Tag: M.W=200-300

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. 5326-47-6, name is 2-Amino-5-iodobenzoic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Amino-5-iodobenzoic acid

a) 2-Amino-5-iodo-benzoic acid methyl ester; 2-Amino-5-iodo-benzoic acid (10.00 g) was dissolved in methanol (200 ml_). To this solution, Amberlist-15 (16.00 g) was added and the resulting mixture was heated under reflux under nitrogen for 48 h. After cooling to room temperature the mixture was filtered and the solid was washed with 5% 2OM ammonia/MeOH (2 x 100 ml_). The organic phase was dried and the solvent evaporated in vacuo. The residue was purified by flash chromatography (silica gel, ethyl acetate / hexane from 1 / 15 to 1 / 12) to give the title compound (7.00 g); ESMS m/z 277.9 [M+H]+.

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; GLAXO GROUP LIMITED; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2006/50943; (2006); A1;,
Iodide – Wikipedia,
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Electric Literature of 13421-00-6, A common heterocyclic compound, 13421-00-6, name is 5-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

5-Chloro-2-iodobenzoic acid (2.8 g, 10 mmol) was taken up in dry methylene chloride (80 mL) and DMF (50 muL, cat.) followed by thionyl chloride (2.4 g, 20 mmol) were added. The mixture was stirred at reflux for 12 h, cooled to room temperature and evaporated in vacuo. The residue was azeotroped with toluene (2×10 mL) and used without further purification. The 5-chloro-2-iodobenzoyl chloride (10 mmol) was taken up in dry methylene chloride (50 mL) and N,O-dimethylhydroxylamine hydrochloride (1.1 g, 11 mmol) was added. The mixture was cooled to 0 C., and pyridine (2.4 g, 30 mmol) was added. The mixture was allowed to warm to room temperature, stir for 12 h, and was then quenched with saturated brine (20 mL). The organic phase was separated and the water phase was extracted with methylene chloride (2×10 mL). The combined organic extracts were dried with anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified using flash chromatography on silica gel (50 g) using methylene chloride as eluent to provide 5-chloro-2-iodo-N-methoxy-N-methylbenzamide (3.1 g, 95%) MS m/z=326 (M+H).

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; Millennium Pharmaceuticals, Inc.; US2005/256102; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 49827-15-8, A common heterocyclic compound, 49827-15-8, name is tert-Butyl 2-iodoacetate, molecular formula is C6H11IO2, 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.

Analogously to Example 154, the compounds of Table 14 were produced

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; Schering Aktiengesellschaft; US6344454; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21304-38-1, name is 4-Iodobenzene-1,2-diamine, 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 21304-38-1, SDS of cas: 21304-38-1

4-Iodo-l,2- phenylenediamine (0.47 g) and 3-(2-naphthyl)glutaric anhydride (0.48 g) were dissolved in dichloromethane (6 ml) with heating. The dark solution was stirred at rt for 1 h. The precipitate formed was collected by suction filtration, washed with dichloromethane, and dried in vacuo to give a mixture of regioisomeric amides (0.82 g) as light red solid. This solid was dissolved in 4M HCI in 1,4-dioxane (3 ml) and the dark solution was heated to reflux for 1 h. The precipitate formed is isolated by suction filtration of the still hot mixture and washed with 1,4-dioxane, hot acetic acid, and finally diethyl ether to provide 4-(5-iodo-2-benzimidazolyl)-3- (2-naphthyl)butanoic acid HCI (0.71 g) as light red solid. 1H-NMR (500 MHz, DMSOd6)): delta (ppm) = 2.83 (dd, J = 16.1, 8.3 Hz, IH), 2.91 (dd, J = 16.1, 6.4 Hz, IH), 3.57 (dd, J = 14.9, 9.1 Hz, IH), 3.64 (dd, J = 14.9, 7.0 Hz, IH), 4.02 (m, IH), 7.45 (m, 2H), 7.51 (dd, J = 8.6, 2.4 Hz, 2H), 7.72 (dd, J = 8.6, 1.5 Hz, IH), 7.82 (m, 4H), 8.06 (d, J = 1.4 Hz, IH).13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 32.64 (CH2), 39.93 (CH2), 39.96 (CH), 89.44 (C), 115.64 (CH), 121.99 (CH), 125.53 (CH), 125.60 (CH), 125.70 (CH), 126.06 (CH), 127.34 (CH), 127.48 (CH), 128.01 (CH), 130.49 (C), 131.96 (C), 132.57 (C), 132.75 (C), 133.67 (CH), 139.23 (C), 152.73 (C), 172.25 (CO).

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

Reference:
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 455-13-0, 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. 455-13-0 name is 4-Iodobenzotrifluoride, 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.

General procedure: A mixture of propargyl alcohol (1.0g, 18mmol), 1-Iodo-3-trifluoromethoxy-benzene (5.14g, 18mmol), copper iodide (0.342g, 1.8mmol), dichlorobis (triphenylphosphine) palladium (II) (0.632g, 0.9mmol), diethylamine (30ml) was degassed for 10min. and stirred for 20hat 25-25C. Excess of diethyl amine was distilled off under vacuum. The residue was diluted with water (50ml) and extracted with ethyl acetate (3×50ml). The organic layer was washed with brine solution and dried over Na2SO4. The solvent was evaporated and the crude product was purified by column chromatography (10% Ethyl acetate in hexane) to obtain pure 3-(3-Trifluoromethoxy-phenyl)-prop-2-yn-1-ol (3.8g, 100%).

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

Reference:
Article; Basu, Sujay; Barawkar, Dinesh A.; Ramdas, Vidya; Patel, Meena; Waman, Yogesh; Panmand, Anil; Kumar, Santosh; Thorat, Sachin; Naykodi, Minakshi; Goswami, Arnab; Reddy, B. Srinivasa; Prasad, Vandna; Chaturvedi, Sandhya; Quraishi, Azfar; Menon, Suraj; Paliwal, Shalini; Kulkarni, Abhay; Karande, Vikas; Ghosh, Indraneel; Mustafa, Syed; De, Siddhartha; Jain, Vaibhav; Banerjee, Ena Ray; Rouduri, Sreekanth R.; Palle, Venkata P.; Chugh, Anita; Mookhtiar, Kasim A.; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 218 – 229;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 608-28-6, 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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

Add 0.2 mmol of potassium carbonate,0.005 mmol of tris (dibenzylideneacetone) dipalladium,1,3-bis (diphenylphosphine) propane 0.02mmol,18-crown-6-ether 0.1mmol,1,3-dimethyl-2-iodobenzene 0.1 mmol,1-methyl-4- (pent-1-yn-1-yl) benzene 0.25 mmol and1 mL of N, N-dimethylformamide was added to a 15 mL reaction tube,Fill it repeatedly with nitrogen 10 times, stir at room temperature for 15 min, add 0.5 mmol of water, and place in a reaction dish at 100 C for 16 h; cool to room temperature, dilute the reaction solution with ethyl acetateWash with water, dry the organic phase over anhydrous Na2SO4, filter, and concentrate.Purification by thin layer chromatography gave 13.4 mg of the target product as a colorless oil with a yield of 51%.

The chemical industry reduces the impact on the environment during synthesis 2-Iodo-1,3-dimethylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (12 pag.)CN110256184; (2019); A;,
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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,3-Dichloro-5-iodobenzene

A mixture of D-methionine A (2.50 g, 16.8 mmol), 1 ,3-dichloro-5-iodo-benzene B (4.6 g, 17 mmol), copper(I) iodide (0.80 g, 4.2 mmol) and Cs2C03 (6.6 g, 20 mmol) in DMSO (20 mL) was heated at 90 °C for 23 h. To the reaction mixture was added 5percent citric acid until pH = 4, and then the mixture was extracted with EtOAc (3 x 50 mL), This crude was purified via column chromatography (gradient MeOH/CH2Cl2) to afford the desired product (2.59 g, 54percent yield) as an oil. A mixture of the methionine C and Mel (15 mL, 240 mmol) was stirred at 25 °C for 18 h, followed by adding TBME to form a precipitate which was filtered to afford a brown solid D (3.1 g, 42percent). .H NMR (400MHz ,DMSO-d6) delta = 6.72 (d, J = 2.0 Hz, 1 H), 6.65 (d, J = 2.0 Hz, 2 H), 4.33 – 4.15 (m, 1 H), 3.43 – 3.35 (m, 2 H), 2.89 (s, 3 H), 2.85 (s, 3 H); m/z 308 (M-128).

According to the analysis of related databases, 3032-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN IDEC MA INC.; ERLANSON, Daniel, A.; MARCOTTE, Doug; KUMARAVEL, Gnanasambandam; FAN, Junfa; WANG, Deping; CUERVO, Julio, H.; SILVIAN, Laura; POWELL, Noel; BUI, Minna; HOPKINS, Brian, T.; TAVERAS, Art; GUAN, Bing; CONLON, Patrick; ZHONG, Min; JENKINS, Tracy, J.; SCOTT, Daniel; SUNESIS PHARMACEUTICALS, INC.; LUGOVSKOY, Alexey, A.; WO2011/29046; (2011); 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. 19099-54-8, name is 1-Iodo-2-isopropylbenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Iodo-2-isopropylbenzene

General procedure: A DMF solution (8mL) of the o-substituted aryl iodide (0.36mmol), the o-bromobenzyl alcohol (0.36mmol) and norbornene (34mg, 0.36mmol) was added under nitrogen to a Schlenck-type flask, containing Pd(OAc)2 (4mg, 0.018mmol), the phosphine (0.036mmol), when required, and K2CO3 (124mg, 0.90mmol) or CsOPiv (211mg, 0.90). The reaction mixture was stirred at 105C for 24h. After cooling to room temperature the organic layer was diluted with EtOAc (20mL), washed twice with water (20mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the resulting residue was purified by flash chromatography on silica gel using mixtures of hexane-EtOAc as eluent.

The synthetic route of 19099-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Della Ca, Nicola; Fontana, Marco; Xu, Di; Cremaschi, Mirko; Lucentini, Riccardo; Zhou, Zhi-Ming; Catellani, Marta; Motti, Elena; Tetrahedron; vol. 71; 37; (2015); p. 6389 – 6401;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 83171-49-7,Some common heterocyclic compound, 83171-49-7, name is 3-Chloro-5-iodoaniline, molecular formula is C6H5ClIN, 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.

General procedure: The corresponding pyrazinoic acid (5.0 mmol) was dispersed in dry toluene (20 mL) and mixed with 1.5eq. of thionyl chloride (0.55 mL, 7.5 mmol). The reaction mixture was heated to reflux for approximately 1 h. Next, the excess of thionyl chloride was removed by repeated evaporation with dry toluene under vacuum.The crude acyl chloride was dissolved in dry acetone(20 mL) and added drop-wise to a stirred solution of the corresponding aniline (5.0 mmol) with triethylamine(5.0 mmol) in dry acetone (30 mL). The reaction mixture was stirred at ambient temperature for up to 6 h. The completion of the reaction was monitored by TLC (eluent: hexane/ethyl acetate; r =2 : 1). The crude product adsorbed on silica gel by solvent evaporation was purified by flash chromatography(hexane/ethyl acetate gradient elution).The analytical data of the prepared compounds were fully consistent with the proposed structures and are available in the Supplementary Data.

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

Reference:
Article; Zitko, Jan; Barbora, Servusova-Vanaskova; Paterova, Pavla; Navratilova, Lucie; Trejtnar, Frantisek; Kunes, Jiri; Dolezal, Martin; Chemical Papers; vol. 70; 5; (2016); p. 649 – 657;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 40400-15-5, 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 40400-15-5 as follows.

General procedure: A flask was equipped with a magnetic stir bar and charged with 1Hpyrrole-2-carbaldehyde (2a; 19.0 mg, 0.2 mmol, 1.0 equiv), 2-bromophenylacetonitrile(1a; 39.2 mg, 0.2 mmol, 1.0 equiv), and K3PO4(63.6 mg, 0.3 mmol, 1.5 equiv). The flask was evacuated and filledwith N2, and then anhydrous DMSO (2.0 mL) was introduced via a syringe.The flask was heated in a 130 C oil bath for 24 h, at which timeTLC analysis [petroleum ether (bp 60-90 C)-EtOAc, 10:1] indicatedcomplete consumption of 2a and 1a. The reaction mixture was cooledto r.t. and added to a sat. solution of NaCl (20 mL) and extracted withEtOAc (3 × 10 mL). The combined organic layers were dried (Na2SO4)and filtered. The filtrate was concentrated, and the residue was purified by column chromatography on SiO2 [petroleum ether (bp 60-90C)-EtOAc, 10:1 to 30:1] to give 3af; Yield: 59.2 mg (93%); fluorescent yellow solid; mp 205.6-207.1 C.

According to the analysis of related databases, 40400-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Zeng-Qiang; Miao, Da-Zhuang; Tong, Yao; Pan, Qiang; Li, Xiao-Tong; Hu, Ren-He; Han, Shi-Qing; Synthesis; vol. 47; 13; (2015); p. 1913 – 1921;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com