Category: 54811-38-0

Application of 54811-38-0,Some common heterocyclic compound, 54811-38-0, name is 5-Iodo-2-methylbenzoic acid, 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.

Step A: Preparation of 5-iodo-2-methylbenzenemethanol Borane-methylsulfide solution (50.0 mL of a 2.0M solution in THF, lOOmmol) was added dropwise to a solution of 5-iodo-2-methyl benzoic acid (13.1g, 50 mmol) and anhydrous THF (100 mL) at 35-45 C at a rate to moderate the gas evolution. The resulting mixture was heated at 60 C for 3 h and was then cooled to 25 C and quenched by the careful, dropwise addition of methanol (50 mL) which was added at such a rate that gas evolution was moderated and the temperature was maintained below 35 C. The resulting mixture was stirred at 25 C for 2 h and was then concentrated under vacuum. The residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution, the organic phase was washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate and concentrated to provide the title compound (11.58 g) as a white solid H NMR (CDCI3) delta 7.71 (d, 1H), 7.52 (d, 1H), 6.91 (d, 1H), 4.64 (s, 2H), 2.27 (s, 3H), 1.62 (br s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodo-2-methylbenzoic acid, its application will become more common.

Reference:
Patent; E I DU PONT DE NEMOURS AND COMPANY; TAGGI, Andrew Edmund; MARCUS, Kimberly Katherine; MCCANN, Stephen Fredrick; SHAPIRO, Rafael; CHEN, Yuzhong; WO2015/157005; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

54811-38-0, name is 5-Iodo-2-methylbenzoic acid, 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. Safety of 5-Iodo-2-methylbenzoic acid

To a solution of compound 6 (40.0 g, 0.153 mol) in MeOH (400 mL) was added dropwise a freshly prepared solution of SOCI2 (22 mL, 0.305 mol) in MeOH (400 mL) at O0C. The mixture was heated to reflux for 4 hours. TLC (petroleum ether: ethyl acetate = 10:1) showed the reaction was complete, then the mixture was concentrated in vacuo. The residue was desolved in ethyl acetate (800 mL) and washed with water (200 mLx2), saturated aqueous sodium carbonate (200 mLx2) and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give compound 7 as a yellow solid. 1H NMR (300 MHz, CDCI3): delta 8.21 (S, 1 H), 7.67-7.70 (dd, J = 9.0 Hz, 1 H), 6.97-6.99 (d, J = 6.0 Hz, 1 H), 3.88 (s, 3H), 2.53 (s, 3H).

The synthetic route of 54811-38-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2006/117669; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 54811-38-0 as follows. category: iodides-buliding-blocks

Under nitrogen protection,5-iodo-2-methylbenzoic acid (49.33 g, 0.188 mol) was added to anhydrous dichloromethane(300 mL), to which oxalyl chloride (26. 27 g, 0.207 mol) was added with stirring. N, N-dimethylformamide (1.64 g, 18. 8-01) was slowly added dropwise, and a large amount of gas was generated, and the dropping speed was slow.After the addition was complete, the mixture was stirred at room temperature overnight and the solution became clear. HPLC control reaction (take 0. lmL reaction solution dissolved in lmL methanol, shake at room temperature 5-lOmin, take a little by HPLC analysis.), The organic volatiles were evaporated in vacuo on a rotary evaporator to give 5-iodo-2-methylbenzoyl chloride

According to the analysis of related databases, 54811-38-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI TIANCI BIOLOG VALLEY BIOLOG ENGINEERING CO LTD; Li, XinJuanZi; Wang, Xun; Ma, Xilai; Li, Yonggang; Lu, Xinghong; Li, Jianzhi; (21 pag.)CN103570671; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 54811-38-0, These common heterocyclic compound, 54811-38-0, name is 5-Iodo-2-methylbenzoic 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.

Example 553-[4-Methyl-3-[[(tricycIo[3.3.1.13)7]dec-l-ylmethyl)amino]carbonyl]phenyl]-2-pyridinecarboxylic acida) 5-Iodo-2-methyl-7V-(tricyclo[3.3.1.13>7]dec-l-ylmethyl)-benzamide5-Iodo-2-methyl-benzoic acid (3.0 g) was stirred in dichloromethane (40 mL) undernitrogen. Oxalyl chloride (5 mL) was added followed by JV.JV-dimethylfonnamide (1 drop).After 2 hours the volatiles were removed under vacuum and the residue was redissolved indichloromethane (40 mL). Tricyclo[3.3.1.13>7]decane-l-methanamine (2.23 mL) andtriethylamine (3.18 mL) were added and the mixture was stirred under nitrogen for 2 hours.2M aqueous hydrochloric acid was added, the layers were separated and the aqueousfraction was extracted twice with dichloromethane. The combined organics were washedwith water, brine, dried (MgSO/O, filtered and concentrated in vacua. Purification bytrituration with diethyl ether afforded the sub-title compound (4.7 g).MS: APCI(+ve) 410 (M+H4).

The synthetic route of 54811-38-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/25783; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 54811-38-0 as follows. HPLC of Formula: C8H7IO2

2-methylbenzoic acid as the starting material,Under the action of metal reagent Fe powder and super acid catalyst trifluoromethanesulfonic acid,Adding a liquid bromine having a molar multiple of 1.05,And the solvent solution of bromine absolute molecular sieve without water pretreatment,Synthesis of intermediate 2 5-bromo-2-methyl benzoic acid, the yield of 85% or more

According to the analysis of related databases, 54811-38-0, the application of this compound in the production field has become more and more popular.

Reference of 54811-38-0, The chemical industry reduces the impact on the environment during synthesis 54811-38-0, name is 5-Iodo-2-methylbenzoic acid, I believe this compound will play a more active role in future production and life.

Borane-methylsulfide solution (50.0 mL of a 2.0M solution in THF, lOOmmol) was added dropwise to a solution of 5-iodo-2-methyl benzoic acid (13.1g, 50 mmol) and anhydrous THF (100 mL) at 35-45 C at a rate to moderate the gas evolution. The resulting mixture was heated at 60 C for 3 h and was then cooled to 25 C and quenched by the careful, dropwise addition of methanol (50 mL) which was added at such a rate that gas evolution was moderated and the temperature was maintained below 35 C. The resulting mixture was stirred at 25 C for 2 h and was then concentrated under vacuum. The residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution, the organic phase was washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate and concentrated to provide the title compound (11.58 g) as a white solid H NMR (CDCI3) delta 7.71 (d, 1H), 7.52 (d, 1H), 6.91 (d, 1H), 4.64 (s, 2H), 2.27 (s, 3H), 1.62 (br s, 1H).

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, 5-Iodo-2-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; TAGGI, Andrew, Edmund; DIETRICH, Robert, F.; MARCUS, Kimberly, Katherine; MCCANN, Stephen, Frederick; WO2014/66120; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 54811-38-0, 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. 54811-38-0, name is 5-Iodo-2-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a reaction mixture of 150 gm of iodobenzoic acid in 750ml of dichloromethane and 3.0 ml DMF at 30C, 69.75 gm thionyl chloride was slowly charged. The reaction mixture was heated to reflux temperature of the solvent and stirred for 1 hour. The reaction mixture was cooled to 0C to 5C and was charged with 91 gm anhydrous AICI3, and 102 gm fluoro phenyl thiophene diluted in 300 ml dichloromethane. Stirred the reaction mixture at 30C for 1 hour. The reaction mixture was quenched in crushed ice water mixture at 0-5C. Organic layer was separated and washed with 750 ml saturated sodium bicarbonate solution. Dichloromethane was distilled under vacuum to obtain crude iodophenyl thiophene ketone. Crude iodophenyl thiophene ketone was recrystallized from 600 ml isopropanol to obtain 222 gm of lodophenyl thiophene ketone.

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, 5-Iodo-2-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CIPLA LIMITED; KING, Lawrence; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PHULL, Manjinder Singh; SAWANT, Ashwini Amol; HIRE, Kapil Ramesh; (0 pag.)WO2016/83790; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 54811-38-0, These common heterocyclic compound, 54811-38-0, name is 5-Iodo-2-methylbenzoic 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.

In a 100 mL hydrothermal synthesis reactor,Add sodium hydroxide (3 mmol), water (5 mL), stir and dissolve,Add 3-iodo-6-methylbenzoic acid (0.5 mmol), cuprous oxide (0.05 mmol),White lignan (0.05 mmol), the reaction was stirred at 100 C for 6 hours.After cooling, the pH was adjusted to 2 with dilute hydrochloric acid and extracted with ethyl acetate.The extract is concentrated and subjected to column chromatography to obtain 3-hydroxy-6-methylbenzoic acid.56.2 mg, yield 74%.

Statistics shows that 5-Iodo-2-methylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 54811-38-0.

Reference:
Patent; Shenyang Pharmaceutical University; Yunnan Tropical Crop Science Institute; Chen Guoliang; Wu Ying; Bao Xuefei; Li Guohua; Liang Xinjie; Jiang Shikuan; Zhou Qifan; Du Fangyu; (11 pag.)CN109970542; (2019); 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. 54811-38-0, name is 5-Iodo-2-methylbenzoic acid, A new synthetic method of this compound is introduced below., 54811-38-0

A solution of 5-iodo-2-methylbenzoic acid (50.0 g, 190.0 mmol) in thionyl chloride (250 mL) was heated at reflux for 3 hours. The completion of reaction was observed by TLC (by converting acid chloride to methyl ester). The thionyl chloride was evaporated and the residue was charged to the reaction mixture contained 2-amino pyridine (19.72 g, 209.8 mmol), triethyl amine (82.75 mL, 572.5mmol) in dry ethyl acetate (500 mL) at 0C. The reaction mixture was stirred at RT(room temperature) for 12 hours. The completion of reaction was observed byTLC. The reaction mixture was taken in water (2000 mL), extracted with ethylacetate (2 x 1000 mL). The combined organic layer was washed with water (2 x1000 mL), brine, dried over sodium sulphate and evaporated. The crude material was purified by column chromatography using ethyl acetate in petroleum ether to afford 5-iodo-2-methyl-N-(pyridin-2-yl)benzamide intermediate 6 (30.0 g, 48 %) as pale yellow solid.

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; SANOFI; PASCAL, Cecile; PELLET, Alain; COURTEMANCHE, Gilles; CAMPBELL, Simon; (78 pag.)WO2019/8027; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 54811-38-0, name is 5-Iodo-2-methylbenzoic acid, I believe this compound will play a more active role in future production and life. 54811-38-0

To a solution of compound 6 (40.0 g, 0.153 mol) in MeOH (400 mL) was added dropwise a freshly prepared solution of SOCI2 (22 mL, 0.305 mol) in MeOH (400 mL) at O0C. The mixture was heated to reflux for 4 hours. TLC (petroleum ether: ethyl acetate = 10:1) showed the reaction was complete, then the mixture was concentrated in vacuo. The residue was desolved in ethyl acetate (800 mL) and washed with water (200 mLx2), saturated aqueous sodium carbonate (200 mLx2) and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give compound 7 as a yellow solid. 1H NMR (300 MHz, CDCI3): delta 8.21 (S, 1 H), 7.67-7.70 (dd, J = 9.0 Hz, 1 H), 6.97-6.99 (d, J = 6.0 Hz, 1 H), 3.88 (s, 3H), 2.53 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 54811-38-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; WO2006/117669; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com