Tag: M.W=200-300

These common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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: C9H11I

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 2-iodoisopropylbenzene(0.2 mmol, 1.0 equiv.), ethylene oxide (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL).The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred for 24 hours. Reaction vesselAfter cooling to room temperature, it was quenched with water (10 mL) EtOAc (EtOAc)concentrate. Purified by column chromatography, the eluent was petroleum ether to give 7-isopropyl-2,3-dihydrobenzofuran 25 mg (colorless oily liquid,Yield 77%).

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

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); 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. 105202-02-6, name is 2-Iodo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., name: 2-Iodo-5-(trifluoromethyl)aniline

3) To a solution containing a part (5.1 g) of 3-amino-4-iodebenzotrifluoride obtained in the preceding step, 16.75 g of dimethyldisulfide and 80 ml of chloroform, a solution having the rest (20.42 g) of 3-amino-4-iodebenzotrifluoride obtained in the preceding step dissolved in 20 ml of chloroform and 11.92 g of tert-butylnitrite, were simultaneously dropwise added at a temperature of from 25 to 30 C. After completion of the dropwise addition, the mixture was reacted at room temperature for 16 hours. After completion of the reaction, 200 ml of methylene chloride was added to the reaction mixture, and the mixture was washed with an aqueous hydrochloric acid solution with pH 1 to 2. Then, the methylene chloride layer was washed with water and dried over anhydrous sodium sulfate. Then, methylene chloride and chloroform were distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 19.89 g of the desired product as an oily substance. The NMR spectrum data of this product are as follows. 1 H-NMR deltappm [Solvent: CDCl3 ] 2.51 (s,3H), 7.08 (dd,1H), 7.26 (d,1H), 7.90 (dd,1H)

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; Ishihara Sangyo Kaisha Ltd.; US5998334; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5458-84-4,Some common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, molecular formula is C7H6INO3, 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 1-iodo-2-methoxy-4-nitrobenzene (1.0 g, 3.6 mmol) in dichioromethane was added BBr3 solution (1 M, 10 mL) at -78 C. The solution stirred at that temperature for two hours and then warmed to room temperature overnight. Water was added at 0 C and the mixture was extracted with ethyl acetate, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel column with ethyl acetate-hexane (1:20), to give 2-iodo-5-nitrophenol as a yellow powder (300 mg, 3 1%). LCMS: m/z 263.8 [M-Hj.

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-2-methoxy-4-nitrobenzene, its application will become more common.

Reference:
Patent; NOVOGEN LIMITED; EIFFE, Eleanor; HEATON, Andrew; GUNNING, Peter; TREUTLEIN, Herbert; ZENG, Jun; JAMES, Ian; DIXON, Ian; (172 pag.)WO2016/187667; (2016); 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. 626-01-7, name is 3-Iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Iodoaniline

General procedure: The aromatic azides are prepared (Scheme 2) by addition of 6 NHCl solution to stirring dichloromethane solution of the appropriate amine at 0 C followed by drop wise saturated aqueous solution of NaNO2 and the contents stirred for 30 min. To the reaction mixture, added NaN3 stirred the contents for further 30 min.The contents were allowed to attain room temperature, the two phases were separated, and the aqueous phase extracted with DCM. The combined organic layers were washed with aqueous solution of NaHCO3, followed by then brine solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the aryl azides which were used in the next step without further purification.

According to the analysis of related databases, 626-01-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Majeed, Rabiya; Sangwan, Payare L.; Chinthakindi, Praveen K.; Khan, Imran; Dangroo, Nisar A.; Thota, Niranjan; Hamid, Abid; Sharma, Parduman R.; Saxena, Ajit K.; Koul, Surrinder; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 782 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 31599-61-8, A common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, molecular formula is C8H9I, 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.

A 2M solution of i-PrMgC1 in THF (0.275 liter, 0.55M) and THF (1.0 liter) was introduced to a 2 liter flask at 12C. Intermediate 1 (121.8g, 0.525M) was added dropwise during 20 mm. The mixture was stirred at 12-15C for 3 hrs.Intermediate 2 (84.6g, 0.25M) was added in small portions without cooling during 30 mm, with a temperature rise to 25C, to give a light brown solution. The solution was stirred for 2.Shrs at 15C and added to aqueous solution of NH4C1 (1 17g in 0.7 liter water) during 10 mm at 5C. PE (1.6 liter) was added during 5 mm and the mixture stirred for extra 25 mm.Precipitated solid filtered on Buechner funnel and then re-slurred with mixture of MTBE (400 ml), water (600 ml) and PE (200 ml). Then the solid was filtered on Buechner funnel and re-slurred with MeOH (700 ml) at 60C for 10 mm, cooled to 20C with cold water bath and filtered again on Buechner funnel. The solid product was dried in an air oven at 45C for 2 hrs to give 112 g of intermediate 3 as a white solid with a yield of 89.9%.

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CLEXIO BIOSCIENCES LTD.; FRENKEL, Anton; IOFFE, Vladimir; (54 pag.)WO2020/16827; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19094-56-5, The chemical industry reduces the impact on the environment during synthesis 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred suspension of 2-chloro-5-iodobenzoic acid(5.65 g, 0.02 mol) in CH2Cl2(20 mL) was added oxalylchloride(1.80 mL, 0.021 mol) and DMF(0.02 mL). Theresulting mixture was stirred for 4 h at room temperature.The mixture was concentrated, and the residual colorlesssolid was dissolved in CH2Cl2(40 mL). To this solutionwere added corresponding substituted benzene(0.02 mol)and then AlCl3(2.75 g, 0.021 mol) portionwise so that thetemperature did not exceed 0 C. After being stirred at 10-20 C for 3 h, the mixture was poured into ice water andextracted with CH2Cl2 three times. The combined organiclayers were washed with 1M HCl, water, and brine, thendried over MgSO4 and concentrated. The residual solid wascrystallized from ethanol to give as white solid.According to this procedure the following compoundswere prepared.

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-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Shengquan; Sun, Wuji; Wang, Yeming; Yan, Hong; Medicinal Chemistry Research; vol. 28; 4; (2019); p. 465 – 472;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 3930-83-4, A common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, molecular formula is C7H6INO, 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 solution of 2-iodobenzamide (3a) (2.0 mmol) in DMSO(3 mL), was added NaN3 (260 mg, 4.0 mmol) and CuBr (29 mg,0.2 mmol). The reaction mixture was stirred at 50 C under air for4 h. Water (30 mL) was added to the mixture, and then extractedwith ethyl acetate (15 mL) for three times. The extraction waswashed with saturated NaCl solution, dried over anhydrous Na2SO4and concentrated under reduced pressure. The residuewas purifiedby column chromatography on silica gel using petroleum ether/ethyl acetate (8:1) as the eluent to give 8 as a light brown solid(269 mg, 83% yield).

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; Li, Ting; Chen, Minglu; Yang, Lei; Xiong, Zhengxin; Wang, Yongwei; Li, Fei; Chen, Dongyin; Tetrahedron; vol. 72; 6; (2016); p. 868 – 874;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 6937-34-4, 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. 6937-34-4, name is 3-Iodophthalic acid, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3-iodophthalic acid (0.9 g, 3.08 mmol) in acetic anhydride (5 mL) was heated to reflux under nitrogen overnight. After cooling, the solvent was removed in vacuo and the residue purified by trituration with ethanol to give 4-iodo-2-benzofuran-1,3-dione (0.55 g, 65%).

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

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2006/21805; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

77317-55-6, name is Methyl 2-amino-5-iodobenzoate, 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. Recommanded Product: Methyl 2-amino-5-iodobenzoate

Methyl anthranilate (15) (2.0 g, 13.2 mmol), granulatediodine (3.36 g, 13.2 mmol) and hydrogen peroxide-urea(1.24 g, 13.2 mmol), were dissolved in 20 mL of ethylacetate. The reaction mixture was stirred for 1.5 h at roomtemperature and then washed with sodium thiosulfate(3 × 10 mL) and water (3 × 10 mL); then solvent wasevaporated under reduced pressure to afford methyl2-amino-5-iodobenzoate (16) as a brown solid (3.33 g,yield 91%). The solid was hydrolyzed using NaOH/MeOH(5%) to give 2-amino-5-iodobenzoic acid (17) (2.81 g, yield89%). Finally, the acid was cyclized with triphosgene andtriethylamine as base affording 6-iodoisatoic anhydride(6-iodo-1H-benzo[d][1,3]oxazine-2,4-dione, 2) with a76% yield (2.34 g).

The synthetic route of 77317-55-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; De La Cruz, Armando; Vega-Acevedo, Carlos Alejandro; Rivero, Ignacio A.; Chavez, Daniel; Journal of the Brazilian Chemical Society; vol. 29; 8; (2018); p. 1607 – 1611;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 610-97-9,Some common heterocyclic compound, 610-97-9, name is Methyl 2-iodobenzoate, 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 stirred solution of methyl 2-iodobenzoate (5.0 g, 19.08 mmol, 1 equiv) and NBS (3.73 g, 20.99 mmol, 1 .1 equiv) in acetic acid (10 mL) was added H2S04 (10 mL) drop wise at 20-40C. The reaction mixture was stirred for 88 h at room temperature and then heated to 50C & stirred for 4 h. The reaction mixture was cooled to 10C and quenched with cold water (40 mL) and extracted with DCM (3 x 50 mL). The organic layer was washed with 5% sodium bicarbonate (2 x 50 mL), 10% Na2S03 solution (50 mL), and water (50 mL), and then dried over sodium sulphate, and evaporated to obtain methyl 5-bromo-2- iodobenzoate as crude product which was purified over silica gel flash column chromatography. The compound eluted out in 10 % ethyl acetate in hexanes. The pure fractions were evaporated to obtain methyl 5-bromo-2-iodobenzoate as off white solid (5 g, 77%). NMR (400 MHz, CDCI3) delta ppm 3.94 (s, 3 H).7.26 – 7.29 (m, 1 H), 7.83 (d, J=8.4 Hz, 1 H), 7.93 (d, J=8.8 Hz, 1 H).

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com