Tag: M.W=200-300

Related Products of 135050-44-1, 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. 135050-44-1 name is 3-Chloro-4-iodoaniline, 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.

3-chloro-4-iodoaniline (15 g, 59 mmol) dissolved in diethyl [(ethyloxy)methylene]malonate (19 mL, 95 mmol) and heated at 160 C for 4 hours under a reflux condenser. The condenser was then removed and EtOH evaporated. After one hour, it was cooled to rt to solidify, broken up and the solid was suspended in hexane. The mixture was filtered and the filter cake washed with hexane several times to give a grey solid (23 g, 91%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-iodoaniline, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BURY, MICHAEL JONATHAN; CASILLAS, LINDA N.; CHARNLEY, ADAM KENNETH; HAILE, PAMELA A.; MARQUIS JR., ROBERT W.; MEHLMANN, JOHN F.; ROMANO, JOSEPH J.; SINGHAUS, JR., ROBERT R.; WANG, GREN Z.; (153 pag.)TWI609011; (2017); B;,
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Related Products of 696-41-3, 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. 696-41-3, name is 3-Iodobenzaldehyde belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

DAST (27mL, 172.41 mmol) was added to a solution of 3-lodo benzaldehyde (lOg, 43.l0mmol) in DCM (l5OmL) at 0C over a period of 10 mm. The RM was warmed to RT and stirred for 19 h.The RM was carefully quenched into ice water and extracted with DCM (2×1 5OmL).The combined organic layer waswashed with sat. NaHCO3 solution, water(lOOmL), brine(lOOmL), dried over Na2SO4 and concentrated toget crude. The crude compound was purified by CC (0-5% EtOAc in PE) to obtain 9.Og (82.5%) of 1-(difluoromethyl)-3-iodobenzene as yellow oil.

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

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, 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 25245-29-8, HPLC of Formula: C9H11IO3

Step 1: 2-(3,4,5-Trimethoxy-phenyl)-2,3-dihydro-furan (287) To a solution of 5-iodo-1,2,3-trimethoxybenzene (900 mg, 3.06 mmol) and 2,3-dihydrofuran (1.16 mL, 15.3 mmol) in dry DMF (8 mL) were added PPh3 (20 mg, 0.077 mmol), KOAc (901 mg, 9.18 mmol), n-Bu4NCl (850 mg, 3.06 mmol) and Pd(OAc)2 (17 mg, 0.077 mmol). The reaction mixture was stirred 18 h at 80 C. The reaction mixture was diluted with AcOEt and water. After separation, the organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude residue was then purified by flash chromatography on silica gel (AcOEt/Hexane: 20/80) to afford the title compound 287 (311 mg, 1.32 mmol, 43% yield). 1H NMR: (300 MHz, CDCl3) delta (ppm): 6.59 (s, 2H), 6.45 (m, 1H), 5.45 (dd, J=10.5, 8.4 Hz, 1), 4.97 (m, 1H), 3.87 (s, 6H), 3.84 (s, 3H), 3.06 (m, 1H), 2.62 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Iodo-1,2,3-trimethoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; MethylGene, Inc.; US2005/288282; (2005); A1;,
Iodide – Wikipedia,
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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 52570-33-9 as follows. Recommanded Product: 52570-33-9

b. 3-Iodo-2-{[methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-benzoic acid methyl ester[0236] A mixture of 3-iodo-2-methyl-benzoic acid methyl ester (75 mmol, 20.7 g), N- bromosuccinimide (76.6 mmol, 13.8 g), benzoyl peroxide (890 mg), and CCl4 (300 mL) was refluxed with stirring for 15 h. After cooling to ambient temperature the mixture was filtered and the filtrate was concentrated in vacuo to give the title compound as a tan oil. The oil (26.3 g) was dissolved in dry DMF (75 mL). NaI (22.4 g), K2CO3 (20.5 g), and (toluene-4- sulfonylamino)-acetic acid methyl ester (19 g) were added and the mixture was stirred at ambient temperature for 24 h before it was poured into water (900 mL). The mixture was extracted with ethyl acetate (2×250 mL). The combined organic phases were washed with a solution of sodium meta-bisulfte (20 g) in water (300 mL) and water (2×300 mL) before they were dried over MgSO4 and concentrated in vacuo to give the title compound as a dark gum (38.1 g). The crude product was used in the next step without further purification; MS-(+)-ion: M+23 = 539.9.

According to the analysis of related databases, 52570-33-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FIBROGEN, INC.; WO2007/90068; (2007); A2;,
Iodide – Wikipedia,
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Reference of 33348-34-4, A common heterocyclic compound, 33348-34-4, name is 4-Amino-3-iodobenzonitrile, molecular formula is C7H5IN2, 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.

INTERMEDIATE 143 – PREPARATION of 3-(2-hydroxyethyl)-2-(triethylsilyl)-1 H-indole-5- carbonitrile; 4-amino-3-iodobenzonitrile (1.65 g; 5.61 mmol), 4-(triethylsilyl)but-3-yn-1-ol (1.57 ml 7.44 mmol), Bis(diphenylphosphino)ferrocene]palladium(ll) chloride (0.276 g; 0.338 mmol), lithium chloride (0.287 g; 6.76 mmol), sodium carbonate (1.43 g; 13.52 mmol) in DMF (14 ml.) was stirred at 100 0C for 15 hours. The solution was filtered through celite, diluted in ethyl acetate, washed with brine and sodium thiosulphate, dried and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica (eluent 2 to 20 % ethyl acetate in heptane) to yield 0.873 g (43%) of the title compound as a yellow solid. ESI/APCI(+):301 (M+H); ESI/APCI(-):299 (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; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&;D; reMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; MARCHAND, Arnaud; ALLASIA, Sara; KILONDA, Amuri; CHALTIN, Patrick; WO2010/142801; (2010); A1;,
Iodide – Wikipedia,
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Reference of 444-29-1, The chemical industry reduces the impact on the environment during synthesis 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

representable procedure for Suzuki reaction of 4-iodomethylbenzene and phenylboronic acid (Table 2, entry 2). The catalyst Pd(at)poly-Sty-co-diOH-Cl (5.5 mg, Pd: 0.05 mol percent), 4-iodomethylbenzene (218 mg, 1 mmol), phenylboronic acid (183 mg, 1.5 mmol), K2CO3 (276 mg, 2 mmol), and ethanol/H2O (3 ml, 2:1, v/v) were added into a 25 ml round bottomed flask, which was then heated to 70 ¡ãC for 1 h as monitored by TLC. After the reaction was finished, the catalyst was filtered and washed three times with ethyl acetate (3 ml). Then, 10 ml water was added to the filtrate, and 10 ml EtOAc was added to extract the organic compound for three times. The combined extract was evaporated to leave the crude products which were purified by column chromatography over silica gel to furnish the pure 4-methylbiphenyl 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, 1-Iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Jiayi; Song, Gonghua; Peng, Yanqing; Tetrahedron Letters; vol. 52; 13; (2011); p. 1477 – 1480;,
Iodide – Wikipedia,
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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. 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 4-amino-3-iodobenzoate

A suspension of methyl 4-amino-3-iodobenzoate (500 mg, 1.81 mmol), 1 -methyl -4-(4, 4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrazole (563 mg, 2.71 mmol), Pd(dppf)Cl2 (132 mg, 0.18 mmol) and Cs2C03 (1177 mg, 3.61 mmol) in Dioxane/H20 (10 mL/2 mL) was stirred at 90C for 8h under Nitrogen. The mixture was then diluted with H20 (30 mL) and extracted with DCM (30 mL*2). The combined organic phases were concentrated in vacuo and the residue was purified by flash chromatography on silica gel (Petroleum Ether/Ethyl Acetate = 1/1) to afford methyl 4- amino-3-(l-methyl-lH-pyrazol-4-yl)benzoate (417 mg, 100%) as a brown solid. MS Calcd.: 231, MS Found: 232 ([M+H]+).

According to the analysis of related databases, 19718-49-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KINNATE BIOPHARMA INC.; KANOUNI, Toufike; ARNOLD, Lee D.; KALDOR, Stephen W.; MURPHY, Eric A.; TYHONAS, John; (0 pag.)WO2020/6497; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

340825-13-0, name is 6-Iodo-3,4-dihydronaphthalen-1(2H)-one, 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. Product Details of 340825-13-0

According to the following reaction formula (scheme),Compound (3) was synthesized. A 200 mL round-bottom flask was charged with Compound (2) (4.1 g, 15 mmol) and methanol (100 mL). Sodiumborohydride (850 mg, 22.5 mmol) was gradually added to the resultant mixture at 0C with ice cooling, followed by stirring for 3 hours at 0C. Subsequently, excessive sodium borohydride was neutralized with dilute hydrochloric acid, and saturated brine was added to the mixture, which was then extracted with ethyl acetate (50 mL) 5 times. The extraction liquid was washed with ammonium chloride (100 mL) once and with brine (100 mL) twice. The reafter, sodium sulfate was added thereto, followed by filtration. The filtrate was concentrated to obtain Compound (3) as a pale red solid (yield amount: 3.93 g, yield rate ^ 95.5%), which was directly used in the next step without any further purification. The analysis results of Compound (3) are shown below.iH NMR (500 MHz, CDC13, TMS, delta) : 1.71 (d, 1H, J = 5.8 Hz), 1.84-2.02 (m, 4H), 2.65-2.71 (m, 1H), 2.75-2.81 (m, 1H), 4.72 (d, 1H, J =4.6 Hz), 7.17 (d, 1H, J = 8.0 Hz), 7.47 (s, 1H), 7.52 (d,t 1H, Ji = 8.0 Hz, J2 = 1.2 Hz) Mass spectrometry: GC-MS m/z = 274 (M+) Melting point: 82.0C-84.0C From the above analysis results, it was confirmed that a structure of the synthesized product did not contradict that of Compound (3).

The synthetic route of 340825-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RICOH COMPANY, LTD.; GOTO, Daisuke; YAMAMOTO, Satoshi; SAGISAKA, Toshiya; KATO, Takuji; TANO, Takanori; SHINODA, Masato; MATSUMOTO, Shinji; MOHRI, Masataka; YUTANI, Keiichiro; WO2011/158953; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 116632-39-4, A common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

Synthesis of Raw Material Compound 6 4-Benzoylphenylboronic acid (6.25 g) (21 mmol), 5.23 g of 5-bromo-2 iodotoluene (23 mmol), and 6.68 g of sodium carbonate (63 mmol) are dissolved in 130 ml of ethylene glycol dimethyl ether-distilled water mixed solvent (10:3), and then 0.24 g of palladium acetate (1.05 mmol) and 0.55 g of triphenylphosphine (2.1 mmol) are added thereto, and the reaction system is subjected to heating for 3 hour under nitrogen flow.After the reaction solution is allowed to be cooled, distilled water and about 600 ml of ethyl acetate are added and extraction is performed. After removing an aqueous layer and separating an organic layer, the system is dried with magnesium sulfate. The filtrate from which magnesium sulfate is filtered out is evaporated to dryness in a rotary evaporator, and refined by silica gel column (ethyl acetate: hexane=1:40?1:10) to obtain 6.6 g of white to pale yellow raw material compound 6 (yield: 90%). The obtained compound 6 is confirmed to be an objective compound by mass spectrum and 1H NMR spectrum.

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM CORPORATION; US2012/319059; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, 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 19230-28-5, Application In Synthesis of 1,3-Dichloro-2-iodobenzene

EXAMPLE 2; Preparation of S-chloro^-wopropylidene-benzonorbornadiene (Compound No. 5.26); a) n-Butyllithium variant, from l,3-dichloro-2-iodo-benzene.; To a stirred solution of l,3-dichloro-2-iodo-benzene (38.21g, 140 mmol) and 6,6-dimethyl- fulvene (46.35g, assay 96.2%, 420 mmol) in dry toluene (600 ml) under a nitrogen atmosphere, 58.8 ml of a 2.5M toluene solution of w-butyllithium (147 mmol)were added dropwise at O0C within 16 minutes. After a further 10 minutes at O0C, the reaction mixture was allowed to stand at ambient temperature overnight. Aqueous work up with saturated aqueous ammonium chloride and ethyl acetate extraction followed by washings with brine and water and drying over sodium sulphate gave a crude material which was purified by chromatography on silica gel in hexane to give 19.79g of the desired product as a yellow oil (assay 94.7% by g.l.c, 62% yield). Yellow crystals of m.p. 83-850C were obtained from cold hexane.

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; SYNGENTA PARTICIPATIONS AG; WO2007/68417; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com