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding some certain compound to certain chemical reactions, such as: 2401-21-0, name is 1,2-Dichloro-3-iodobenzene, 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 2401-21-0. 2401-21-0

A solution of 2,3-dichloro-iodobenzene (6.00 G, 22. 0 mmol) in 60 mL toluene and 20 mL eth- anol was treated with 3-nitro-phenylboron. ic acid (4. 22 G, 25. 3 mmol) and NA2CO3 (2 N in H20, 30. 0 ML). Then mixture was purged with N2 for 5 min and Pd- (PPH3) (1. 02 G, 0. 879 mmol) was added. The mixture was heated to 90¡ãC for 24 h and cooled to ambient temperature and concentrated in vacuo. The residual oil was partitioned with Et2O (80 M. L) and washed with dilute brine solution (3×50 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure. The resulting white solid was recrystallized from hexane and to give the title compound (2.30 g, 39percent) as a fluffy white SOLID. 1H NMR (CDC13,400 MHz) 5 8.29 (m, 2H), 7.76 (m, 1H), 7.63 (t, J=7. 61 Hz, 1H), 7. 55 (m, 1H), 7. 31 (t, J=7.81 HZ, 1H), 7.26 (m, 1H.)

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 1,2-Dichloro-3-iodobenzene.

Reference:
Patent; ICOS CORPORATION; WO2005/19200; (2005); A2;,
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. 455-13-0, name is 4-Iodobenzotrifluoride, A new synthetic method of this compound is introduced below., 455-13-0

General procedure: General procedure: a 50 mL ask equipped with a magnetic stir bar was charged with aryboronic acid (1 mmol, 1 equiv), aromatic halides (1.2 mmol, 1.2 equiv), catalyst (2 mol%), base (2 mmol, 2 equiv), DMF (5 mL) solution under CO (1 atm) atmosphere, along with sealed the reaction flask by a rubber stopper and CO was injected into it with a stainless steel gas flowmeter. The mixture was then stirred at 120 C forthe indicated time (SI, Fig. S1). After being allowed to cool to roomtemperature, the reaction mixture was diluted with 5 mL water and extracted with diethyl ether (3 ¡Á 5 mL). The organic phases werecombined, and the volatile components were evaporated in a rotaryevaporator. The residue was puried by column chromatography onsilica gel.

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:
Article; Wang, Zheng-Jun; Wang, Xue-Yan; Wang, Xia; Liang, Zhi-Wu; Xu, Xinhua; Catalysis Communications; vol. 101; (2017); p. 10 – 14;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

766-99-4, 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 766-99-4 as follows.

A solution of 4-iodophenyleneacetylene in 0.5 mmol (113 mg)N-chlorosuccinimide 1 mmol (133 mg),Silver nitrate 1 mmol (154 mg) and tetrahydrofuran 5 ml were successively added to a 25 ml volume sealed pressure vessel.The mixture was reacted at 50 C for 8 hours.After completion of the TLC reaction, the reaction solution was diluted with methylene chloride and filtered to give a clear solution which was separated by column chromatography (eluent ratio: petroleum ether to ethyl acetate volume ratio of 10: 1) The eluate was removed by evaporation of the eluent to give 1-iodo-4- (nitroalkynyl) benzene (58% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 766-99-4, and friends who are interested can also refer to it.

Reference:
Patent; Zhejiang University of Technology; Liu, Yunkui; Zhang, Wei; Zhang, Jian; (10 pag.)CN106478327; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 387-48-4, name is 3-Fluoro-2-iodobenzoic acid, 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. 387-48-4

Intermediate A-33: 3-fluoro-2-(1H-1,2,3-triazol-1-yl)benzoic acid To 3-fluoro-2-iodobenzoic acid (4.5 g, 16.9 mmol) dissolved in dioxane (33.8 mL) and H2O (0.09 mL) was added Cs2CO3 (11.02 g, 33.8 mmol), CuI (161 mg, 0.85 mmol), 2H-1,2,3-triazole (1.96 mL, 33.8 mmol), and trans-N,N-dimethyl-1,2-cyclohexanediamine (0.53 mL, 3.38 mmol). The mixture was then heated to 100 C. overnight, cooled to room temperature, diluted with H2O, and extracted with EtOAc. The aqueous layer was then acidified and extracted with EtOAc. The combined organics were dried and concentrated. From this concentrate a solid precipitated to provide intermediate A-33 (285 mg, 8%). MS (ESI) mass calcd for C9H6FN3O2, 207.0; m/z found 208.1 [M+H]+. 1H NMR (500 MHz, Methanol-d4) delta 6.81-6.77 (m, 1H), 6.46-6.40 (m, 2H), 6.30-6.23 (m, 1H), 6.18-6.12 (m, 1H).

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 387-48-4.

Reference:
Patent; Janssen Pharmaceutica NV; GELIN, Christine F.; LEBOLD, Terry P.; SHIREMAN, Brock T.; US2014/275118; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

1643-29-4, A common heterocyclic compound, 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid, molecular formula is C9H9IO2, 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 16; Commercially available 3-(4-iodophenyl)propionic acid (200 mg, 0.72 mmol) was combined with phenyl boronic acid (177 mg, 1.45 mmol), catalytic tetrakis-(triphenylphosphine)- palladium (20 mg), and saturated aqueous sodium bicarbonate (IM5 1.45 mL, 1.45 mmol) in (1:1) dioxane-ethanol (5 mL). The reaction mixture was heated at 100 0C overnight, cooled to room temperature, filtered, and concentrated in vacuo. The residue was purified via preparative RPHPLC to give the biaryl propionic acid intermediate, which is defined as Compound 15 in Scheme 5. This intermediate acid was converted into EXAMPLE 16 in a manner similar to the Examples above. The compound was purified via preparative RPHPLC to give the desired product. 1H KfMR (CD3OD, 500 MHz) delta 7.68-7.62 (m, 4H), 7.51-7.38 (m, 5H), 6.93 (s5 IH), 3.12 (t, 2H), 2.93 (t, 2H), 2.80 (q, 2H)5 2.66 (s, IH), 1.33 (t, 3H); LCMS m/z 378 (M-I).

The synthetic route of 3-(4-Iodophenyl)propanoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/120575; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

19094-56-5, A common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

2-chloro-5-iodobenzoic acid (10.0 g, 35.5 mmol) was suspended in methylene chloride (200 mL). To the resulting mixture was added N,N-dimethylformamide (0.05 mL), and then added dropwise oxalyl chloride (11.3 g, 89.0 mmol) at 0 C. After the completion of dropwise addition, the resulting mixture was warmed up to room temperature and stirred for 4 hr. The resulting clear solution was evaporated by rotation to remove the solvent and produce 10.7 g of a product in a yield of 100%, which was directly used in the next reaction without purification

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XUANZHU PHARMA CO., LTD.; Wu, Frank; US2015/191502; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2401-21-0, Name is 1,2-Dichloro-3-iodobenzene, 2401-21-0, 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.

EXAMPLE 4 200 mg of 3-alpha-cholestanyl nicotinate (0.4 mmoles) and 130 mg of iodobenzenedichloride were dissolved in 19 ml of dichloromethane. 200 ml of epoxybutane (2.3 mmoles) was added as a hydrogen chloride scavenger and the solution was irradiated with a sunlamp for 10 minutes. 9-chloro-3-alpha cholestanyl nicotinate was isolated by evaporating the solvent and was purified on a silica column.

Statistics shows that 1,2-Dichloro-3-iodobenzene is playing an increasingly important role. we look forward to future research findings about 2401-21-0.

Reference:
Patent; The Trustees of Columbia in the City of New York; US4920216; (1990); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

82998-57-0, name is 3-Iodo-4-methylbenzoic acid, 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. 82998-57-0

3-Iodo-4-methylbenzoic acid (lOg, 38.16mmol), bis (pinnacolato) diboron (14.5g, 57. 24mmol), potassium acetate (18.73g, 190.8mmol) and PdCl2dppf (3.12g, 3.8mmol) in DMF (200ml) were heated at 80C for 21hrs. The solvent was evaporated from the cooled reaction under vacuum, the residue dissolved in ethyl acetate (300ml) and hydrochloric acid (2N, 300ml) and filtered through celite. The organic phase was separated and the aqueous extracted with ethyl acetate (2 x 300ml). The combined organic extracts were washed with brine (500ml) and dried (magnesium sulphate). The solvent was evaporated under vacuum and the residue was absorbed onto silica and applied to a silica column. This was eluted with cyclohexane/ethyl acetate (5: 1). to give the title compound. NMR: AH [d6-DMSO] 12.83, (1H, b), 8.23, (1H, d), 7.89, (1H, dd), 7.29, (1H, d), 2.51, (3H, s), 1.30, (12H, s). LCMS: Rt 3. 65min.

Statistics shows that 82998-57-0 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-4-methylbenzoic acid.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/10995; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com