Tag: M.W=200-300

Electric Literature 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: Condition B: An oven-dried pressure tube (10 mL) was charged with sodium sulfide nonahydrate (144 mg, 0.6 mmol), acetic acid (36 mg, 0.6 mmol), nitrobenzene (24.6 mg, 0.2 mmol), DMF (0.8 mL). The reaction vessel was closed under air and the resulting solution was stirred at room temperature for 20 h. Then the reaction mixture was filtered through a pad of silica gel and washed with 5 mL ethyl acetate for three times. The filtrate was removed under vacuum and the residue was purified by flash column chromatography (silica gel, petroleum ether/ethyl acetate = 4:1) to give the desired product.

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; Shuai, Qi; Li, Jun; Zhao, Feng; Su, Weike; Deng, Guojun; Chemical Papers; vol. 73; 4; (2019); p. 965 – 975;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 123158-75-8, 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 123158-75-8 as follows.

b) To a solution of 4-chloro-2-iodo-5-nitroaniline (8.5 g) in ethanol (38 ml) was added concentrated sulphuric acid (4.4 ml) dropwise, then the solution was heated to reflux and solid sodium nitrite (4.9 g) added in small amounts over 30 minutes. The mixture was refluxed a further one hour and poured into ice water, the product extracted into ethyl acetate, washed with water and brine and the organic layer was dried over sodium sulfate. The solution was evaporated and the residue purified by column chromatography to give 5-chloro-3-iodonitrobenzene (3.4 g). delta (360 MHz, DMSO-d6) 8.28 (1H, d, 2-H), 8.35 (1H, d, 6-H) and 8.46 (1H, d, 4-H).

According to the analysis of related databases, 123158-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Sharp & Dohme Limited; US5270309; (1993); 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. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, A new synthetic method of this compound is introduced below., SDS of cas: 32024-15-0

7-Ethoxy-4-(3-iodo-4,5-dimethoxybenzyl)isoquinolin-8-ol hydrochloride 72In an ace pressure tube, 2-((2,2-diethoxyethylamino)methyl)-6-ethoxyphenol SAO 33014 (244 mg, 0.86 mmol) and 3-iodo-4,5-dimethoxybenzaldehyde RBO 40110 (250 mg, 0.86 mmol) were dissolved in a mixture EtOH:37% HCI solution = 1 :1 (10 ml_). The reaction mixture was stirred at 100C for 10 min then cooled to RT. The volatiles were removed under vacuum and the residue was taken back in EtOAc (150 ml_) and neutralized with a 10% NaHCO3 aq. solution (15 ml_). The separated organic layer was washed with water (3×30 ml_), brine (30 ml_), dried over Na2SO4, filtered and evaporated to give a yellow solid. This solid was purified by column chromatography (SiO2, eluent CH2CI2:EtOAc = 100:0 to 50:50) to give, after evaporation and drying, 7-ethoxy-4-(3-iodo-4,5-dimethoxybenzyl)isoquinolin-8-ol (37 mg). This solid was dissolved in MeOH (2 ml_) and a 0.49 N HCI solution in MeOH (160 muIota_, 0.08 mmol) was slowly added. The reaction mixture was stirred at 4C for 15 min. After evaporation and drying under P2O5, 7-ethoxy-4-(3-iodo-4,5- dimethoxybenzyl)isoquinolin-8-ol hydrochloride 72 (39 mg, 9% yield) was obtained as a yellow solid. MW: 501 .75; Yield: 9%; Yellow Solid; Mp (C): 221 .9Rf. 0.40 (CH2CI2:EtOAc = 50:50, free base).1H-NMR (CD3OD, delta): 1 .50 (t, 3H, J = 9 Hz, CH3), 3.75 (s, 3H, OMe), 3.81 (s, 3H, OMe), 4.35 (q, 2H, J = 9 Hz OCH2), 4.47 (s, 2H, CH2), 7.00 (s, 1 H, ArH), 7.23 (s, 1 H, ArH), 7.82 (d, 1 H, J = 9 Hz, ArH), 8.03 (d, 1 H, J = 9 Hz ArH), 8.09 (s, 1 H, ArH), 9.66 (s, 1 H, ArH).13C-NMR (CD3OD, delta): 15.0 (CH3), 35.9 (CH2), 56.5 (O-CH3), 60.7 (O-CH3), 66.9 (O- CH2-CH3), 93.1 , 1 15.0 (ArH), 1 16.5 (ArH), 120.5, 126.8 (ArH), 128.4 (ArH), 131 .6 (ArH), 132.6, 137.3, 137.4, 142.8 (ArH), 146.5, 147.0, 149.3, 154.2.MS-ESI m/z (% rel. Int.): 466.0 ([MH]+, 100).HPLC: Method A, XBridge column, detection UV 254 nm, RT = 4.68 min, peak area 99.0%.

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; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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 31599-61-8, Quality Control of 4-Iodo-1,2-dimethylbenzene

14 Typical procedure for the preparation of 4,5-disubstituted-1,2,3-(NH)-triazoles (synthesis of 3a): A round-bottom sidearm flask (10 mL) containing PdCl2(PPh3)2 (0.015 mmol) was subjected to the Schlenk-line procedures of evacuation and purging of CO for three cycles. Iodobenzene and 4 equiv Et3N (1.2 mmol) were successively added, and the mixture was stirred at room temperature for 10 min, then 1-hexyne (0.45 mmol) was added, continuously stirred at room temperature for 14 h. Then NaN3 (35.1 mg, 0.54 mmol) and 1 mL DMSO were added to the mixture and the reaction continued at 45 C for 36 h. Following, to the reaction mixture was added water (2 mL), 20% HCl solution (1 mL) and extracted with ether (3 * 10 mL). The combined organic phases were washed with brine (2 * 5 mL), dried over anhydrous MgSO4 and concentrated in vacuo. The residue was subjected to flash column chromatography with hexanes/EtOAc (5/1) as eluent to obtain the desired 3a (56.33 mg, 82% yield). All products gave satisfactory spectroscopic and analytical data.

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-1,2-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Na; Wang, Dong; Li, Jihui; Shi, Weilin; Li, Chao; Chen, Baohua; Tetrahedron Letters; vol. 52; 9; (2011); p. 980 – 982;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, 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 58755-70-7, Formula: C7H6INO3

Compound A 1.8 mmol and compound B 1.5 mmol were added to 5 mL of dry N,N-dimethylformamide. Then, 2 mL of triethylamine and 105 mg of bis(triphenylphosphine)palladium(II) chloride were successively added thereto. Degassing operation under nitrogen protection, rapidly adding 0.2 mmol of cuprous iodide and 0.01 g of manganese tetroxide. The reaction was carried out under nitrogen atmosphere for 3 h. Filtration, to the filtrate was added 60 mL of ethyl acetate then washed. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The organic layer was dried with a rotary evaporator. The crude C was placed in the separation of the column, eluent was dichloromethane-methanol 100: 1, 50: 1 (v: v) gradient, to obtain a white solid C.

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

Reference:
Patent; ITIC Medchem (Suzhou) Co., Ltd.; Hu, Haiwei; Ding, Jing; Yan, Yongping; Zheng, Hui; Yan, Hui; (11 pag.)CN105669525; (2016); 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. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Safety of 4-Iodo-2-(trifluoromethyl)benzonitrile

General procedure: A suspension of thiohydantoin 1 (1 mmol), aryliodide (3 mmol),copper(I) iodide (1 mmol), 1,10-phenanthroline (1 mmol), and sodiumtert-butoxide (2 mmol) in 5 ml of freshly dried dimethylformamide(DMF) was stirred for 12 h at rt with TLC checking, and then heated in the microwave oven for 30 min at 100 C. After the same work-up as above but with 100 ml of water, the product was likewise purified and recrystallized.

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; Aladinskiy, Vladimir A.; Averochkin, Gleb M.; Beloglazkina, Elena K.; Dlin, Egor A.; Finko, Alexander V.; Ivanenkov, Yan A.; Kalinina, Marina A.; Laikov, Dimitri N.; Majouga, Alexander G.; Mironov, Andrei V.; Skvortsov, Dmitry A.; Vorobyeva, Nataliya S.; Zyk, Nikolay V.; Bioorganic Chemistry; vol. 100; (2020);,
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. 886762-73-8, name is 2-Fluoro-6-iodoaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Fluoro-6-iodoaniline

General procedure: Substituted 2-iodoaniline 1 (1.0 eq.), substituted phenylboronicacid 2 (1.2 eq.), K2CO3 (3.0 eq.), tetrabutylammonium bromide (0.1eq.), PdCl2(dppf) (0.1 eq.) and dioxane/H2O (9:1) (0.5 M) wereadded to a 10 mL microwave-vial. The vial was sealed with a capand placed in a Cem Discover-microwave cavity. After irradiation at130 C for 1 h and subsequent cooling, the solvent was removed invacuo. The residue was taken up into EtOAc (30 mL) and washedonce withwater and brine. The organic layerwas dried over MgSO4,filtered, and concentrated. The crude product was purified by flashcolumn chromatography using 0e10% EtOAc/petroleum benzine togive the biphenylamine product 3a-3aa.

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; Nguyen, Nghi; Wilson, Danny W.; Nagalingam, Gayathri; Triccas, James A.; Schneider, Elena K.; Li, Jian; Velkov, Tony; Baell, Jonathan; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 507 – 518;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 618-91-7, The chemical industry reduces the impact on the environment during synthesis 618-91-7, name is Methyl 3-iodobenzoate, I believe this compound will play a more active role in future production and life.

Substrate Compound 1 was arylated following the general arylation procedure A. Analysis of crude reaction mixture by XH NMR showed a > 20:1 ratio of mono- and diarylated products. After purification by column chromatography using hexane/EtOAc (5/1) as the eluent, Compound 21 was obtained as a white solid (50.0 mg, 88%). JH NMR (400 MHz, CDC13) delta 8.58 (br s, 1H) , 7.85-7.77 (m, 4H) , 7.75-7.70 (m, 2H) , 7.41-7.38 (m, 1H) , 7.30-7.26 (m, 1H) , 5.34 (dd, Ji = 6.0 Hz, J2 = 10.4 Hz, 1H), 3.80 (s, 3H) , 3.69 (ABqd, Jx = 6.2 Hz, J2 = 14.3 Hz, 1H) , 3.63 (ABqd, Ji = 10.4 Hz, J2 = 14.3 Hz, 1H) ; 13C NMR (100 MHz, CDC13) delta 167.9, 166.6, 166.4, 136.0, 134.7, 133.5, 131.0, 130.5, 130.0, 128.9, 128.6, 123.9, 56.2, 52.1, 34.9; HRMS (ESI-TOF) Calcd for C26Hi6F7N205 [M+H]+: 569.0942; found: 569.0941. Large scale reaction: Substrate Compound 1 (10 mmol, 4.34 g) , Pd(TFA)2 (1.0 mmol, 0.33 g) , and Ag2C03 (15 mmol, 4.14 g) were weighed in air and placed in a round-bottom flask (100 mL) with a magnetic stir bar. Methyl 3-iodobenzoate (15 mmol, 3.93 g) , 2-picoline (2.0 mmol, 0.19 g) , TFA (2.0 mmol, 0.23 g) , and DCE (35 mL) were added. The pressure vessel was sealed. The reaction mixture was first stirred at room temperature for 10 minuters and then heated to 100 C. Upon completion, the reaction mixture was purified by a silica gel-packed flash chromatography column, and Compound 21 was obtained in 78% yield (4.43 g) .

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, Methyl 3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; WO2015/131100; (2015); 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. 127654-70-0, name is 1-Chloro-3-fluoro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3ClFI

70.00 g (1.0 eq) of 2-bromo-9H-carbazole and 52.14 g (1.5 eq) of KOtBu were placed in 1.0 L of DMF (dimethylformamide) and heated and stirred. At the start of the reflux, 80.23 g (1.1 eq) of 1-chloro-3-fluoro-2-iodobenzene was added. After the reaction was completed after 3 hours, the reaction was poured into water and the crystals were dropped and filtered.The filtered solid was completely dissolved in CHCl3, washed with water, and again decompressed to remove the solvent, which was purified by column chromatography. 107.3 g (yield 78%) of the compound of the formula 1-a was obtained.

According to the analysis of related databases, 127654-70-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG Chem, Ltd.; Lee Jeong-ha; Park Tae-yun; Cho Seong-mi; Kim Min-jun; (118 pag.)KR101891031; (2018); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 82998-57-0,Some common heterocyclic compound, 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, molecular formula is C8H7IO2, 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 solution of 3-[(4-methylpiperazin-l-yl)methyl]-5-(trifluoromethyl)aniline (0.7 equiv, prepared according to literature methods) in THF under nitrogen atmosphere was added 3-Iodo-4-methyl benzoyl chloride (1 equiv, prepared from the reaction of 3-iodo-4- methylbenzoic acid and SOCl2) in THF at room temperature during 30minutes followed by drop wise addition of (i-Pr)2EtN (2 equiv) and 4-DMAP (0.2 equiv). After stirring at ambient temperature over 3h, the reaction mixture was quenched with water. The resulting mixture was extracted with ethyl acetate and formed product was isolated as HC1 salt in acetone. ESI MS m/z – (M+l) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-4-methylbenzoic acid, its application will become more common.

Reference:
Patent; NATCO PHARMA LIMITED; KOMPELLA, Amala; GAMPA, Venugopala Krishna; GANGANAMONI, Srinivasulu; SIRIGIREDDY, Balakrishna Reddy; ADIBHATLA, Kali Satya Bhujanga Rao; NANNAPANENI, Venkaiah Chowdary; WO2015/186137; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com