Category: iodides-buliding-blocks

Synthetic Route of 132131-24-9, 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. 132131-24-9, name is 2-Amino-5-iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Alternative Synthesis of iV-(4-moipholinophenyl)-6-(4-(4-morphoIinophenyIamino)quinazolin-6-yl)quinazolin-4-amine; N’-(2-Cyano-4-iodo~phenyl)-N,N-dimethyl-formamidine:2-Amino-5-iodo-benzonitrile (5g, 20.5mmol) was heated to reflux in DMF-DMA (20ml) for 2h. On cooling and concentrating to dryness in vacuo the residue was filtered through silica (2Og, SiO2) eluting with dichloromethane to afford a brown oil (6.15g, 100%)1H NMR (CDCl3) delta 7.71 ( IH, d), 7.58 ( IH, dd), 7.505 ( IH, s), 6.64 (IH, d), 3.01 (6H, s)LC-MS rt 3.46 m/z 299 MH+; Example 2; N*4*-(4-Morpholin-4-yI-phenyl)-N*4*-phenyl-[6,6′]biquinazolinyl-4,4′- diamine; N’-(2-Cyano-4-iodo-phenyl)-N,N-dimethyl-formamidine; 2-Amino-5-iodo-benzonitrile (5g) in DMF-DMA ( 10ml) was heated to 110 for 2h. The cooled reaction mixture was diluted with water (100ml) and extracted into ethyl acetate (3xl00ml). The combined organic phases were dried (MgSO4) and concentrated to give a viscous brown oil (~ quantitative) which was used without further purification.1H NMR (CDCl3) delta 7.77 (IH, m), 7.65 (IH, dm, J8.85Hz), 7.57 (IH, s), 6.70 ( IH, d,J8.85Hz), 3.012 (6H, s)LC-MS rt 3.46 m/z 299.78

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-Amino-5-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2006/79833; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 773136-66-6, name is Ethyl 2-Fluoro-5-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 773136-66-6, Formula: C9H8FIO2

Under nitrogen atmosphere, starting Ester Intermediate 5e (5.0 g, 15.3 mmol) was dissolved in THF (40 mL), the reaction mixture was cooled to -50C and stirred for 10 minutes. Isopropyl-magnesium-chloride (1 1 mL of a 2M solution in THF) was added dropwise and the reaction mixture was stirred at -50C for 2h. The reaction mixture was cooled to -78C and a solution of cyclobutanone (2.15 g, 30.6 mmol) in THF (10 mL) was added dropwise. The reaction mixture was stirred at -78C for 1 h, then warmed to room temperature and stirred for 18h. The solvent was removed under vacuum, dichloromethane was added and the reaction mixture was washed with a saturated solution of NaHCO3, The organic phase was concentrated under vacuum and the crude product obtained was purified by flash chromatography (eluent from 90:10 to 80:20 Cy/EtOAc) to obtain the desired product (3.0 g). GC-MS (Method 10): Rt = 10.91 min MS : m/z = 210 (M-28)+

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, Ethyl 2-Fluoro-5-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; BERTANI, Barbara; FRATTINI, Sara; DI ANTONIO, Giustino; WO2014/19979; (2014); 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. 1189352-83-7, name is 3-Chloro-5-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., Formula: C7H3ClF3I

2)9- (4-methoxyphenyl) -10 anthracene boronate 3mmol,1-chloro-3-iodo-5-trifluoromethyl-4,6-dihydrosubstituted benzene 3 mmol,Tetrakis(triphenylphosphine)palladium 0.3 mmol,Toluene 120mL,30 mL of ethanol and 120 mmol of K2CO3 (formed as a solution with 30 mL of distilled water) were added to the reaction flask.Then vacuum the system,Nitrogen protection,The reaction was carried out at 110 C for 24 hours.After the reaction,extraction,Rotary evaporation,Column chromatography (eluent: n-hexane / dichloromethane = 1:1),Recrystallization gave the product A9.The yield was 69%. 3)Will A9 2mmol,Boronic acid pinacol ester 6mmol,Palladium acetate 0.2 mmol,2-dicyclohexylphosphine-2′,6′-dimethoxybiphenyl 0.4 mmol,Potassium acetate 6mmol,Add 1,4-dioxane 90mL to the reaction flask,Then vacuum the system,Nitrogen protection,The reaction was carried out at 105 C for 18 hours.After the reaction,extraction,Rotary evaporation,Column chromatography (eluent: n-hexane / dichloromethane = 2:1),Recrystallization to give the product B9,The yield was 68%. 4)The final product i is obtained by Suzuki coupling reaction: B9 1mmol,The product obtained in step 2 is 9-bromo-10-(4-cyano)benzoquinone 0.84 mmol.Catalyst tetrakis(triphenyl)phosphine palladium 0.12 mmol,Toluene 60mL,20mL of ethanol,K2CO3 33.6mmol (formed into solution with 20mL distilled water),Add to the reaction bottle,Under the protection of nitrogen,It was refluxed at 110 C for 24 h.After the reaction, the methanol is hot washed,Filtering,Recrystallization of toluene,Sublimation gives the final product.The yield was 69%.

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; Shaanxi Normal University; Hu Jianyong; Zhang Jiali; Zhao Zhen; Duan Xuewei; (24 pag.)CN109503427; (2019); A;,
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. 59382-39-7, name is 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H3F4I

Dissolve 1-fluoro-4-iodo-2-trifluoromethylbenzene (813 mg, 2. 8 mmol) in triethylamine (6 mL). Add 3-ethynyl-5-methoxypyridine, (prepared as described in PREPARATION 10), (400 mg, 3. 0 mmol) followed by bis (triphenylphosphine) palladium (II) dichloride (0. 100 g, 0. 14 mmol) and copper (I) iodide (53 mg, 0. 28 mmol). Heat at 70 C for 16 h, concentrate, and purify using silica gel chromatography, eluting with 100 : 0 to 90 : 10 methylene chloride : ethyl acetate, to give the title compound as a pale yellow solid (820 mg, 99%). 1HNMR (300 MHz, CDCl3) 6 3. 89 (s, 3H), 7. 19-7. 26 (m, 1H), 7. 30-7. 31 (m, 1H), 7. 69- 7. 74 (m, 1H), 7. 79-7. 82 (m, 1H), 8. 30 (d, J = 2. 8 Hz, 1H), 8. 38 (d, J = 1. 3 Hz, 1H) ; MS (APCI) : m/z = 296 [M+H] +.

The synthetic route of 59382-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 914636-93-4, The chemical industry reduces the impact on the environment during synthesis 914636-93-4, name is 3-Fluoro-5-iodobenzaldehyde, I believe this compound will play a more active role in future production and life.

3-Fluoro-5-iodocinnamic Acid Methyl Ester 3-Fluoro-5-iodobenzaldehyde, monomethyl malonate, and a catalytic amount of pyrrolidine are heated in pyridine. After cooling, the solvent is distilled off in vacuo. 2N HCl and ethyl acetate are added to the residue, and the phases are separated. The organic layer is washed with brine and dried over Na2SO4. After evaporation, the residue is purified by CC on silica gel with EtOAc/hexane. Evaporation of appropriate fractions yields the title compound.

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, 3-Fluoro-5-iodobenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 249647-25-4, 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. 249647-25-4, name is 3-Bromo-4-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

Method 13: Synthesis of 5-(5-{2-r5-(3-bromo-4-iodophenyl)-l,2,4-oxadiazol-3-yll-3- meth lbutan-2-yl}pyridin-2-yl)pyrimidin-2-amine (Example 69)A suspension of R19 (163.3 mg, 0.50 mmol) and Iota,Gamma-carbonyldiimidazole (81.0 mg, 0.50 mmol) in THF (2.0 mL) is heated at 50C for 30 min. 1-8.4 (100.0 mg, 0.33 mmol) is added and the solution is heated under reflux for 3 hours. The mixture is cooled to room temperature and AcOH (0.2 mL) is added. The reaction mixture is stirred at 80C overnight. After cooling to room temperature, the mixture is poured into water and extracted with EtOAc. The organic layers are combined, dried over anhydrous Na2S04 and filtered. The solvent is removed under reduced pressure. Purification via silica gel column chromatography affords Example 69 (67.0 mg).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John, D.; LIU, Weimin; LO, Ho Yin; LOKE, Pui Leng; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee, M.; WO2012/40137; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 206559-43-5, name is 5-Bromo-2-iodo-m-xylene, molecular formula is C8H8BrI, 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. HPLC of Formula: C8H8BrI

2.5 M n-Butyllithium, in tetrahydrofuran, (1.42 ml, 3.54 mmol, 1.1 equiv.) was added dropwise to a solution of bromobenzene (0.34 ml, 3.22 mmol, 1.0 equiv.) in dry tetrahydrofuran (18 ml), under nitrogen at -78 C. and the mixture stirred for 30 minutes. Zinc chloride (0.48 g, 3.54 mmol, 1.1 equiv.) was added and the mixture allowed to warm to room temperature while stirring for 2 hours. Palladium tetrakistriphenylphosphine (0.19 g, 0.16 mmol, 0.05 equiv.) and a solution of 5-bromo-2-iodo-1,3-dimethyl-benzene (1.00 g, 3.22 mmol, 1.0 equiv.) in tetrahydrofuran (2 ml) were added and the mixture stirred at room temperature for 16 hours. The tetrahydrofuran was evaporated under reduced pressure and the crude product purified by column chromatography (SiO2, heptane). The fractions were combined to afford 4-bromo-2,6-dimethylbiphenyl, 278 mg (33% yield) as a clear oil deltaH (400 MHz; d4-methanol) 7.28-7.39 (3H, m), 7.18 (2H, s), 7.03 (2H, d), 1.90 (6H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 206559-43-5, its application will become more common.

Reference:
Patent; Gubler, Marcel; Haap, Wolfgang; Hebeisen, Paul; Kitas, Eric A.; Kuhn, Bernd; Minder, Rudolf E.; Schott, Brigitte; Wessel, Hans P.; US2007/281979; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 52914-23-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52914-23-5 name is 2-(4-Iodophenyl)ethanol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

3-[4-[2-(Benzyloxy)ethyl]phenyl]-5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]pyridine Into a 50-mL 3-necked round-bottom flask under N2 was placed a solution of 2-(4-iodophenyl)ethanol (470 mg, 1.90 mmol) in tetrahydrofuran (10 mL). Sodium hydride (91 mg, 3.8 mmol, 1.2 equiv.) was added at 0 C. The mixture was warmed to room temperature and stirred at room temperature for 2 h. Benzyl bromide (272 muL, 3.9 mmol, 1.2 equiv.) and tetra-n-butylammonium bromide (61 mg, 0.19 mmol, 0.10 equiv.) were added at room temperature. The resulting solution was stirred for 20 h at room temperature. The reaction was then quenched by the addition of 10 mL of aqueous NH4Cl. The solution was extracted with 3*60 mL of EtOAc, and the organic layers were combined and washed with 50 mL of brine. After evaporation, the residue was applied onto a silica gel column, and the product was eluted with EtOAc/petroleum ether 1:20 to furnish 600 mg (94%) of 1-[2-(benzyloxy)ethyl]-4-iodobenzene as a white solid. A solution/suspension of 3-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine (427 mg, 1.00 mmol), 1-[2-(benzyloxy)ethyl]-4-iodobenzene (338 mg, 1.00 mmol), CsF (304 mg, 2.00 mmol), Pd(PPh3)4 (58 mg, 0.05 mmol) and CuI (19 mg, 0.10 mmol) in anhydrous DMF (5 mL) was stirred at 50 C. for 5 h under N2. The reaction mixture was cooled and concentrated under vacuum. The residue was applied onto a silica gel column, and the product was eluted with EtOAc/petroleum ether/Et3N 3:6:0.5 as the eluent to give the title compound (280 mg, 59%) as light-yellow oil. 1H NMR (CDCl3, 300 MHz) delta 8.48 (s, 1H), 8.33 (d, J=2.1 Hz, 1H), 7.55 (d, J=8.1 Hz, 2H), 7.48 (s, 1H), 7.37-7.29 (m, 7H), 4.57 (s, 3H), 4.42 (s, 1H), 4.24 (dd, J=7.2, 3.0 Hz, 1H), 3.93 (t, J=7.2 Hz, 2H), 3.75 (t, J=7.2 Hz, 2H), 3.00 (t, J=7.2 Hz, 2H), 2.43-2.30 (m, 2H), 1.42 (s, 9H). LC-MS (ESI) m/z 475 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Iodophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19231-06-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 19231-06-2 name is Bis(4-methoxyphenyl)iodonium bromide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

107.2 g obtained in step (1) was added to the reactor.3,5-diiodo-L-tyrosine copper complex and 1000 ml of water,Then slowly add 1200ml of n-butanol to the inside.After the dropwise addition within 1 h, the reaction was dissolved. Then add 43.8g of diisopropylamineThereafter, 146 g of diphenyl methyl ether iodide bromide was further added. The reaction solution was heated to 90 C, and reacted at 90 C for 2 h, cooled to room temperature, and 280 ml of toluene was added. An additional 200 ml of 10% citric acid solution was added and stirred at room temperature for 2 h, filtered, washed with water and methyl isobutyl ketone. The obtained wet cake was further added with 400 ml of 10% citric acid solution and stirred for 1 h, filtered, and washed with 10% citric acid solution.Drying to give 2-amino-3-(3,5-diiodo-4-(4-methoxyphenoxy)phenyl)propionic acid (compound of formula III) 69.1 g,The yield was 59.3%, and it was used.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Bis(4-methoxyphenyl)iodonium bromide, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Tech University; Lu Dingqiang; Chen Li; Wang Xinxian; Ye Hui; (10 pag.)CN109810009; (2019); 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. 52914-23-5, name is 2-(4-Iodophenyl)ethanol, A new synthetic method of this compound is introduced below., Safety of 2-(4-Iodophenyl)ethanol

EXAMPLE 19 n-Hexyl-p-Iodophenethyl Carbonate (m of Table I) p-Iodophenethyl alcohol was reacted with n-hexyl-chloroformate according to the carbonate synthesis of Procedure B. The isolated material gave an ir and nmr spectra in agreement with the proposed structure. The oil had a refractive index of ND25 = 1.5295. The mass spectrum (70 ev) parent ion was measured at m/e 376.0508, and calculated for C15 H21 IO3 at 376.0538. Analysis: calculated C15 H21 IO3: C, 47.91; H, 5.63; found C, 48.07; H, 5.66.

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; Lafayette Pharmacal, Inc.; US4022814; (1977); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com