Author: Jessica.F

These common heterocyclic compound, 202865-85-8, name is 1-Bromo-4-iodo-2-methylbenzene, 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. COA of Formula: C7H6BrI

9,9-Dimethyl-9,10-dihydroacridine (2.09 g, 10 mmol), 2-bromo-5-iodobenzene (1.57 mL, 2.07 g/ml, 11 mmol), cuprous iodide ( 0.38g, 0.2mmol)Sodium tert-butoxide (1.92 g, 20 mmol) was added to the reaction flask, and nitrogen gas was exchanged three times (10 min/time), and the solvent (1,4-dioxane) was injected under a nitrogen atmosphere.After the raw material is partially dissolved, inject 2ml.1,2-diaminocyclohexane (coordinating agent),After the injection, the reaction was refluxed at 110 C for 6 h, extracted, concentrated, and powdered.Purification by column chromatography gave a white solid product 2, yield 70%.

The synthetic route of 1-Bromo-4-iodo-2-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; South China University of Technology; Tang Benzhong; Zhao Zujin; Hu Shimin; Qin Anjun; Hu Rongrong; Wang Zhiming; (24 pag.)CN109593079; (2019); A;,
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Electric Literature of 25245-29-8,Some common heterocyclic compound, 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, molecular formula is C9H11IO3, 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.

PREPARATION EXAMPLE 49 Synthesis of 2,6-dimethoxy-4-iodophenol: To a solution of 5-iodo-1,2,3-trimethoxybenzene (3.2 g) in 1,2-dichloroethane (40 mL) was added aluminum chloride (1.6 g). The mixture was stirred at 60 C. for 4 hours and evaporated. The residue was dissolved in 1 M aqueous sodium hydroxide solution and washed with ether. The aqueous layer was then acidified and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated to give the title compound as white crystalline powder. Yield: 1.0 g (31%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodo-1,2,3-trimethoxybenzene, its application will become more common.

Reference:
Patent; Kowa Co., Ltd.; US6395753; (2002); B1;,
Iodide – Wikipedia,
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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. 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Safety of 5-Fluoro-2-iodobenzoic acid

The 5-fluoro-2-iodo-benzoic acid by adding 13.87mol/L thionyl chloride in a solvent, heating to 60 C, stirring sleepovers Go fully clarified, TLC (PE/EA:10/1) monitoring after the reaction, to evaporate the solvent, adding toluene to dryness, ethyl acetate to dissolve the spare. 3658 g of diethyl malonate was added to 55 L of ethyl acetate, and 4762 g of magnesium chloride was added thereto at room temperature for 30 minutes. 4877 g of triethylamine was added dropwise, and the mixture was stirred for 30 minutes and cooled to 5 C. (5L X 2) was added under ice-cooling, and the organic phase was washed with saturated brine (10 L X), and the mixture was stirred at room temperature for 2 hours. TLC (PE / EA: 10/1) 2) Wash, separate and evaporate the organic layer to give a red oil. Add 12L of a mixture of acetic acid: water: concentrated sulfuric acid volume ratio of 6.6: 4.4: 1, heated to 100 C, stirred overnight (30LX 1), saturated brine (10 L X 2), dried and evaporated to dryness to give a red color. The organic phase was washed with 0.5N sodium hydroxide solution (30 LX 1) and saturated brine (10 L X 2) The product was obtained by passing the superfine silica gel column (PE / EA: 8/1)3.6Kg 1- (5-fluoro-2-iodophenyl)ethanone having the structural formula shown in Formula 3:

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; WuhanPharmaceutical Technology (Shanghai) Co., Ltd.; Guo, SongPo; Qiu, dongcheng; (9 pag.)CN105732355; (2016); A;,
Iodide – Wikipedia,
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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. 3058-39-7, name is 4-Iodobenzonitrile, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

To phenol (1.23 g, 13.10 mmol), copper(l) iodide (333 mg, 1.75 mmol), cesium carbonate (5.69 g, 17.47 mmol), 4-iodobenzonithle (2.00 g, 8.73 mmol) and N,N-dimethylglycine hydrochloride (366 mg, 2.62 mmol) under nitrogen was added degassed 1 ,4- dioxane (10.0 ml_). The whole mixture was heated at 90 0C for 88 hours. The cooled mixture was partitioned between ethyl acetate (100 ml_) and water (100 ml_). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (2 x 100 ml_). The organic layers were combined and washed with brine (100 ml_) and dried with Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography EtOAc/ Hex (1 :12 ? 1 :8) to give the pure product as a white solid (quantative yield). 1H NMR (300 MHz, CDCL3) d(ppm): 7.00 (2H, d, J = 9.1 Hz), 7.06 (2H, d, J = 7.6 Hz), 7.23 (1 H, t, J = 7.2 Hz), 7.41 (2H, t, J = 8.1 Hz), 7.59 (2H, d, J = 9.1 Hz). 13C NMR (75 MHz, CDCL3) d(ppm): 105.9, 118.0 (CH), 119.0, 120.5 (CH), 125.3 (CH), 130.4 (CH), 134.2 (CH), 154.9, 161.8. MS (FAB+): 196 (MH+). HRMS for Ci3H9NO (MH+): calculated: 196.0762; found 196.0780.

The synthetic route of 3058-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF NOTRE DAME DU LAC; WO2009/41972; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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. Quality Control of 1-Ethyl-4-iodobenzene

General procedure: A mixture of compound 2 (500 mg, 1.38 mmol), triethylamine (0.6 mL, 4.14 mmol), and 1-chloro-4-iodobenzene (1.55 mmol) in DMF (3.45 mL) was treated with palladium(II) acetate (15.5 mg, 0.04 mmol) and then heated at 80 ?C under air. After 20 h, the resulting solution was allowed to cool to room temperature, water (7 mL) was added, and the resultant mixture was extracted with ether (7 mL ¡Á 5). The organics was dried over Na2SO4 and concentrated under reduced pressure to give a crude residue, which was purified by silica gel column chromatography to afford the product.

The synthetic route of 1-Ethyl-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ding, Ya-Hui; Fan, Hong-Xia; Long, Jing; Zhang, Quan; Chen, Yue; Bioorganic and Medicinal Chemistry Letters; vol. 23; 22; (2013); p. 6087 – 6092;,
Iodide – Wikipedia,
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Reference of 13194-68-8, The chemical industry reduces the impact on the environment during synthesis 13194-68-8, name is 4-Iodo-2-methylaniline, I believe this compound will play a more active role in future production and life.

To 4-iodo-2-methylaniline (23.3g) (available from Fluorochem) in ice (6Og) and concentrated hydrochloric acid (30ml) was added a solution of sodium nitrite (7.05g) in water (18ml) slowly with stirring over 20min, keeping the temperature below 50C. The mixture was allowed to stand at 0-50C for 2h, then added slowly at 0-50C over 30min to a mixture of diethyl malonate (17ml), ethanol (300ml) and water (50ml) containing sodium acetate (18.8g). The mixture was stirred for 2h at 0-50C then for 2h at 210C. The mixture was concentrated in vacuo to a volume of about 200ml, and the product was collected by filtration, washed with water (200ml) and dried under vacuum to give the title compound as a brown solid (28.9g). LC/MS Rt 3.85min m/z 405 [MH+].

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, 4-Iodo-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/45861; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 4028-63-1, These common heterocyclic compound, 4028-63-1, name is 2,4,6-Trimethyliodobenzene, 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: The reaction was generally performed with 2.0 equivalents of TfOH. m-CPBA (65%active oxidant, 2.6 mmol) and aryl iodide (2.3 mmol) were dissolved in DCM (20 mL)in a sealed tube. The arene (2.6 mmol) was added and the solution was cooled to 0 oC,followed by dropwise addition of TfOH (4.6 mmol), and resulted in a colouredsolution. The reaction mixture was stirred for about 2 h, subsequently concentratedunder vacuum. Et2O was added and the mixture was stirred at room temperature for30 mins to precipitate out an off-white solid.

Statistics shows that 2,4,6-Trimethyliodobenzene is playing an increasingly important role. we look forward to future research findings about 4028-63-1.

Reference:
Article; Liu, Qi-Sheng; Wang, De-Yin; Yang, Jin-Fei; Ma, Zhong-Yi; Ye, Mengchun; Tetrahedron; vol. 73; 26; (2017); p. 3591 – 3595;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1320266-94-1, 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. 1320266-94-1, name is 1-Iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine, This compound has unique chemical properties. The synthetic route is as follows.

1 -(4-(8-amino-3 -isopropylimidazo[ 1 ,5-a]pyrazin- 1 -yl)naphthalen- 1 -yl)-3 -(3- (trifluoromethyl)phenyl)urea (KIRA3). A mixture of compound 1 (12.0 mg, 0.040 mmol), compound 3 (21.9 mg, 0.048 mmol), tetrakis(triphenylphosphine)palladium (1.4 mg, 1.2 muetaiotaomicroniota) and sodium carbonate (9.3 mg, 0.088 mmol) was dissolved in a 3 : 1 mixture of DME/water (160 uL). The mixture was heated overnight at 85 C. The crude mixture was cooled to room temperature, diluted in a mixture of acetonitrile/water and purified by reverse phase chromatography (HPLC) to obtain 12.3 mg of GP146 (61% yield). TLC (CH2C12:MeOH, 95:5 v/v): Rf = 0.4; 1H MR (300 MHz, MeOD): delta 8.27-8.22 (m, 1H), 8.02-7.96 (m, 2H), 7.90-7.86 (m, 1H), 7.83-7.79 (m, 1H), 7.72-7.49 (m, 5H), 7.37-7.32 (m, 1H), 7.04-6.99 (m, 1H), 3.66-3.55 (m, 1H), 1.54-1.48 (m, 6H); 13C NMR (500 MHz, MeOD): delta 154.9, 151.6, 149.8, 140.2, 135.9, 132.9, 129.4, 128.7, 128.7, 127.1, 126.6, 126.6, 125.8, 125.7, 121.9, 121.9, 121.8, 120.2, 1 18.7, 118.7, 1 15.1, 1 14.6, 1 12.9, 108.4, 25.8, 19.6; [M+l]+ found, 505.4. HPLC Purification Conditions: C18 column (250 x 21 mm), CH3CN/H2O-0.1% CF3C02H = 1 :99 to 100:0 over 78 min; 8 mL/min; 220 nm and 254 nm detection for 78 min. The purity of GP146 was determined to be >98% by analytical HPLC in two different solvent systems.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MALY, Dustin J.; BACKES, Bradley, J.; OAKES, Scott, A.; PAPA, Feroz, R.; GHOSH, Rajarshi; WANG, Likun; (220 pag.)WO2016/4254; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2468-56-6, The chemical industry reduces the impact on the environment during synthesis 2468-56-6, name is 6-Iodohex-1-yne, I believe this compound will play a more active role in future production and life.

To a solution of 3,5-dihydroxybenzaldehyde (552 mg, 4 mmol) in DMF (5 mL) at 0 C under argon was added NaH (164 mg, 4.1 mmol, 60% in mineral oil). The mixture was stirred for 30 min at r. t. and a solution of hex-5-ynyl iodide (390 mg, 1.9 mmol) in DMF (5 mL) was added. The reaction mixture was stirred for 18 h at r. t. The reaction was quenched with 1 M HCl, extracted with EtOAc (3 times). The combined organic phases were washed with H20 (2 times), dried over Na2S04, concentrated under reduced pressure and the residue was separated by column chromatography (hexane: EtOAc = 10 : 1 to 1 : 1) yielding the desired product (240 mg, 58%) as a colorless solid. – 1H NMR (500 MHz, CD3OD): 9.84 (s, 1 H), 6.96 – 6.93 (m, 1 H), 6.92 – 6.90 (m, 1 H), 6.65 (t, J= 2.3 Hz, 1 H), 4.03 (t, J= 6.3 Hz, 2 H), 2.32 – 2.21 (m, 3 H), 1.95 – 1.87 (m, 2 H), 1.75 – 1.67 (m, 2 H). – 13C NMR (125 MHz, DMSO-d6): 192.63, 160.86, 159.14, 138.64, 108.46, 107.85, 105.98, 83.28, 68.47, 67.36, 27.94, 24.88, 17.40.

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, 6-Iodohex-1-yne, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TECHNISCHE UNIVERSITAeT MUeNCHEN; FETZER, Christian; KOROTKOV, Vadim; SIEBER, Stephan; (95 pag.)WO2018/114965; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 791642-68-7, 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. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5-bromo-2-iodoanisole (0.5 g, 1.6 mmol), morpholine (0.14 mL, 1.6 mmol), Pd2(dba)3 (0.04 g, 0.048 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.08 g, 0.144 mmol) and sodium tert-butoxide (0.46 g, 4.79 mmol) in toluene (10 mL) was heated to 70 C for 20 h. The reaction was diluted with water, extracted with EtOAc, dried and evaporated. The crude product was purified by flash silica chromatography eluting with 0-30% EtOAc/cyclohexane. Pure fractions were evaporated to dryness to give 4-(4-bromo-2- methoxy-phenyl)morpholine, (0.24g, 56%). m/z ES+ [M+H]+ 272/274; 1H NMR (400 MHz, DMSO-d6) d 7.10- 7.04 (m, 2H), 6.82 (d, J = 8.4 Hz, 1H), 3.80 (s, 3H), 3.74- 3.66 (m, 4H), 2.96- 2.89 (m, 4H).

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

Reference:
Patent; ARTIOS PHARMA LIMITED; BLENCOWE, Peter; CHARLES, Mark; CRIDLAND, Andrew; EKWURU, Tennyson; HEALD, Robert; MACDONALD, Ellen; MCCARRON, Hollie; RIGOREAU, Laurent; (200 pag.)WO2020/30925; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com