Month: March 2021

Reference of 41252-98-6, 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. 41252-98-6, name is 1-Iodo-2-methyl-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1) Under argon protection,Iodoacetic acidEthyl ester,Magnesium ethoxide,The catalyst was mixed with anhydrous tetrahydrofuran to control the reaction temperature to rise to 112 C.The pressure rises to 4.5 atmospheres,Mixing a mixture of 6-iodo-2-nitrotoluene in anhydrous isopropanol,The control dropping time is 50 min, and after the end of the dropwise addition, the control temperature is raised to 140 C.The pressure was raised to 8 atmospheres, and the reaction was continued for 3 hours and then cooled to room temperature.Add 12% by mass aqueous sodium hydroxide solution, and control the temperature not to exceed 90 C.After the dropwise addition of the aqueous sodium hydroxide solution, the temperature was controlled to rise to 132 C.The pressure is 2.6 atmospheres and the reaction ends at 1.5 hours.The preparation method of the catalyst is as follows: the nano molecular sieve is immersed in a mass fraction of 5% sodium hydroxide solution for 2.5 days, filtered, washed with water and activated at 700 C.Ethyl iodine, 6-iodo-2-nitrotoluene,The molar ratio of magnesium ethoxide is 1:0.58:1.1; ethyl iodide,The ratio of the catalyst to anhydrous tetrahydrofuran is 1 g: 0.2 g: 4 mL;The ratio of 6-iodo-2-nitrotoluene to anhydrous isopropanol is 1 g: 3.5 mL;The molar ratio of 6-iodo-2-nitrotoluene to sodium hydroxide in aqueous sodium hydroxide solution was 1:2.3.2) After cooling, the precipitate is removed by filtration, and the obtained filtrate is adjusted to pH 1 with 20% hydrochloric acid, extracted with chloroform, and the layers are separated. The organic layer is washed with water and dried over anhydrous sodium sulfate Get the product. The molar yield was 99.5% and the GC purity was 99.2%.

The synthetic route of 1-Iodo-2-methyl-3-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen The Second People Hospital; Tan Hui; Li Weiping; Huang Guodong; (7 pag.)CN109810001; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 42861-71-2, name is 3-Iodophenyl acetate, 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 42861-71-2, Computed Properties of C8H7IO2

Example 85; 3 -(2- {6-[4-(2-Fluorophenoxy)piperidin- 1 -yl]pyridazin-3 -yl} ethynyl])phenyl acetate; Prepared by Sonogashira coupling reaction of Intermediate 24 with 3-iodophenyl acetate in a mixture of triethylamine and DMSO to give the product as an off-white solid IR (KBr) 2953, 2401, 1772, 1588, 1257, 1010, 743 cm”1; 1H NMR (300 MHz, CDCl3) delta 1.84-2.16 (m, 4H), 2.30 (s, 3H), 3.70 (br s, 2H), 4.01 (br s, 2H), 4.57 (tar s, IH), 6.80-6.96 (m, 2H), 7.00-7.18 (m, 4H), 7.20-7.40 (m, 3H), 7.42 (d, J= 7.8 Hz, IH); ESI-MS (m/z) 432.43 (M+H)+.

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; GLENMARK PHARMACEUTICALS S.A.; WO2008/62276; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-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 21740-00-1, Computed Properties of C7H4BrIO2

To a solution of 2.0 g (6.1 mmol) of 5-bromo-2-iodobenzoic acid (Aldrich) and 0.10 g (0.82 mmol) of N,N-dimethylaminopyridine-4-amine in tetrahydrofuran (20 ml) was added 2.8 ml (12 mmol) of di-tert-butyl dicarbonate under a nitrogen atmosphere while stirring, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, to the reaction mixture was added a saturated aqueous sodium hydrogencarbonate solution, and an extraction with ethyl acetate from the mixed solution was conducted. The organic layer was washed with saturated brine, subsequently dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (elution solvent; hexane:ethyl acetate = 80:20 to 50:50 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 1.5 g (2.9 mmol (purity 74% by weight), yield 35%) of the title compound as a colorless oil. 1 H-NMR spectrum (400 MHz, CDCl3) delta : 7.80-7.77 (2H, m), 7.23 (1H, dd, J = 8.4, 2.4 Hz), 1.62 (9H, s).

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; UBE Industries, Ltd.; IWASE, Noriaki; NISHIDA, Hiroshi; OKUDO, Makoto; ITO, Masaaki; KONO, Shigeyuki; MATOYAMA, Masaaki; USHIYAMA, Shigeru; OKANARI, Eiji; MATSUNAGA, Hirofumi; NISHIKAWA, Kenji; KIMURA, Tomio; EP2940013; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 77317-55-6, 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. 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Example 7 Synthesis of Nl-ethyloxycarbonyl-N2-allyl-5-(3- hydroxypropyl)indazolinone (9N) and Nl- ethyloxycarbonyl-O-allyl-5-(3- hydroxypropyl)indazolinone (90) Synthesis of allylbenzyl ether (1) (See Andrew et al. , Tetrahedron, 1997,53:13063). To a suspension of sodium hydride (10.2 g, 254 mmol, 1.1 eq. ) in dry THF (250 mL) was added via cannula a solution of benzyl alcohol (25.0 g, 231 mmol, 1.0 eq. ) in dry THF (50 mL). The reaction was stirred at room temperature for two hours under an inert atmosphere. Allyl bromide (23.0 mL, 254 mmol, 1.1 eq. ) was then added dropwise. The resulting suspension was stirred overnight at room temperature. The solvent was partially removed in vacuo and saturated ammonium chloride solution (100 mL) was added. The aqueous phase was extracted with ethyl acetate (3 x 150 mL) and the combined organic extracts were dried (MgS04) and concentrated in vacuo. The crude oil was purified by flash chromatography eluting with 5% ethyl acetate/hexane to give the desired product (1) as a colourless oil (34.0 g, 229 mmol, 99%). ?H NMR 8 7.39-7.27 (m, 5 H; Ar-H), 5.98 (ddt, J = 17.3,10.4, 5.6 Hz, 1 H; CH=CH2), 5.33 (ddt, J = 17.3, 1.6, 1.6 Hz, 1 H: CH=CHtrans), 5.22 (ddt, J = 10.4,1.4, 1.4 Hz, 1 H: CH=CHcis), 4.54 (s, 2 H; OCH2Ph), 4.05 (ddd, J = 5.6,1.4, 1.4 Hz, 2 H; OCH2CH) Synthesis of methyl 2-amino-5-[3- enzyloxy)propyl]benzoate (3) and 2-amino-5-[3- (benzyloxy)propyl]benzoic acid (4) (one-pot procedure) Solid 9-BBN dimer (4.38 g, 35.9 mmol, 1.65 eq. ) was transferred to a 500 mL 3-neck flask fitted with a condenser’under an inert atmosphere. Freshly distilled dry THF (220 mL) and allylbenzyl ether (1) (5.60 g, 37.8 mmol, 1.74 eq. ) were added. The reaction mixture was then stirred for 3 hours at room temperature. The final concentration of the allyl benzyl ether in THF is 0.16M, (see Tallarico et al. , J. Comb. Chem. , 2001,3:312) which is the appropriate concentration for the subsequent Suzuki coupling. To the resulting alkylborane-containing THF solution was added methyl 5-iodoanthranilate (2) (5.00 g, 21.7 mmol, 1.0 eq.), tetrakis(triphenylphosphine)palladium(0) (627 mg, 2.50% mol) and NaOH solution (2.0 M, 21.7 mL, 2.0 eq. ). The reaction was then refluxed for 24 hours. The presence of 9-BBN by-products made the purification of (3) difficult; for purpose of characterisation, (3) was purified from an aliquot of the reaction by flash chromatography eluting with 20% ethyl acetate/hexane and analysed as follows : ?H NMR 8 7.59 (d, J = 2.2 Hz, 1 H; Ar-H), 7.26-7.14 (m, 5 H; Ar-H), 6.99 (dd, J = 8.4,2.1 Hz, 1 H; Ar- H), 6.48 (d, = 8.4 Hz, 1H: Ar-H), 4.40 (s, 2 H; OCH2Ph), 3.75 (s, 3 H; OCH3) , 3.37 (t, J = 6.3 Hz, 2 H; OCH2CH2), 2.51 (m, 2 H) ; ArCH2CH2) , 1.79 (m, 2 H; CH2CH2Ar) ; ??C NMR # 168.5,148.5, 138.5,134.5, 130.3, 129.5, 128.2,127.5, 127.4,116.8, 110.5, 72.8,69.3, 51.3,31.3, 31.1; HMQC , HBMC are consistent with the proposed structure (3) ; LRMS (CI+)m/z: 300 [M+H]+, HRMS (CI+) calculated for C18H22NO3 [M+H]+:300.1600, found: 300.1595. A solution of aqueous sodium hydroxide (2.0M, 20 mL) was added to the crude reaction mixture and the biphasic solution refluxed for 5 days. The mixture was then cooled, filtered through celite, neutralised with diluted aqueous hydrochloric acid solution to pH 7, and extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were dried (MgS04) and concentrated in vacuo. The resulting oil was extracted with hot petroleum ether 40-60 (5 x 200 mL) and on cooling the desired product (4) was obtained as an off white solid (3.50 g, 12.3 mmol, 60%). ?H NMR 8 7.74 (d, J = 2.3 Hz, 1 H), 7.36-7.25 (m, 5 H; Ar-H), 7.16 (dd, J = 8.5,2.3 Hz, 1H; Ar-H), 6.64 (d, J = 8.5 Hz, 1 H; Ar-H), 4.51 (s, 2 H; OCH2Ph) , 3.48 (t, J = 6.4 Hz, 2 H; OCH2CH2) 2.62 (m, 2 H; ArCH2CH2), 1.89 (m, 2 H, ArCH2CH2) ; ??C NMR 8 162.6, 144.5,138.4, 134.5,132.3, 128.3,127.6, 127.5, 121.2,115.8, 111.6,72.8, 69.3,31.9, 31.4 HMBC, HMQC are consistent with the proposed structure (4); LRMS (ES-) m/z: 284 [M-H]+; HRMS calculated for C17H18N03 [M-H]+. 284.1287, found 284.1279. Synthesis of 2-iodo-5-[3-(benzyloxy)propyl]benzoic acid (5) A solution of sodium nitrite (125 mg, 1.77 mmol, 1.03 eq.) in water/acetonitrile (1: 1, 5.0 mL) was added with continuous stirring to a solution of (4) (500 mg, 1.75 mmol, 1.0 eq. ) in aqueous hydrochloric acid solution (13%, v/v) at such a rate that the reaction temperature remained below 5C. After addition was complete, the solution was stirred for 15 minutes and potassium iodide (454 mg, 2.74 mmol, 1.56 eq. ) in aqueous sulphuric acid solution (10%, v/v, 5 mL) was added. The reaction was then heated for 10 minutes at reflux and cooled to room temperature. Saturated sodium thiosulphate solution (5 mL) was added and the reaction was extracted with ethyl acetate (3 x 30 mL). The combined organic extracts were dried (MgS04) and concentrated in vacuo. The crude oil was purified by flash chromatography eluting with 20 to 100% ethyl acetate/hexane t…

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-iodobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS; WO2005/121096; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid, 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 4-Bromo-2-iodobenzoic acid

To 4-bromo-2-iodobenzoic acid (9.0 g, 27.53 mmol) in methanol (50 mL) is added concentrated sulphuric acid (10 mL) and the reaction mixture is stirred for 90 minutes at 80 C. The reaction mixture is poured onto ice water, sodium hydrogen carbonate is added until a pH value of 7 is reached and the reaction mixture is extracted with ethyl acetate. The organic layer is washed with brine, dried over MgSO4, filtered and concentrated in vacuo. Yield 95%.

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

Reference:
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (2016); 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. 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Iodo-1,3-dimethoxybenzene

General procedure: An oven dried pressure tube was charged with aryl halide (0.5mmol), CuI (10-25mol%), anhydrous Zn(OAc)2 (1.5-2equiv) and anhydrous DMSO (1.6mL). The tube was sealed with a Teflon screw cap and stirred at 135C for 24-36h. The reaction mixture was then cooled to room temperature and stirred in 10mL of diethyl ether for 5min. It is filtered through a sintered funnel and the filtrate is washed with excess ice cold water and further extracted with diethyl ether (3¡Á10mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography using 200-400 mesh silica gel and a mixture of diethyl ether and hexane (or pentane, for Table 2, entries 2, 8, 10, 14, 16 and 24) as eluents to afford the desired products in good yields.

The synthetic route of 16932-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Joseph, P.J. Amal; Priyadarshini; Kantam, M. Lakshmi; Sreedhar; Tetrahedron; vol. 69; 38; (2013); p. 8276 – 8283;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 88-67-5, 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. 88-67-5, name is 2-Iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 2-iodobenzoate 4d was prepared from esterification of corresponding halo-acid by refluxing in ethanol for 24 h. Pure product was obtained in 85% yield by column chromatography using dichloromethane as eluent.

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-Iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Marmorstein, Ronen; Liu, Xin; Cole, Philip A.; Wang, Ling; Bowers, Erin M.; Meyers, David J.; Mukherjee, Chandrani; US2010/216853; (2010); 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. 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 4897-68-1

Example 1 Synthesis of 2-bromo-4-methoxybiphenyl A mixture of 38 g (121 mmol) of 1-bromo-2-iodo-4-methoxy benzene, 14.8 g (121 mmol) of phenylboronic acid, 2.8 g (2.4 mmol) of tetrakis(triphenylphosphine)palladium, 2M Na2CO3 (29 g, 266 mmol), 135 ml of EtOH and 270 ml toluene was degassed and placed under nitrogen, and then heated at 90 C. for 16 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica(hexane-dichloromethane) to give product (24 g, 63.0 mmol, 75%).

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; Luminescence Technology Corp.; YEN, FENG WEN; CHANG, CHENG HAO; TENG, CHIN MIN; LIN, I FENG; (46 pag.)US2016/155949; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6828-35-9, name is 5-Chloro-2-iodoaniline, 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. name: 5-Chloro-2-iodoaniline

General procedure: 2-Iodoaniline 1a (0.5 mmol), benzyl chloride 2a (1 mmol, 126 mg), sulfur powder (2 mmol, 64 mg), Cu(OAc)2¡¤H2O (20 mg) and Na2CO3 (1 mmol, 106 mg) in DMSO (3 mL) were put into a Schlenk tube. The reaction mixture was stirred at 130 C for 24 h and cooled to room temperature, filtered and extracted with ethyl acetate, washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by chromatography on silica gel (300-400 mesh) to afford desired product 3aa as a light yellow solid; yield : 102 mg (97%);

The synthetic route of 6828-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Zhao; Hu, Renhe; Li, Xiaotong; Wang, Xin; Gu, Ren; Han, Shiqing; Tetrahedron Letters; vol. 58; 24; (2017); p. 2366 – 2369;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 355-43-1, 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. 355-43-1 name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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.

In a three-necked flask (200 mL) equipped with a condenser tube, 8.93 g (20.0 mmol) of perfluorohexyl iodide, 1.70 g (10.0 mmol) of 10-undecenol, 0.657 g of azobisisobutyronitrile (4.00 mmol), and the interior of the vessel was purged with argon and then heated at 80 C. for 8 hours with stirring. The reaction mixture was dissolved in 100 ml of ethanol and 5.00 g (76.5 mmol) of zinc powder was added and stirred for 15 minutes, then 3.00 g (50.0 mmol) of acetic acid was added and the mixture was heated under reflux for 5 hours. After cooling to room temperature, it was filtered through celite to remove residual zinc powder. After concentrating the filtrate under reduced pressure, diethyl ether was added and washed with water to remove excess acetic acid. After concentration under reduced pressure, recrystallization in hexane gave 4.04 g (yield 82%) of fluorinated alcohol (III-1) C 6 F 13 – (CH 2) 11 -OH.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, and friends who are interested can also refer to it.

Reference:
Patent; NEOS Corporation; Morioka, Kyoichi; Miyata, Koji; Terauchi, Shunji; Narimatsu, Shinsuke; Umeda, Takahiko; (14 pag.)JP6091963; (2017); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com