Month: July 2021

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 627-32-7 as follows. Recommanded Product: 3-Iodo-1-propanol

3-lodopropanol (11.23g) was added to a mixture of 4-bromo-2- (trifluoromethyl)-phenol (15g) and potassium carbonate (17.2g) in acetonitrile (150ml). The above mixture was refluxed for 4 hours then diluted with ethyl acetate (500ml) and water (300ml). Organic layer was seperated, dried over magnesium sulphate, solvent removed under reduced pressure to give expected product clean enough for use at the next step (18.6g). 1H NMR (CDCI3)delta: 7.67 (d, 1 H), 7.58 (dd, 1 H), 6.90 (dd, 1 H), 4.18 (t, 2H), 3.87 (q, 2H), 2.07 (tt, 2H).

According to the analysis of related databases, 627-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; N.V. ORGANON; CAI, Jiaqiang; BENNETT, David, Jonathan; ROBINSON, John, Stephen; JONES, Philip, Stephen; WO2010/81859; (2010); A1;,
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

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

Synthetic Route of 628-21-7,Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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 bis(oxazoline) 2l51 (0.100 g, 0.280 mmol) in THF (5 mL) were added TMEDA (73 muL, 0.56 mmol) and i-Pr2NH (39 muL, 0.28 mmol). The resulting mixture was then cooled at -78 C. n-BuLi (0.370 mL of a 2.5 M solution in hexanes, 0.56 mmol) was added via syringe to the cold mixture. The reaction mixture was warmed to -20 C and stirred for 20 min. The solution was cooled to -78 C and freshly distilled 1,4-diiodobutane (50 muL, 0.38 mmol) was added. After the addition, the cooling bath was removed and the mixture was allowed to stir at room temperature for 16 h. The mixture was quenched with saturated aqueous NH4Cl solution (1 mL) and diluted with water (1 mL). The resulting mixture was extracted with Et2O (2×5 mL). The combined organic layers were washed with brine (5 mL), dried over Na2SO4, and concentrated under reduced pressure to afford a dark orange oil. The desired bis(oxazoline) 2j was obtained as a white solid (87 mg, 75% yield) after flash chromatography (50% EtOAc/hexanes). Rf 0.58 (50% EtOAc/hexanes); [alpha]D25 -108.8 (c 0.50, CHCl3); mp 79-81 C; 1H NMR (400 MHz, CDCl3) delta 7.72 (d, J=8.7 Hz, 2H), 7.40 (dd, J=7.2, 2.1 Hz, 2H), 7.08-7.01 (m, 3H), 6.67 (d, J=8.7 Hz, 2H), 6.50 (s, 1H), 2.99 (dd, J=6.4, 3.6 Hz, 1H), 2.17 (d, J=6.3 Hz, 1H), 1.64 (d, J=3.5 Hz, 1H); 13C NMR (100 MHz, CDCl3) delta 160.3, 147.7, 143.6, 132.3, 129.9, 129.5, 128.0, 127.1, 123.9, 99.0, 84.4, 38.7, 35.7; IR (neat) 2955, 2924, 2856, 1741, 1603, 1515, 1346, 1323, 1305, 1288, 1222, 1181, 1136, 1019, 948, 787, 748, 698 cm-1; HMRS (ESI) calcd for C27H33N2O2 [M+H]+: 417.25365; found: 417.25428.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Diiodobutane, its application will become more common.

Reference:
Conference Paper; Lebel, Helne; Parmentier, Michael; Leogane, Olivier; Ross, Karen; Spitz, Cedric; Tetrahedron; vol. 68; 17; (2012); p. 3396 – 3409;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-75-9, 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. 624-75-9, name is 2-Iodoacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

In a two-necked round-bottom flask, [3-(3-methoxy-5-methylphenyl)-4-(2-methylthiopyrimidine-4-yl]-1H-pyrazol (5 g, 16.0 mmol) was dissolved in dimethylformamide (65 mL) to which potassium carbonate (5.52 g, 40 mmol) and iodoacetonitrile (2.9 mL, 40 mmol) were added, and heated at 50 C. for 16 hours with stirring. After completion of the reaction, the reaction mixture was washed with brine and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed by vacuum distillation and the residue was purified through column chromatography to recover the title compound (2.1 g, 37.4%).m.p. 117 C.; 1H NMR (400 MHz, CDCl3) delta 2.36 (s, 3H), 2.54 (s, 3H), 3.78 (s, 3H), 5.15 (s, 2H), 6.79 (s, 1H), 6.80 (s, 1H), 6.82 (d, J=4.79 Hz, 1H), 6.92 (s, 1H), 8.26 (s, 1H), 8.30 (d, J=5.22 Hz, 1H); IR (KBr) 3429, 2926, 1571, 1460, 1324, 1157 cm-1.

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

Reference:
Patent; LEE, So Ha; Yoo, Kyung Ho; Oh, Chang Hyun; Han, Dong Keun; El-Deeb, Ibrahim Mustafa; Park, Byung Sun; Jung, Su Jin; US2011/15395; (2011); A1;,
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

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

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. 628-77-3, name is 1,5-Diiodopentane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,5-Diiodopentane

Potassium carbonate (5.03 g, 36.44 mmol, 1.1 eq.) was added to a stirred solution of phenol (2) (14 g, 33.13 mmol, 1.0 eq.) and 1 ,5 diiodopentane (21.46 g, 9.86 mL, 66.26 mmol, 2.0 eq.) in DMF (250 mL). The solution was heated at 70C for 3.5h. The solution was poured into a mixture of ice/water (800 mL) and extracted with EtOAc (4 x 500 mL). The combined extracts were washed with H2O (2 x 250 mL), saturated brine (400 mL), dried (MgS04) and evaporated under reduced pressure to give a brown oil. Purification by flash column chromatography [n-heptane/EtOAc 40% to 80% in 10% increments] gave the product as a yellow foam (12.7 g, 85%). Analytical Data: LC/MS, RT 2.16 min; MS (ES+) m/z (relative intensity) 913 {[M + H]+, 100); 935 {[M + Na])+, 100).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 628-77-3.

Reference:
Patent; MEDIMMUNE LIMITED; MASTERSON, Luke; VIJAYAKRISHNAN, Balakumar; CHRISTIE, Ronald, James; (118 pag.)WO2019/224340; (2019); A1;,
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

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