Month: August 2021

These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-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. Recommanded Product: 61272-76-2

General procedure: To a cooled solution of KOt-Bu (3,7 g, 30 mmol) in DMF (50 mL) was added dropwise at ?60 °C a solution of the appropriate 2-iodoaniline (9.6 mmol) in DMF (3 mL) and the nitroarene (9.6mmol) in DMF (8 mL). The mixture was stirred at ?60 °C for 0.5h then the temperature was raised slowly to ?30 °C, and the reaction was continued for an additional 1 h, poured into sat.NH4Cl solution (200 mL) and extracted with EtOAc. The extract was washed with H2O, brine, and dried with Na2SO4. After evaporation,the crude product mixture was subjected to column chromatography (SiO2, hexane?toluene). For analytical data, seethe Supporting Information.

The synthetic route of 4-Fluoro-2-iodoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Trawczy?ski, Adam; Telega, Magdalena; Wrobel, Zbigniew; Synlett; vol. 26; 10; (2015); p. 1352 – 1356;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

3930-83-4, name is 2-Iodobenzamide, 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. Quality Control of 2-Iodobenzamide

General procedure: 2-Iodobenzamide 1a (1.0 equiv.), 2-aminoisovaleric acid 2a (3.0 equiv.), Cs2CO3 (3.0 equiv.) and GO/Fe3O4-CuI (Cu+ 0.03 equiv.) were added to DMSO/ethylene glycol (60:1, v/v) in a round bottom flask. The reaction was monitored by TLC. The product was purified by column chromatography with petroleum ether/ethyl acetate (3:1, v/v) to give pure white solid 3a.

The synthetic route of 3930-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kong, Lu-Lu; Fan, Li-Yan; Chinese Chemical Letters; vol. 27; 6; (2016); p. 827 – 831;,
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. 147808-02-4, name is 2-Fluoro-1,4-diiodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Fluoro-1,4-diiodobenzene

Example 29 5-chloro-N-((1-(3-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (40) A mixture of 2,5-diiodofluorobenzene II-4 (2.50 g, 7.18 mmol), 4-hydroxymethylimidazole hydrochloride (0.967 g, 7.18 mmol), 8-hydroxyquinoline (0.104 g, 0.717 mmol) and K2CO3 (2.00 g, 14.5 mmol) in DMSO (12 mL) was degassed with Ar before being charged with CuI (0.136 g, 0.716 mmol). The mixture in a sealed tube was heated at 130 C. overnight. After being cooled to room temperature, H2O and EtOAc were added. It was filtered through celite. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with MeOH in CH2Cl2 (0-5% MeOH) to give (1-(3-fluoro-4-iodophenyl)-1H-imidazol-4-yl)methanol (0.39 g).

The synthetic route of 147808-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2007/259924; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 31599-61-8, 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. 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

Charged 1-iodo-2,4-dimethylbenzene (10 grams, 43.09 mmol, MW: 232.06), 2-hexyldecan-1-ol (12.54 grams, 51.71 mmol, MW: 242.44), cesium carbonate, (21.23 grams, 64.62 mmol, MW: 328.5), 1,10-phenathroline (1.55 grams, 8.601 mmol, MW: 180.21), copper (1) iodide (0.840 grams, 4.307 mmol, MW: 195.01) and 100 ml dry xylene in 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at 140 C. for 24 hours under nitrogen. The resulting suspension was cooled to room temperature and filtered through celite and alumina. The low boiling (xylene) component removed by rotary evaporator and high boiling component by air bath oven at 200 C. under high vacuum for 1 hour. The residue was purified by flask chromatography on silica gel with hexane. The final colorless product yielded 7.0 grams (47%). The product 13C NMR analysis suggests the formation of alkylarylther product. 13C NMR (CDCl3): 158.01, 137.65, 130.27, 128.24, 116.28, 111.19, 70.99, 37.91, 32.12, 31.61, 30.18, 29.85, 29.47, 26.97, 22.90, 20.10, 18.83, 14.19.

The chemical industry reduces the impact on the environment during synthesis 4-Iodo-1,2-dimethylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ExxonMobil Research and Engineering Company; Patil, Abhimanyu O.; Bodige, Satish; Luo, Shuji; Deighton, Shane; Oumar-Mahamat, Halou; (24 pag.)US2017/137734; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, 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 335349-57-0, Computed Properties of C6H4ClIN2O2

Example C5 [4-Iodo-5-(4-methoxy-piperidin-1-yl)-2-nitro-phenyl]-carbamic acid tert.-butyl ester Prepared from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (6.91 g, 23.15 mmol), 4-methoxypiperidine (4.0 g, 34.73 mmol) and NaHCO3 (5.83 g, 69.45 mmol) in DMSO (230 mL) at 100 C. according to the general procedure C (method b). The obtained brown solid (7.95 g) was converted to the title compound according to the general procedure B (method c). Obtained as a yellow solid (6.55 g). MS (ISP) 478 [(M+H)+]; mp 133-135 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-4-iodo-2-nitroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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. Computed Properties of C6H4ClIO2S

General procedure: A: Sulfonyl chloride (1 eq.) was dissolved in a mixture of dry DCM (0.2 M) and TEA (1.5 eq.). Amine (1.2 eq.) was added and the reaction was stirred at 20 C until completion (TLC). The solvent was removed under reduced pressure and the crude product was purified by column flash-chromatography on silica to give the sulfonamide.

The synthetic route of 4-Iodobenzenesulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heinrich, Daniel M.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Raynham, Tony; Turnbull, Andrew P.; Denny, William A.; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 738 – 744;,
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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1,4-Diiodobutane

5 mol of 1,4-diiodobutane was dissolved in 5 L of a 35% acetone solution, the stirring speed was controlled at 150 rpm, 7 mol of 4-methyl-benzonitrile was added, the temperature of the solution was raised to 70 C, and the reflux was 110 min. , reduce the temperature of the solution to 15 C, filter, filter cake with a mass fraction of 55% methylamine solution, pour into the mass fraction of 27% potassium iodide solution layering, the oil layer is washed with sodium chloride solution, the mass fraction is 75% Washed with pentane solution, washed with 85% ethyl acetate solution, distilled under reduced pressure of 40 kPa, collected 55 C fraction, dehydrated with anhydrous sodium sulfate dehydrating agent to obtain finished productEthylene nitrile507.6 g, yield 94%.

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; Chengdu Dongdian Aier Technology Co., Ltd.; Yan Yida; (4 pag.)CN108264470; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 74-88-4, 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. 74-88-4, name is Iodomethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of N-(tert-butoxycarbonyl)-L-isoleucine (1.24 g, 5.4 mmol, 1.0 equiv) in 35 mL THF was cooled to 0 C and slowly treated with NaH (60 % in mineral oil; 0.64 g, 16.1 mmol, 3.0 equiv). CH3I (6.1 g, 42 mmol, 8.0 equiv) was added and the reaction was stirred for 24 h at ambient temperature. Diethyl ether was added and the organic layer was washed with H2O twice. The combined aqueous layers were acidified with citric acid (pH 3) and extracted with EtOAc. The combined organic phases were washed with Na2S2O3 solution and brine and dried over Na2SO4. Removal of the volatiles left the title compound as a colourless oil (1.18 g, 90%). IR 2971 (w), 2934 (w), 2880 (w), 1741 (m), 1694 (s), 1478 (w), 1457 (m), 1436 (m), 1392 (m), 1366 (m), 1332 (m), 1312 (m), 1198 (m), 1143 (s), 1047 (w), 1033 (w), 999 (m), 937 (w), 913 (w), 868 (w), 772 (m), 727 (w). 1H NMR (500 MHz, CDCl3) delta 0.90 (t, J = 7.4 Hz, 3H, H-6), 0.99 (d, J = 6.6 Hz, 3H, H-4), 1.10 (ddd, J = 13.7, 8.9, 7.4 Hz, 1H, H-5a), 1.47 (br s, 10H, H-10/11/12 & H-5b, overlapped), 1.94-2.14 (m, 1H, H-3), 2.86 (s, 3H, H-7), 4.26 (m, 1H, H-2), 9.46 (br s, OH). 13C NMR (125 MHz, (CD3)2SO) delta 10.3 (C-6), 15.8 & 15.9 (C-4), 24.6 (C-5), 27.9 (C-10/11/12), 30.3 & 30.7 (C-7), 32.8 & 33.0 (C-3), 61.4 & 63.0 (C-2), 79.1 (C-9), 154.8 & 155.3 (C-8), 172.1 (C-1). HRMS (ESI) m/z [M-H]- calcd for C12H22NO4- 244.15433, found 244.15495. [alpha]20D +2.6 (c 1.8, CH3CO2H).

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

Reference:
Article; Wunder, Anja; Rothemund, Matthias; Schobert, Rainer; Tetrahedron; vol. 74; 38; (2018); p. 5138 – 5142;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 460-37-7, 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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Fluorene (6.64 g, 40 mmol) was dissolved in 27 mL of THF. After replacing the atmosphere in a reaction vessel with a nitrogen gas, the solution thus obtained was cooled to -20 C. After adding dropwise 15.8 g of n-butyllithium (1.6 M hexane solution) in a reaction vessel, the temperature of the reaction solution was returned to room temperature. Then, the reaction solution was stirred for one hour. The reaction solution was cooled to -78 C. and 8.96 g (80 mmol) of 1-iodo-3,3,3-trifluoropropane was gradually added. The mixture thus obtained was reacted by stirring for one hour after heating to room temperature. After the reaction, 90% acetic acid was added to the mixture, and then a saturated saline solution and hexane were added. The mixed solution thus obtained was separated into the organic layer and the aqueous layer. After the organic layer thus obtained was dehydrated over anhydrous sodium sulfate, the solvent was removed from the organic layer using a rotary evaporator to obtain 6.45 g (yield: 45%) of 9,9-di-3,3,3-trifluoro-n-propylfluorene.

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, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TOKYO OHKA KOGYO CO., LTD.; TADOKORO, Yoshinori; SHIOTA, Dai; (43 pag.)US2017/160636; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

29289-13-2, name is 2-Iodo-4-methylaniline, 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. HPLC of Formula: C7H8IN

As shown in Fig. 24A, to a solution of 2-iodo-4-methylaniline (10 g, 0.0429 mol) in tetrahydrofnran (200 mL) at 0C was added NaHMDS (94.42 mL, 1 M in THF, 0.0944 mol) slowly while maintaining the internal temperature below 5C over 30 min.. After 30 min stirring at 0C, a solution of BOC anhydride (10.29 g, 0.0472 mol) in THF (50 mL) was slowly added while maintaining the internal temperature below 5 C over 30 min. The reaction mixture was warmed to room temperature and stirred 1 hr. Saturated NH4C1 (200 mL) was added to quench the reaction. The organic layer was separated and washed with water (200 mL). The combined aqueous layer was extracted with ethyl acetate (2 x 150 mL), the layers were separated. The ethyl acetate layer was combined with the organic layer and concentrated in vacuo to give brown oil. The crude compound was purified by column chromatography (0-5% ethyl acetate/hexanes). Compound 10 was obtained as a light yellow liquid (13.1 g, 91%).

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EINZIGER, Michael; SIMPSON, Ann, Marie; (499 pag.)WO2019/200232; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com