Category: iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, 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 111771-08-5, Quality Control of 2-Fluoro-6-iodobenzoic acid

Intermediate 21: 2-Fluoro-6-(2H-l,2,3-triazol-2-yl)benzoic acid To a solution of 2H-l,2,3-triazole (5.0 g, 72.46 mmol ) in DMF (20 ml) was added cesium carbonate (23.55 g, 72.46 mmol), N,N-dimethylethylenediamine (1.02 g, 7.24 mmol), copper(I) iodide (0.34 g, 1.811 mmol) and 2-fluoro-6-iodobenzoic acid (9.63 g, 36.23 mmol ) at 0-10 C. The reaction was stirred at 125C for 15 min in the microwave and then poured into water (100 ml) and extracted with ethyl acetate (100 ml x 3). The aqueous layer was acidified with dilute HC1 to pH 2 and extracted with ethyl acetate (100 ml x 3). The combined organic layer was washed with brine, dried over sodium sulphate and concentrated in vacuo. This was then purified by column chromatography (0-3% methanol / dichloromethane) to afford the title compound.1H NMR (400 MHz DMSO- d6): delta ppm 7.43-7.47 (m, 1H), 7.66-7.72 (m, 1H), 7.78-7.80 (m, 1H), 8.13 (s, 2H), 13.71 (s, 1H)MS ES+: 208

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; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); 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. 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, A new synthetic method of this compound is introduced below., name: 4-Iodo-1,2-dimethylbenzene

General procedure: In an oven dried round bottomed flask a mixture of phenyl boronic acid (0.244g, 2.0mmol), aryl halide (2.0mmol), the palladium complex [Pd(OL1)]4 (0.002mmol) and potassium carbonate (0.145g, 2.5mmol) in THF (10cm3) was heated to reflux for 2h, as mentioned in Table 2. After the reaction was completed, the solvent was evaporated and the reaction mixture was extracted with diethyl ether. The ether solution was dried over Na2SO4 and filtered. The ether solution, containing the reaction mixture, was passed through a 30.48cm silica column (60-120 mesh), the complex was not separated out and it remained trapped in the column. After the desired compound was extracted from the column, the complex was extracted using dichloromethane. The unchanged complex was used twice. After evaporation of the ether, solids of the pure products were obtained. The yields of the products obtained from all the reactions were determined after isolation, and the products were characterized by 1H NMR spectra.

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; Pattanayak, Poulami; Pratihar, Jahar Lal; Patra, Debprasad; Lin, Chia-Her; Chattopadhyay, Surajit; Polyhedron; vol. 63; (2013); p. 133 – 138;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 645-00-1, A common heterocyclic compound, 645-00-1, name is 1-Iodo-3-nitrobenzene, molecular formula is C6H4INO2, 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.

To a mixture of 3-iodonitrobenzene (7 g, 28.1 mmoles), K2CO3 (11.63 g, 84.3 mmoles) in 80 mL 1,2-DME/water (1: 1) were added successively CuI (229.50 mg, 1.21 mmoles), PPH3 (591.20 mg, 2.25 mmoles), Pd/C 10% (598. 0 mg, 0.562 mmoles). The mixture was stirred at room temperature for 1 hour. 4-BUTYN-1-OL (5.90 g, 84.30 mmoles) was added, then the mixture was heated to reflux overnight. After cooling, the mixture was filtered on Celite and the organic layer was evaporated under reduced pressure. Tha aqueous layer was acidified with concentrated Chlorhydric acid and extracted with AcOEt. The organic layer were washed with brine, dried, filtered and evaporated. Purified by flash CHNNATOGRAPHY on silica gel AcOEt/Hexanes (35: 65). Yield: 81% H NMR (CDC13,300 MHz) 8 : 8.29 (s, Ar, 1H), 8.17 (M, Ar, 1H), 7.74 (d, Ar, 1H, J = 8HZ), 7.51 (t, Ar, 1H, J = 8Hz), 4.53 (d, 2H, J = 6Hz). A mixture of 3-(3-nitrophenyl)-prop-2-yn-1-ol (100 mg, 0.564 mmoles), Pd/C 10% (10 mg, 0.094 mmoles) was hydrogenated under 38 psi overnight. The mixture was filtered on Celite and the filtrate was evaporated to dryness. Purified by flash chrmatography on silica gel AcOEt/Hexanes (25: 75). Yield: 99% H NMR (CDC13, 300 MHz) 8 : 7.08 (t, Ar, 1H, J = 8. 0Hz), 6.61 (d, Ar, 1H, J = 7. 5HZ), 6.53 (M, Ar, 2H), 3.67 (t, 2H, J = 6. 5HZ), 2.84 (s, 3H), 2.62 (t, 2H, J = 8. 0Hz), 1.87 (M, 2H). 3-(3-aminophenyl)propan-1-ol was then reacted with 2-chloroethylisocyanate as described in examples 1-12 to obtain desired product. Purified by flash chromatography on silica gel ETOH/CH2CL2 (2: 98).EXAMPLE 45: Preparation of Acetic acid 3- {3- [3- (2-CHLORO-ETHYL)-UREIDO]-PHENYL}-PROPYL ester (42) To a mixture OF 3-IODONITROBENZENE (1 g, 4.56 mmoles), K2CO3 (1.57 g, 11.4 mmoles) in 30 mL 1.2-DME/water (1: 1) were added successively CuI (34.78 mg, 0. 18 mmoles), PPH3 (95.80 mg, 0.36 mmoles), Pd/C 10% (97.05 mg, 0.09 mmoles). The mixture was stirred at room temperature for 1 hour. Propargyl alcohol (807 mg, 14.40 mmoles) was added, then the mixture was heated to reflux overnight. After cooling, the mixture was filtered on Celite and the organic layer was evaporated under reduced pressure. Tha aqueous layer was acidified with concentrated Chlorhydric acid and extracted with AcOEt. The combined organic layers were washed with brine, dried, filtered and evaporated. Purified by flash chromatography on silica gel CH2CL2/ETOH (95: 5). Yield: 81% IH NMR (CDC13, 300 MHz) 8 : 8.29 (s, Ar, 1H), 8.17 (M, Ar, 1H), 7.74 (d, Ar, 1H, J = 8HZ), 7.51 (t, Ar, 1H, J = 8Hz), 4.53 (d, 2H, J = 6Hz). To an ice-cold 3- (3-NITROPHENYL)-PROP-2-YN-L-OL (150 mg, 0.85 mmoles) in diethylether (10 mL) were added acetic anhydride (254.23 mg, 2.54 mmoles), triethylamine (256.54 mg, 2.54 mmoles), 4-pyrrolidinopyridine (2.52 mg, 0.017 mmoles) and the mixture was stirred at room temperature for 12 hours. The reaction was quenched by saturated solution OF NA2C03 and the mixture was extracted with AcOEt. The extracts were washed with brine, dried and evaporated. Purified by flash chromatography on silica gel AcOEt/Hexanes (8 : 2). Yield: 99% IH NMR (CDC13, 300 MHz) 8 : 8.24 (s, Ar, 1H), 8.14 (d, Ar, 1H, J = 8. 5HZ), 7.71 (d, Ar, 1H, J = 7. 5HZ), 7. 48 (t, Ar, 1H, J= 8HZ), 4. 88 (s, 2H), 2.12 (s, 3H). A mixture of acetic acid 3- (3-NITROPHENYL)-PROP-2-YNYL ester (100 mg, 0.48 mmoles), Pd/C 10% (10 mg, 0.094 mmoles) in 30 mL of dry ethanol was hydrogenated under 38 psi overnight. The mixture was filtered on Celite and the filtrate was evaporated to dryness. Purified by flash chromatography on silica gel AcOEt/Hexanes (25: 75). Yield: 81% IH NMR (CDC13,300 MHz) 8 : 7.08 (m, Ar, 1H), 6.59 (d, Ar, 1H, J = 7. 5HZ), 6.53 (m, Ar, 2H), 4.09 (t, 2H, J = 6. 5HZ), 3.66 (s, 2H), 2.60 (t, 2H, J = 8HZ), 2.06 (s, 3H), 1.93 (M, 2H). Acetic acid 3- (3-AMINOPHENYL)-PROP-2-YNYL ester was then reacted with 2-chloroethylisocyanate as described in examples 1-12 to obtain desired product. Purified by flash chromatography on silica gel ACOET/CH2CL2 (2: 8). Yield: 93%

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; IMOTEP INC.; WO2004/106291; (2004); 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. 25309-64-2, name is 1-Ethyl-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 25309-64-2

13.20 g (31.64 mmol) of 1-benzyl-4-(benzyloxy)-3-iodopyridin-2(1H)-one are, together with 26.4 ml of triethylamine, initially charged in 224 ml of acetonitrile. 1.11 g (1.58 mmol) of bis(triphenylphosphine)palladium(II) chloride, 301 mg (1.58 mmol) of copper(I) iodide and 4.20 g (41.13 mmol) of ethynylbenzene are added, and the mixture is, under argon and with stirring, heated at 60 C. for 22 h. The mixture is then allowed to cool to room temperature, 11.01 g (47.45 mmol) of 4-ethyliodobenzene are added and the mixture is once more, under argon and with stirring, heated at 60 C. for 24 h. The mixture is then concentrated and filtered through silica gel (mobile phase: cyclohexane/ethyl acetate 1:1, then dichloromethane/methanol 95:5). The product-containing fractions are combined and concentrated. The product obtained in this manner is once more purified by column chromatography on silica gel (mobile phase: dichloromethane/methanol 100:3). The product-containing fractions are once more combined and concentrated. The residue is dissolved in warm ethyl acetate, a little activated carbon is added, the mixture is briefly heated to the boil and the activated carbon is filtered off again. After cooling to room temperature, the precipitated crystals are filtered off with suction, and more crystals are obtained from the mother liquor. In this manner, a total of 6.00 g (44.1% of theory) of the target compound are obtained.LC-MS (method 1): Rt=2.86 min; m/z=406 (M+H)+ 1H-NMR (400 MHz, CDCl3): delta=7.85 (d, 1H), 7.49-7.23 (m, 11H), 7.22 (d, 2H), 6.05 (d, 1H), 5.45 (s, 2H), 2.69-2.61 (q, 2H), 1.26-1.21 (t, 3H).

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 25309-64-2.

Reference:
Patent; Lampe, Thomas; Kast, Raimund; Beck, Hartmut; Stoll, Friederike; Becker, Eva-Maria; Jeske, Mario; Schuhmacher, Joachim; US2010/261736; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2265-93-2, 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. 2265-93-2, name is 2,4-Difluoroiodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of (2,4-difluorophenyl)propiolic Acid 4.95 ml (41.4 mmol) of 2,4-difluoroiodobenzene and 2.56 ml (41.4 mmol) of propiolic acid were dissolved in DMF (16 ml). Following cooling of the reaction medium to 0 C. (ice-water bath), 578 mg (0.83 mmol) of Pd(PPh3)2Cl2 and 308 mg (1.66 mmol) of Cul were added. The reaction solution was then cooled to -10 C. (ice methanol bath) and 14.5 ml (103.4 mmol) of diisopropylamine were added dropwise at this temperature. The cooling bath was then removed and the reaction mixture was stirred a further 16 h after RT had been re-established. The reaction solution was then diluted with EA and washed successively with a 2N HCl solution and a satd aq. NaCl solution. Following drying over MgSO4, filtration, and removal of solvent in vacuo, the residue was boiled with hexane and filtered after cooling to RT. The residue was dissolved in diethyl ether at 30 C. and filtered at this temperature. By removal of solvent in vacuo there were obtained from the filtrate 6.43 g (35.3 mmol, 85%) of (2,4-difluorophenyl)propiolic acid.

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

Reference:
Patent; Gruenenthal GmbH; US2007/112011; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19821-80-8, A common heterocyclic compound, 19821-80-8, name is 1,3-Dibromo-2-iodobenzene, molecular formula is C6H3Br2I, 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.

Place 3-mercaptoindole (25g, 1eq), 1,3-dibromo-2-iodobenzene (60.62g, 1eq), cesium carbonate Cs2CO3(109.18g, 6eq)in a dry two-necked bottleWith a small amount of copper flakes (3.47g, 0.001eq), then add 250mL of dimethylformamide, warmed to 130 for 24 hours, the solvent was distilled off in vacuo, and then dichloromethane and water, the dichloromethane layer After drying with magnesium sulfate, spin-dry it, and then use silica gel column to separate and purify.The solid was obtained as an intermediate (Ir-072-a) with a yield of 83%.

The synthetic route of 19821-80-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Huarui Optoelectric Materials Co., Ltd.; Liang Zhiming; Yan Caijuan; Huang Hong; Pan Junyou; Chen Sihang; (52 pag.)CN111039987; (2020); A;,
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. 16355-92-3, name is 1,10-Diiododecane, A new synthetic method of this compound is introduced below., SDS of cas: 16355-92-3

Example 5 Preparation of 4,4′-(1,12-dodecanediyl)bispyridine LDA (2M) (20 mL, 40.00 mmol) was added dropwise to a solution of 4-picoline (3.73 g, 40.00 mmol) in THF (60 mL) at -78 C. The mixture was stirred for 30 min and then 1,10-diiododecane (6.31 g, 16.00 mmol) in THF (10 mL) was added dropwise. The resulting mixture was warmed to room temperature and stirred for 4 hrs. 50% saturated NH4Cl was added to the reaction mixture. The aqueous phase was extracted with ethylacetate (40 mL*2), and the combined organic liquors were washed with 50% saturated brine (40 mL*3) and saturated brine (40 mL), dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product was purified by column chromatography (hexanes:ethylacetate 1:1 to 1:2) to afford 4.16 g of the title compound. Yield: 80%. 1H NMR (300 MHz, CDCl3) delta 1.18-1.40 (m, 16H), 1.53-1.70 (m, 4H), 2.59 (t, J=7.5 Hz, 4H), 7.10 (d, J=6.0 Hz, 4H), 8.48 (d, J=6.0 Hz, 4H) ppm; 13C NMR (75 MHz, CDCl3) delta 29.4, 29.7, 29.8, 29.9, 30.6, 35.5, 124.0, 149.6, 151.8 ppm.

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; Crooks, Peter; Dwoskin, Linda P.; Zheng, Guangrong; Sumithran, Sangeetha; US2009/318503; (2009); 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. 628-77-3, name is 1,5-Diiodopentane, A new synthetic method of this compound is introduced below., Quality Control of 1,5-Diiodopentane

To a solution of 31 (400mg, 1 .5 mmol) in anhydrous DMF (4 mL), in a flask purged with argon, was added K2C03 (320 mg, 1.5 mmol) and 1 ,5-diiodopentane 32 (1.1 mL, 7.6 mmol). The reaction mixture was heated to 60C until complete (30 minutes). The solution was diluted with CH2CI2 (50 mL) and washed with H20 (50 mL) and brine (50 mL) before the organics were dried with MgS04, filtered and the volatiles remove in vacuo. The crude material was purified by silica gel column chromatography (Hexane/EtOAc ; 100% to 3:7) to afford pure product 33 as a light brown foamy gum (61 1 mg, 87% yield). Analytical Data: RT 1 .51 min; MS (ES+) m/z (relative intensity) 458.95 ([M + H]+ , 100 ).

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; SPIROGEN SARL; HOWARD, Philip Wilson; WO2014/96365; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 645-00-1,Some common heterocyclic compound, 645-00-1, name is 1-Iodo-3-nitrobenzene, molecular formula is C6H4INO2, 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: In a typical method, 1 mmol of bromobenzene, 1 mmol of methylacrylate, 0.04 g of PdNPsPANI/silica-HNS, and 2 mmol of Et3N wereadded to 5 mL of DMF:H2O (1:1) and allowed to stirrer at 130 C. Thereaction completion was monitored by TLC (n-hexane and ethyl acetatemixture as solvent-5:1). After completion of the reaction, the reactionwas cooled to room temperature, the catalyst was removed by filtration.The catalyst was then washed with Et2O (3 5 mL). The organic layerwas separated and dried over anhydrous Na2SO4. The solvent wasevaporated under reduced pressure to give the corresponding arylolefins.To optimize the reaction conditions, GC was used to investigatethe yields under each condition. The NMR spectroscopic data of known compounds were found to be identical with those reported in the literature.

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-3-nitrobenzene, its application will become more common.

Reference:
Article; Rostamnia, Sadegh; Kholdi, Saba; Journal of Physics and Chemistry of Solids; vol. 111; (2017); p. 47 – 53;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 58313-23-8, name is Ethyl-3-iodobenzoate, 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 58313-23-8, Quality Control of Ethyl-3-iodobenzoate

General procedure: Hydrazide ligands (1-12) were synthesized by reportedmethod [28,29]. Ethylbenzoate (25 mmol) was dissolved inethanol (75 mL), and then hydrazine hydrate (100 mmol)was added and the mixture refluxed for 5 h. The solid obtainedwas washed with hexane to afford the hydrazide.Other ligands were prepared from their respective esters. Theanalytical data of benzohydrazide (1), M.P. 116 C; 2-fluorobenzohydrazide (2), M.P. 74 C; 2-methoxybenzohydrazide(3), M.P. 83 C; 2-aminobenzohydrazide (4), M.P.124 C; 4-phenylsemicarbazide (5), M.P. 125 C; 3-aminobenzohydrazide(6), M.P. 79C; 4-aminobenzohydrazide (7),M.P. 229 C; 3-methoxybenzohydrazide (8), M.P. 94 C; 3-fluorobenzohydrazide (9), M.P. 138 C; 3-iodobenzohydrazide(10), M.P. 141 C; 4-iodobenzohydrazide (11) M.P.170 C and 3-bromobenzohydrazide (12) M.P. 160 C; werereported previously [28,30].

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:
Article; Shamshad, Bushra; Jamal, Rifat A.; Ashiqa, Uzma; Mahrooof-Tahirb, Mohammad; Shaikha, Zara; Sultana, Sadaf; Khanc, Khalid M.; Medicinal Chemistry; vol. 11; 8; (2015); p. 798 – 806;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com