Iodides-buliding-blocks

Some common heterocyclic compound, 612-55-5, name is 2-Iodonaphthalene, molecular formula is C10H7I, 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. 612-55-5

General procedure: An aryl iodide (2′: 0.20 mmol) in a 20 mL Schlenk tube was added successively toluene (1.5 mL), a THF solution of an arylmagnesium bromide (1: 0.30 mmol) and THF (overall 0.50 mL), and the resulting mixture was stirred at 80 C for 24 h. After cooling, the reaction mixture was quenched with a 1 N HCl aqueous solution (1.0 mL) and extracted with Et2O (10 mL x 3). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was subjected to silica gel chromatography (hexane orhexane/diethyl ether, PTLC) to give the corresponding coupling product (3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 612-55-5, its application will become more common.

Reference:
Article; Shirakawa, Eiji; Okura, Keisho; Uchiyama, Nanase; Murakami, Takuya; Hayashi, Tamio; Chemistry Letters; vol. 43; 6; (2014); p. 922 – 924;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 116632-39-4, name is 5-Bromo-2-iodotoluene, I believe this compound will play a more active role in future production and life. 116632-39-4

Ethyl 4-pyrazolecarboxylate (202 mg, 1.44 mmol), 5-bromo-2-iodotoluene (0.20 mL, 1.4 mmol), (15,25,N7E,N2i^-N7,N2-bis(pyridin-2-ylmethylene)cyclohexane-l,2-diamine (84 mg, 0.29 mmol), Copper(I) oxide (10 mg, 0.072 mmol), and cesium carbonate (939 mg, 2.88 mmol) were combined in a 5 mL microwave vial and dissolved in acetonitrile (3.0 mL). The reaction was stirred at 82C overnight. The reaction was then filtered through Celite rinsing with ethyl acetate. The solution was concentrated in vacuo and purified by silica chromatography, eluting with 10-25% ethyl acetate in hexanes to give ethyl l-(4-bromo-2-methylphenyl)-lH- pyrazole-4-carboxylate.LRMS (ESI) calc’d for Ci3Hi4BrN202 [M+H]+: 309, found 309.

The chemical industry reduces the impact on the environment during synthesis 116632-39-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-76-0, A common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

Compound 4a (617 mg, 4.6 mmol) was reacted with 2-Iodoethanol (0.54 mls, 6.9 mmol) and diisopropylethylamine (1.2 mls, 6.9 mmol) in ACN (20 mls) at 30 C. for 48 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography with hexane and EtOAc to provide the intermediate 4b (483 mg, 2.7 mmol, 59% yield) as a light brown oil. HRMS (ESI, positive) m/z calcd. for C11H18N1O1 [M+H]+: 180.13829, found: 180.13829. 1H NMR (400 MHz, CDCl3) delta 7.28-7.19 (t, J=8.0 Hz, 2H), 6.92-6.85 (d, J=8.2 Hz, 2H), 6.83-6.75 (t, J=7.3 Hz, 1H), 4.03-3.88 (hept, J=6.6 Hz, 1H), 3.70-3.62 (t, J=6.2 Hz, 2H), 3.34-3.24 (m, 2H), 1.19-1.12 (d, J=6.6 Hz, 6H).

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

Reference:
Patent; CINCINNATI CHILDREN’S HOSPITAL MEDICAL CENTER; UNIVERSITY OF CINCINNATI; Merino, Edward J.; Mulloy, James C.; Li, Guorui; Bell-Horwath, Tiffany; US2013/230542; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

25252-00-0, A common compound: 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2C12 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and L1BH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2S04) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

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

Reference:
Patent; BOEHRINGER INGELHEIM VETMEDICA GMBH; REICHE, Dania Birte; JOHNSTON, Laura; MOHREN, Nicole; WO2014/161836; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6293-83-0, A common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, molecular formula is C6H5IN2O2, 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.

iV-Benzyl-5-bromo-2-iodobenzamide (805 mg, 1.93 mmol), 2-iodo~4-nitroaniline (425 mg, 1.61 mmol), copper(I) iodide (123 mg, 0.65 mmol), and potassium carbonate (1.11 g, 8.0 mmol) were taken up in anhydrous DMSO (11 niL). The resulting reaction mixture was first stirred at 80C for 2 hr, followed by heating to 135 C for another 16 hr. After cooling to room temperature, the mixture was diluted with an excess of Et20 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex ::: 0 : 100 to 100 : 0) to give 10- henzyl -2-bromo-8-mtro-5, 10-dihydro- 1 l/T-dibenzo jo,ej [1,4] diazepin-l 1 -one (179 mg, 26 %).

The synthetic route of 6293-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164941; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 62720-29-0, name is 1,3-Dibromo-5-fluoro-2-iodobenzene, molecular formula is C6H2Br2FI, 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. 62720-29-0

General procedure: To an oven-dried 25 mL ground mouth test tube equipped with a stir bar was added S-2-acetamidophenyl ethanethioate (0.5 mmol), 1-bromo-2-iodobenzene (0.6 mmol), Cs2CO3 (2.0 mmol), DMF (3 mL). The test tube was sealed with a sleeve rubber stopper and evacuated and refilled with argon for three cycles. The mixture was stirred 130 oC for 10 hours. After cooling to room temperature, the reaction mixture was quenched with water (20 mL), and extracted with ethyl acetate (20 mL) for three times. The combined organic layer was dried with anhydrous MgSO4, and condensed in vacuum on a rotary evaporator. The residual was purified on a silica gel chromatograph column by means of gradient elution (eluent: petroleum ether / ethyl acetate) 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 62720-29-0, its application will become more common.

Reference:
Article; Zhou, Yue; Zeng, Qingle; Zhang, Li; Synthetic Communications; vol. 47; 7; (2017); p. 710 – 715;,
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. 83863-33-6, name is 5-Iodo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., 83863-33-6

Step A N-(5-iodo-2-methylphenyl)iminodiacetic acid diethyl ester Using 5-iodo-2-methylaniline (4.66 g, 20 mmol) and according to the method of Reference Example 61, step C, the title compound (8.31 g, yield>100%) was obtained as a pale-yellow oil. 1H-NMR (400 MHz, DMSO-d6); delta(ppm) 1.15 (t, J=7.1, 6H), 2.20 (s, 3H), 3.98 (s, 4H), 4.06 (q, J=7.1, 4H), 6.93 (d, J=8.0, 1H), 7.28 (dd, J=7.9, 1.5, 1H), 7.39 (d, J=1.4, 1H).

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; MITSUBISHI TANABE PHARMA CORPORATION; US2012/196824; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

56096-89-0, 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 56096-89-0 as follows.

In a MW tube was added 4-fluoro-2-iodobenzoic acid (600 mg, 1.88 mmol), 1 H-1 ,2,3- Triazole (0.22 ml_, 3.76 mmol) and (1 R,2R)-N 1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.06 ml_, 0.38 mmol). To these solids were added 1 ,4-Dioxane (2 ml_) and Water (0.2 ml_), then Cul (18 mg, 0.09 mmol) and finally Cs2C03 (1 .22 g, 3.76 mmol). The mixture was then warmed to 100 C for 2.5 hrs and left at RT O/N . HCI 6 N was added until pH 2, then volatiles were removed under vacuum and the crude material was purified by RP on C18 column (from H20/CH3CN 95:5 + 0.1 % of FA to H20/CH3CN 5:95 + 0.1 % of FA) affording 4-fluoro-2-(2H-1 ,2,3-triazol-2-yl)benzoic acid (p185, 250 mg, y= 64%) as white solid. MS (m/z): 206.3 [M-H]”

According to the analysis of related databases, 4-Fluoro-2-iodobenzoic acid, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); 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. 124700-41-0, name is 2-Fluoro-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., 124700-41-0

Preparation 2 PNU-244020 Ethyl 3-(2-fluoro-5-iodophenyl)-3-oxopropanoate To a solution of 2-fluoro-5-iodobenzoic acid (4.03 g, 15.14 mmol) in 11 mL freshly distilled THF is added CDl (2.96 g, 18.24 mmol) in small portions. Vigorous gas evolution is observed. The reaction is stirred overnight. In a separate flask, ethyl malonate potassium salt (2.84 g, 16.69 mmol) is suspended in 10 mL CH3CN. To this solution is added chlorotrimethylsilane (2.15 mL, 16.94 mmol) and the reaction is stirred at room temperature overnight. The latter reaction is cooled to 0 C. and DBU (5.00 mL, 33.43 mmol) is added dropwise. This reaction is stirred at 0 C. for 3 h. The solution of the CDI adduct is then cannulated over and the mixture is stirred at 0 C. for 2 h. Upon complete conversion to product as evidenced by TLC, the solution is quenched with water and 6N HCl (8 mL). The reaction is partitioned with diethyl ether. The organic layer is washed with 1N HCl and then brine, dried over Na2SO4, filtered, and concentrated to give a light orange oil. The oil is dissolved in EtOAc and adsorbed onto silica. Purification by chromatography (eluent 3% EtOAc/hexanes) affords the desired product as a colorless oil which crystallized upon standing (2.51 g, 7.46 mmol, 49%). Physical characteristics are as follows: m.p. 54-56 C.; 1H NMR (300 MHz, CDCl3) delta 12.67, 8.18, 7.70, 6.89, 5.54, 4.28, 1.35; IR (drift) 2984, 1627, 1558, 1476, 1422, 1390, 1358, 1292, 1262, 1221, 1201, 1071, 1028, 823, 807 cm -1; MS (EI) m/z 336 (M+), 336, 249, 122, 107, 94, 86, 84, 69, 68, 51; Anal. Calcd for C11H10FIO3: C, 39.31; H, 3.00; Found: C, 39.35; H, 2.92.

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; Vaillancourt, Valerie A.; Larsen, Scott D.; Nair, Sajiv K.; US2002/42397; (2002); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2401-21-0, 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. 2401-21-0, name is 1,2-Dichloro-3-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 12 2-Amino-5-chloro-N-cyclohexyl-N-methyl-3-trifluoromethyl-benzylamine and its hydrochloride by method B A solution of 9.5 gm of 2-amino-N-cyclohexyl-N-methyl-3-trifluoromethyl-benzylamine and 3 ml of pyridine in 40 ml of tetrahydrofuran was cooled to -10¡ã C, and while stirring at this temperature it was admixed in the course of 20 minutes with a solution of 9.1 gm of iodobenzene dichloride in 80 ml of tetrahydrofuran. After stirring it for 4.5 hours at 0¡ã to -10¡ã C, the mixture was allowed to stand for 18 hours at 20¡ã C. Thereafter, the reaction mixture was diluted with water and extracted with chloroform. The organic phase was washed with aqueous potassium carbonate and water, and after drying it over magnesium sulfate, the solution was evaporated in vacuo, and the oily residue, the free base 2-amino-5-chloro-N-cyclohexyl-N-methyl-3-trifluoromethyl-benzylamine, was taken up in ethyl acetate. The hydrochloride of the base was precipitated from this solution with isopropanolic hydrochloric acid. After recrystallizing the salt three times from ethanol in the presence of charcoal, colorless crystals were obtained which had a melting point of 260¡ã-262¡ã C.

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

Reference:
Patent; Boehringer Ingelheim GmbH; US4101671; (1978); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com