Month: February 2021

Some common heterocyclic compound, 3718-88-5, name is 3-Iodobenzylamine hydrochloride, molecular formula is C7H9ClIN, 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. Safety of 3-Iodobenzylamine hydrochloride

To 36 B-1 (0.30 g, 1.0 mmol), 818 3-iodobenzylamine hydrochloride (0.33 mg, 1.2 mmol), 14triethylamine (0.43 mL, 3.1 mmol), 169 WSC hydrochloride (0.29 g, 1.5 mmol) and 637 1-hydroxy-7-azabenzotriazole (69 mg, 0.51 mmol) was added 12 dichloromethane (10 mL), and the mixture was stirredat room temperature for 24 hr. To the reaction mixture was added 52 water, and the mixture was extractedwith dichloromethane. The organic layer was dried over sodium sulfate. The desiccant was filtered off, andthe solvent was evaporated. The obtained residue was purified by high performance liquid chromatography(water-acetonitrile, each containing 0.1% 80 trifluoroacetic acid) to give the 819 title compound (0.29 g , 0.56 mmol, 55%). MS (ESI) m/z 511 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3718-88-5, its application will become more common.

Reference:
Patent; EA PHARMA CO., LTD.; KOBAYASHI, Kaori; SUZUKI, Tamotsu; KAWAHIRA, Mizuki; FUJII, Tomohiro; SUGIKI, Masayuki; OHSUMI, Koji; OKUZUMI, Tatsuya; (285 pag.)US2016/332999; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 3210-08-0,Some common heterocyclic compound, 3210-08-0, name is 4-Iodobutan-1-ol, molecular formula is C4H9IO, 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.

N,N?-dibutylpiperazine (50.4 mmol, 10 g) and 4-iodobutanol (40.3 mmol, 8.1 g) were used in the same manner as Example 1, except that reaction was carried out at room temperature for 10 hours. In this manner, a compound represented by [Chemical Formula 5] was obtained (yield 85.6%). (0062) 1H NMR (300 MHz, DMSO) delta=0.89-0.91 (m, 6H), 1.29-1.52 (m, 8H), 1.71 (m, 4H), 2.80 (t, 6H), 3.01 (t, 2H), 3.22 (t, 4H), 3.34 (t, 4H), 3.46 (t, 2H).

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

Reference:
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; LEE, Hyun Joo; LEE, Ung; KIM, Hong Gon; CHO, Shinhye; LEE, He Won; (16 pag.)US2020/155997; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

116632-41-8, name is 2-Chloro-5-iodotoluene, 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. SDS of cas: 116632-41-8

To a mixture of 2-chloro-5-iodotoluene (4.07 g, 16.12 mmol), iV-bromosuccinimide (3.16 g, 17.73 mmol) in dichloromethane (258 mL) and water (258 mL) was added 2,2′- azodiisobutyronitrile (0.132 g, 0.81 mmol). The reaction mixture was irradiated with a halogen sun lamp (150 watt) for 2 h and then cooled to room temperature. The two-phase reaction mixture was separated, and the aqueous layer was extracted with dichloromethane (50 mL). The combined organic layers were washed with water (2 x 150 mL), dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound as an orange oil (5.20 g).1H NMR (CDCl3): 57.76 (d, 1H), 7.58 (d, 1H), 7.11 (d, 1H), 4.49 (s, 2H).

The synthetic route of 116632-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/124092; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 6828-35-9, 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. 6828-35-9, name is 5-Chloro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of 2-iodoaniline (333.6 mg, 1.52 mmol, 1.0 equiv) in DCM (5.0 mL) was added with Et3N (0.23 mL, 166.9 mg, 1.65 mmol, 1.1 equiv). The reaction solution was cooled at 0 C and acetyl chloride (0.28 mL, 308 mg, 3.92 mmol, 2.6 equiv) was added into the cooled solution. The resulting mixture was warmed to stir at room temperature overnight. Upon completion, thereaction was added with water and the separated aqueous phase was extracted with EtOAc (3xtimes). The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4 and concentrated under reduced pressure. The crude material was purified by SiO2 column chromatography eluting with 30% EtOAc-hexane to yield 387.9 mg (98%) of the corresponding N-(2-iodophenyl)acetamide as a white solid.

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-Chloro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chaisan, Nattawadee; Kaewsri, Wilailak; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Ruchirawat, Somsak; Tetrahedron Letters; (2018); p. 675 – 680;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 61203-48-3,Some common heterocyclic compound, 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, molecular formula is C9H9IO4, 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.

[153] The intermediate 4-N-(2-Dimethylaminoethyl)-N-(2-bromo-4,5- dimethoxybenzoyl)amine-6,7-methylenedioxycinnoline (D) was prepared as follows:[ 154] a. 4-N-(2-Dimethylaminoethyl)-N-(2-bromo-4,5-dimethoxybenzoyl)amine-6,7-methylenedioxycinnoline (D). A 2.0M solution of oxalyl chloride in methylene chloride (5 mL, 10.0 mmol) was added to a solution of 2-iodo-4,5-dimethoxybenzoic acid (1.50g, 4.8mmol) in anhydrous methylene chloride (45 mL) and the stirred mixture was refiuxed for 2 hours. The mixture was then concentrated to dryness under reduced pressure. To this residue was added a solution of N-(2- Dimethylaminoethyl)-4-amino-6,7-methylenedioxycinnoline (3, 1.0 g, 3.84 mmol), and triethylamine (760 mg 7.52 mmol) in methylene chloride (60 mL) and the resulting mixture was stirred at reflux under nitrogen for 4 hours, then cooled to room temperature; stirring was continued overnight. The reaction mix was washed with a saturated solution of sodium bicarbonate (3 x 40 mL), dried (anhydrous MgS04), and concentrated in vacuo. The crude material was chromatographed over silica using 90: 10 chloroform:methanol to give compound D (1.59 g), in 75 % yield; 1H NMR (CDCI3) delta 2.27(s, 6H), 2.53(m, 2H), 3.43(s, 3H), 3.75(s, 3H), 3.97(m, 1H), 4.44(m, 1H), 6.24(s, 1H), 6.25(s, 1H), 6.43(s, 1H), 7.02(s, 1H), 7.43(s, 1H), 7.68(s, 1H), 9.18(s, 1H); 13C NMR (CDC13) delta 45.5, 47.1, 55.7, 56.1, 56.7, 82.8, 96.7, 102.9, 105.4, 110.6, 121.9, 123.2, 133.1, 136.0, 144.8, 148.2, 149.9, 150.9, 151.7, 152.4, 169.8; HRMS calcd for C22H2305N4IH: 551.0791; found 551.0795.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-4,5-dimethoxybenzoic acid, its application will become more common.

Reference:
Patent; GENZYME CORPORATION; TEICHER, Beverly, A.; SCHMID, Steven, M.; WO2012/15901; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, 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. Product Details of 16355-92-3

A mixture of 4-aminoquinaldine 4 kg (25.3 mol),Bis-iodide decane4.3 kg (10.9 mol),Nitrobenzene 9L into the reaction tank,Stir,Heating to 150-160 C,Maintain the temperature reaction for 6 hours,Cooled to room temperature,filter,Respectively, washed twice with methanol (4L each),Filter dry,Washed with 5% hydrochloric acid solution twice,Washed with water to pH 6,Filter dry,And then rinse with the amount of methanol once,Filter dry,60-70 drying,Get grayish yellow powder,That is, decane 1,10-bis (4-aminoquinaldin iodide) salt (referred to as quaternary ammonium iodide).The yield of quinacridine was 3.64 kg,Yield of about 47%.After testing,The quaternary ammonium iodide has a melting point of 300-308 C.

The synthetic route of 1,10-Diiododecane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; (12 pag.)CN106854179; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 689260-53-5, 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 689260-53-5 as follows.

2-Bromo-4-iodo1,3-xylene (10 mmol), 5,10-phenothiazine (10 mmol), Cu (20 mmol), under a nitrogen atmosphereK2CO3 (20 mmol) and N,N-dimethylformamide (20 ml) were combined to form a solution.The above mixed solution was evacuated three times with nitrogen, and heated and stirred at 130 C for 24 h. The reaction mixture was filtered through celite and usedWash with dichloromethane (20 ml).The solvent was evaporated under reduced pressure and purified by column chromatography (hexane/dichloromethane 10:1) to give the product 10-(4-bromo-3,5-dimethylphenyl)-phenothiazine S25-1 .

According to the analysis of related databases, 689260-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Tianma Organic Shine Display Co., Ltd.; Zhang Lei; Gao Wei; Zhu Qing; Niu Jinghua; Huang Gaojun; (26 pag.)CN109134520; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 111771-08-5, name is 2-Fluoro-6-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 111771-08-5, Formula: C7H4FIO2

To a 200 ml_ round- bottomed flask were added 2-fluoro-6-iodo-benzoic acid (7.5 g, 28.2 mmol), LiOH?H2O (1 .42 g, 33.8 mmol), and THF (100 ml_). The resulting mixture was warmed to 50 C and stirred for 2 h. Dimethyl sulfate (4.03 ml_, 42.3 mmol) was then added and the mixture was warmed to 65 C. After 2 h, the mixture was cooled to room temperature and NH4CI(aq) (50 ml_, 13 wt% solution) was added. The two resulting layers were thoroughly mixed and then separated. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure to a light brown oil (7.79 g, 99% yield). 1H NMR (400 MHz, CDCIs): 7.68 – 7.60 (m, 1 H), 7.15 – 7.06 (m, 2H), 3.98 (s, 3H).

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-Fluoro-6-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 3819-88-3,Some common heterocyclic compound, 3819-88-3, name is 1-Fluoro-3-iodo-5-nitrobenzene, molecular formula is C6H3FINO2, 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.

3-Iodo-5-fluoro-1-nitrobenzene (5.2 g; 19.48 mmol) is dissolved in a 4/3 water/tetrahydrofuran mixture. Powdered iron (8.7 g; 156 mmol), followed by acetic acid (4.5 ml) are added at room temperature and the suspension formed is stirred overnight at 40 C. The reaction mixture is filtered over diatomaceous earth and poured on to water. The mixture is extracted with ethyl acetate and the combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexane/ethyl acetate (3/1). The pure fractions are combined and the solvent is evaporated off. The residue is diluted with methylene chloride (30 ml), and pyridine (4,0 ml; 49.5 mmol) and trifluoroacetic anhydride (3.44 ml; 24.7 mmol) are added and the mixture is stirred for one hour at room temperature. The reaction solution is poured on to aqueous hydrochloric acid (1 M; 50 ml) and the mixture is extracted twice with ethyl acetate (50 ml). The combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexanelethyl acetate (9/1). The pure fractions are combined and the solvent is evaporated off. [00367] Yield: 5.40 g (98%) as a white solid. [00368] MS: 333 (M)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Fluoro-3-iodo-5-nitrobenzene, its application will become more common.

Reference:
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 160938-18-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 160938-18-1 name is 4-Chloro-2-iodo-1-nitrobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

PREPARATION 1; 5-(5-Chloro-2-nitrophenyl)-4-pentynoic acid methyl ester; 35.5 g (125 mM) of 4-chloro-2-iodo-1-nitrobenzene, 510 ml of triethylamine, 2.88 g (2.5 mM) of tetrakis(triphenylphosphine)palladium, 0.72 g of cuprous iodide and 50 ml of dimethylformamide (DMF) are mixed. 14 g (125 mM) of the methyl ester of 4-pentynoic acid are then added at room temperature, with stirring, and the reaction mixture is stirred for 24 hours at room temperature. 100 ml of toluene are added and the solvents are driven off under reduced pressure. The evaporation residue is taken up with 150 ml of ethyl acetate and 80 ml of N hydrochloric acid. The organic phase is separated off, washed with water and then dried over magnesium sulfate and concentrated under reduced pressure. The brown oil obtained is purified by chromatography on silica gel using a cyclohexane/ethyl acetate mixture (9/1; v/v) as the eluent to give 21.5 g of the expected product in the form of a yellow solid (yield=65%).M.p.=75-78 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-iodo-1-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Laboratoires Fournier S.A.; US2008/153816; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com