Month: February 2021

These common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, 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. Application In Synthesis of Methyl 4-amino-3-iodobenzoate

(i) 1H-Indole-2,5-dicarboxylic acid 5-methyl ester A solution of 25 g 4-Amino-3-iodo-benzoic acid methyl ester, 19 ml 2-Oxo-propionic acid, 30.4 g 1,4-Diaza-bicyclo[2.2.2]octane and 1 g Pd(OAc)2 was heated under argon to 100 C. After 5 h the reaction mixture was concentrated under reduced pressure and the residue was partitioned between 300 ml ethyl acetate and 200 ml 1 M hydrochloric acid. The organic layer was dried over MgSO4 and the solvent removed under reduced pressure to yield a yellow solid (6.4 g). From the aqueous layer additional product slowly precipitated as a white solid (7.9 g) which was collected by filtration. Both fractions were combined, dried in vacuo and used in the next reaction without further purification. Yield: 14.3 g MS (ES+): m/e=220.

The synthetic route of Methyl 4-amino-3-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nazare, Marc; Essrich, Melanie; Will, David William; Matter, Hans; Ritter, Kurt; Wehner, Volkmar; US2003/199689; (2003); 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. 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H2Br2I2

Add to a 300mL Schlenk tube with argon replacement equipped with a stir bar1,4-dibromo-2,5-diiodobenzene (25.0g, 51mmol), phenylboronic acid (13.1g, 107mmol), tetrakis(triphenylphosphine) palladium (8.95g, 7.7mmol), toluene (200mL) ,Water (80mL) and potassium carbonate (35.7g, 258mmol), after sealing,Stir at 100C for 16 hours. Then, the reaction vessel was allowed to cool for 4 hours to near room temperature, and the precipitate was collected by filtration. Then, wash with water and methanol,Thus, the target compound (A1) is obtained(The yield is 15.6 g, the yield is 78.4%).

The synthetic route of 63262-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guandong Chemical Co., Ltd.; Xi Weitaiyi; Ji Guangdayou; Zuo Tenghuixing; Yan Jingxin; Xin Neicongchang; (45 pag.)CN111253264; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 21740-00-1, 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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

Step 1 5-Bromo-2-iodo-benzoic acid ethyl ester; 5-Bromo-2-iodo-benzoic acid (25.Og, 76.47 mol) was dissolved in CH2Cl2 (75 ml) at room temperature. Oxalyl chloride (14.5 ml, 152.94 mmol) was added and the mixture was stirred at 4O0C for 30 minutes. The mixture was allowed to cool to room temperature and EtOH (6.69 ml, 114.71 mmol) was added. The mixture was concentrated under reduced pressure to give 27.2 g (quantitative) of 5-bromo-2-iodo-benzoic acid ethyl ester as a yellow crystalline solid.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/55847; (2008); 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. 123158-76-9, name is 1-Chloro-3-iodo-5-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Chloro-3-iodo-5-nitrobenzene

c) A solution of 5-chloro-3-iodonitrobenzene (3.45 g) in acetic acid (10 ml) and ethanol (58 ml) containing iron powder (6.4 g) was refluxed for 6 h with stirring, cooled, filtered and poured into water (100 ml). The product was extracted into ethyl acetate, washed with water, dried over magnesium sulfate, filtered and solvent evaporated to yield, after column chromatography, 3-chloro-5-iodoaniline (1.5 g). delta (360 MHz, DMSO-d6) 5.58 (2H, bs, NH2) 6.57 (1H, bs, 6-H), 6.80 (1H, bs, 2-H), and 6.88 (1H, bs, 4-H).

According to the analysis of related databases, 123158-76-9, 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

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-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 19094-56-5, Quality Control of 2-Chloro-5-iodobenzoic acid

STEP A:A 5.0 L four-necked round bottom flask was charged with 2-chloro-5- iodobenzoic acid (470.8 g, 1.66 mol), CH2CI2 (1.6 L) and DMF (5.0 ml_, 0.03 mol) at ambient temperature (2O0C). Oxalyl chloride (170 ml_, 1.94 mol) was added such that the internal temperature was maintained below 250C. The addition was slightly exothermic; vigorous gas evolution occurred. The resulting mixture was stirred overnight at ambient temperature, under argon, then the volatiles were removed under reduced pressure. The resulting residue (an acid chloride compound) was diluted with dichloromethane (500 ml_) and set aside under a nitrogen atmosphere.

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:
Patent; JANSSEN PHARMACEUTICA N.V.; MITSUBISHI TANABE PHARMA CORPORATION; WO2009/35969; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 11. Synthesis of l,2-dichloro-4-ethvnylbenzene 440.438Synthesis of Compound 439. A mixture of 438 (5.03 g, 18.4 mmol),(bistriphenylphosiphino)palladium(II) chloride (0.323 g, 0.461 mmol) and copper(I) iodide (0.088 g, 0.461 mmol) in diisopropylamine (40 mL) was heated to 40 0C and trimethylsilyl acetylene (1.99 g, 20.2 mmol) was added. After stirring at 40 0C for 18 h, the reaction mixture was cooled to room temperature, poured into water (120 mL) and then extracted with methylene chloride (3 x 40 mL). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated. Purification by flash chromatography (silica, hexanes) afforded 439.

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RESOLVYX PHARMACEUTICALS, INC.; SCHWARTZ, C., Eric; WO2010/39531; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 175278-11-2, 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. 175278-11-2, name is 1-Bromo-3,5-difluoro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 133A 2-Bromo-4,6-difluorobenzaldehyde 1-Bromo-3,5-difluoro-2-iodobenzene (5.00 g, 15.7 mmol) was dissolved in 2-methyltetrahydrofuran (30 mL) and cooled to 0 C. Isopropylmagnesium chloride lithium chloride complex (1.3 M in tetrahydrofuran, 12.7 mL, 16.5 mmol) was added dropwise. After stirring at 0 C. for 30 min, 4-formylmorpholine (1.99 g, 17.2 mmol) was added. The mixture was warmed to RT and stirred at RT for 4 h. The mixture was quenched with hydrochloric acid (1M in water), diluted with water, and extracted with ethyl acetate. The organic phase was washed with hydrochloric acid (1M in water), water, and brine, and dried over magnesium sulfate. Concentration in vacuo afforded the title compound (2.70 g, 70% of theory) in a purity of 92%. GC-MS (Method 1G): Rt=3.37 min, MS (ESIPos): m/z=219 [M+H]+

The synthetic route of 1-Bromo-3,5-difluoro-2-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; Hassfeld, Jorma; KINZEL, Tom; Koebberling, Johannes; CANCHO GRANDE, Yolanda; BEYER, Kristin; Roehrig, Susanne; Koellnberger, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; US2015/126449; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 25245-27-6, name is 1-Iodo-3,5-dimethoxybenzene, 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. Application In Synthesis of 1-Iodo-3,5-dimethoxybenzene

General procedure: A 10 mL flask was charged with a magnetic stir bar, CuI (19 mg,10 mol%), L2 (86 mg, 20 mol%), Cs2CO3 (651 mg, 2 mmol) and solid aryl iodides (1.0 mmol). The tube was evacuated and backfilled with argon (this procedure was repeated three times). Under a counter flow of Argon, DMSO (1.0 mL), 1.0 mmol aryl iodides (if liquid), 0.9 mL (12.0 mmol) aqueous ammonia (28%) were added by syringe slowly. The reaction mixture was allowed to stir under argon at room temperature for 24 h. Then the mixture was diluted with 30 ml dichloromethane and passed through a fritted glass filter, the filter cake being further washed with 15 ml dichloromethane, dried over Na2SO4, filtered and the most solvent was removed under vacuum. The residue was purified by column chromatography on silica gel with an eluent of petroleum ether and ethyl acetate.

The synthetic route of 1-Iodo-3,5-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Dong; Dong, Xinrui; Jiang, Shang; Jiang, Sheng; Qiu, Yatao; Wu, Xiaoxing; Tetrahedron Letters; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 7425-53-8, The chemical industry reduces the impact on the environment during synthesis 7425-53-8, name is Ethyl 4-iodobutanoate, I believe this compound will play a more active role in future production and life.

General procedure: In a 5 mL round-bottom flask under argon containing zinc powder (197 mg, 3 mmol) and PdCl2(Amphos)2 (7 mg, 0.01 mmol) was added 2% PTS solution in water (1.5 mL). N,N,N’,N’-Tetramethylethylenediamine (TMEDA, 232 mg, 2 mmol) was added at rt followed by the addition of the alkyl halide (2 mmol) and the heteroaromatic halide (0.5 mmol). The flask was stirred vigorously at rt for the indicated time. The product was extracted with EtOAc.11 Silica gel (1 g) was added to the combined organic phase and solvents were removed under vacuum. The resulting dry, crude silica was introduced on top of a silica gel chromatography column to purify the product.

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, Ethyl 4-iodobutanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Krasovskiy, Arkady; Thome, Isabelle; Graff, Julien; Krasovskaya, Valeria; Konopelski, Paul; Duplais, Christophe; Lipshutz, Bruce H.; Tetrahedron Letters; vol. 52; 17; (2011); p. 2203 – 2205;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic 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 61203-48-3, HPLC of Formula: C9H9IO4

[C.] [N- (6-NITROCINNOLIN-4-YL)-N- (N, N-DIMETHYLAMINOETHYL)-2-IODO-4,] 5- dimethoxybenzamide [(LLA).] Oxalyl chloride (3.0 g, 23.2 mmol) was added to a mixture of 2-iodo-4, 5-dimethoxybenzoic acid (1.5 g, 4.9 mmol) in methylene chloride (40 mL), and the stirred mixture was heated to reflux under nitrogen for 4 h. The mixture was concentrated under reduced pressure and the acid chloride was redissolved in methylene chloride (40 mL) and added to a mixture [OF 10A] (1.0 g, 4.0 mmol) and TEA (2.5 g, 25.0 mmol) in methylene chloride (40 mL). The resulting mixture was heated to reflux overnight and then cooled and washed with saturated sodium bicarbonate (3 x 100 mL) and brine (150 mL), dried [(MGS04)] and evaporated, and the residue was chromatographed in 99: 1 [CHC13-MEOH] to provide 590 mg as a glue, in 29% yield; IR (CHCl3) 1654 [; 1H] NMR (CDC13) [6] 2.11 (s, 6H), 2.58 (m, 2H), 3.40 (s, 3H), 3.64 (s, 3H), 3.85 (m, 1H), 4.16 (m, [1H),] 6.51 (s, 1H), 6. 85 (s, [1H),] 8. 50 (m, [1H),] 8.60 (m, [1H),] 9.28 (s, 1H), 9.61 (m, 1H) ; 13C NMR [(CDC13)] [6] 45.2, 48.1, 52.3, 56.2, 57.0, [82.] 5, 111.3, 121.0, 121.7, 123.8, 124.3, 131.0, 132.7, 138.2, 145.8, 148. 8,148. 0, 150.2, 151.4, 169.6 ; HRMS calcd for [C2LH23IN505H :] 552.0744 ; found: 552.0743.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4,5-dimethoxybenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY; LAVOIE, Edmond, J.; RUCHELMAN, Alexander, L.; LIU, Leroy, F.; WO2004/14906; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com