Month: March 2021

Electric Literature of 54507-44-7,Some common heterocyclic compound, 54507-44-7, name is 2-Iodo-4-(trifluoromethyl)benzoic acid, molecular formula is C8H4F3IO2, 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.

A mixture of 2-iodo-4-trifluoromethyl-benzoic acid (CAS: 54507-44-7) (300 mg, 0.949 mmol) phenylboronic acid (239 mg, 1.898 mmol), sodium carbonate (302 mg, 2.847 mmol) and palladium (II) acetate (10.7 mg, 0.0475 mmol) in 4.5 ml water was stirred at room temperature for 48 hours. The mixture was filtered and the filtrate was acidified with HC137%. The mixture was stirred at room temperature for 30 minutes. The solid was filtered, washed with water and dried in vacuo to provide 225 mg (89%) of the title compound as a brown solid. MS (m/e): 264.9 (M+H+).

The synthetic route of 54507-44-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kolczewski, Sabine; Pinard, Emmanuel; US2011/53904; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 2468-56-6, 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. 2468-56-6, name is 6-Iodohex-1-yne belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: General rocedure A: alkylation with LiHMDS [0217] At -40C, a solution of lithium bis(trimethylsilyl)amide 1 M in tetrahydrofuran (38.9 mmol, 38.9 mL, 2.2 eq) was added dropwise to a solution of glutarimide (2.0 g, 17.7 mmol, 1.0 eq) in tetrahydrofuran (30 mL). The iodoalkane (53.1 mmol, 3.0 eq) was immediately added. After 15 minutes at -40C, the mixture was allowed to warm up and the mixture was stirred at room temperature for 18 hours. The reaction was quenched with a saturated solution of ammonium chloride (10 mL) and the aqueous phase was extracted with methylene chloride (3 x 20 mL). The combined organic phases were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using cyclohexane and ethyl acetate (100/0 to 0/100) to afford the expected compound.

The synthetic route of 6-Iodohex-1-yne has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF SOUTHERN CALIFORNIA; LADNER, Robert D.; GIETHLEN, Bruno; WO2015/103489; (2015); 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 49827-15-8 as follows. Safety of tert-Butyl 2-iodoacetate

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

According to the analysis of related databases, 49827-15-8, the application of this compound in the production field has become more and more popular.

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

Related Products of 335349-57-0, 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. 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound number 301 was prepared as follows. To a solution of 5-chloro-4-iodo-2-nitroaniline (6 g, 20.1 mmol) in dioxane (100 ml) and water (10 ml) which was purged and maintained with an inert atmosphere of nitrogen was added[2,4-bis(trifluoromethyl)phenyl]boronic acid (10.3 g, 40.01 mmol), K3PO4 (8.6 g, 40.70 mmol) and Pd(pph3)4 (2.3 g, 2.04 mmol) at room temperature. The resulting solution was stirred overnight at 95 C. in an oil bath. The resulting mixture was concentrated under vacuum to give a residue, which was purified by a silica gel column, eluting with 2% to 3% ethyl acetate in petroleum ether to produce 4-[2,4-bis(trifluoromethyl)phenyl]-5-chloro-2-nitroaniline as a crude light yellow solid (2.2 g, crude). Next, to a solution of 4-[2,4-bis(trifluoro-methyl)phenyl]-5-chloro-2-nitroaniline (2.2 g, crude) in ethanol (50 ml) was added hydrogen chloride (conc, 1.5 ml) and Zn powder (2.2 g, 33.85 mmol). The resulting solution was stirred for 2 h at 90 C. in an oil bath. The reaction was then quenched by the addition of water (300 ml), adjusted pH to 8 with aqueous sodium carbonate and then extracted with ethyl acetate (3¡Á100 ml). The combined organic layers were washed with brine (200 ml), dried and concentrated under vacuum to produce 4-[2,4-bis(trifluoromethyl) phenyl]-5-chlorobenzene-1,2-diamine as a crude brown solid (1.75 g, crude). Finally, a Solution of 4-[2,4-bis(trifluoromethyl)phenyl]-5-chlorobenzene-1,2-diamine (300 mg, crude) in trifluoroacetic acid (10 ml) and hydrogen chloride (conc, 2 ml) was stirred overnight at 80 C. in an oil bath. The solution was evaporated and dissolved in water (30 ml), adjusted to pH 8 with aqueous sodium carbonate and extracted with ethyl acetate (3¡Á50 ml). The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to give a residue, which was purified by a silica gel column with 10% ethyl acetate in petroleum ether to produce 6-[2,4-bis(trifluoromethyl)phenyl]-5-chloro-2-(trifluoromethyl)-1H-1,3-benzodiazole as a off-white solid (132.4 mg).

The synthetic route of 5-Chloro-4-iodo-2-nitroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERIAL LIMITED; Meng, Charles Q.; US2013/281392; (2013); 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 98-61-3 as follows. Computed Properties of C6H4ClIO2S

2-Ethoxyethylamine (2.14g, 24mmol) and diisopropylethylamine (4. 2ml, 24mmol) were dissolved in DCM (50ml) and cooled to 0C. To this was added pipsyl chloride (6.05g, 20mmol) in portions and the reaction stirred for 18 hours. Volatiles were evaporated in vacuo. The residue was dissolved in EtOAc (50ml), extracted IN citric acid (2 x 50ml), brine (50ml), dried and evaporated in vacuo to yield an oil which solidified on standing to give the title compound as a pale yellow solid (6.97g, 98%). NMR: 1.01 (t, 3H), 2.89 (q, 2H), 3.30 (m, 4H), 7.53 (d, 2H), 7.75 (t, 1H), 7.97 (d, 2H); m/z 354 (M-H)-.

According to the analysis of related databases, 98-61-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/76434; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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.

Methyl 1H-1,2,4-triazole-3-carboxylate (8.11 g, 63.8 mmol) was dissolved in N,Ndimethylformamide (41 ml) and cooled to 0C. Sodium hydride (3.32 g, 60% purity, 82.9 mmol) was added and the reaction mixture was stirred for 30 mm at 0C. After i,i,i-trifluoro-3- iodopropane (15.0 g, 67.0 mmol) was added and the resulting mixture was stirred for 16 h at room temperarture. Saturated ammonium chloride solution and ethyl acetate were added. Layers were separated and aqueous layer was extracted with ethyl acetate. Combined organic extracts werewashed with brine, dried over sodium sulfate and solvents were removed in vacuo. The crude product was purified by preparative HPLC (Method 5). Lyophilisation of the product containing fractions afforded 2.56 g (18% of th.) of the title compound1H-NMR (400 MHz, DMSO-d6) [ppm]: 2.904 (0.96), 2.921 (2.07), 2.932 (2.97), 2.938 (1.52),2.948 (5.97), 2.959 (3.22), 2.966 (3.45), 2.976 (5.83), 2.987 (1.41), 2.993 (3.06), 3.004 (1.93),3.021 (0.94), 3.331 (1.18), 4.556 (8.10), 4.573 (16.00), 4.590 (7.72), 8.776 (11.85).

The synthetic route of 460-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (205 pag.)WO2019/81299; (2019); 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 148870-57-9 as follows. Formula: C15H18INO3

EXAMPLE 7 3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one Based on EP 0 534 859 A solution of the (d) camphorsulphonate salt obtained in Example 6 in ethyl acetate is brought to basic pH using sodium hydroxide and then the organic phase is separated off, washed, dried over Na2SO4 and evaporated. A mixture composed of 5.6 g of potassium carbonate, 2.2 g of the above amine in 100 mL of acetone and 4 g of 3-(3-iodopropyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one is then refluxed for 18 hours. The solvent is evaporated off in vacuo, and the residue is taken up in ethyl acetate and then extracted with 3N hydrochloric acid. The aqueous phase separated off is brought to basic pH using sodium hydroxide and is then extracted with ethyl acetate. After washing until neutral and drying over MgSO4, evaporation in vacuo is carried out to obtain 4.5 g of an oil which is purified on a silica column using a mixture of dichloromethane/methanol (90/10) as eluant. Yield=64%

According to the analysis of related databases, 148870-57-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LES LABORATOIRES SERVIER; CARRANZA, Maria Del Pilar; GARCIA ARANDA, Maria Isabel; GONZALEZ, Jose Lorenzo; SANCHEZ, Frederic; US2014/128598; (2014); 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. 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 2265-91-0

A mixture of 8-{[tert-butyl(dimethyl)silyl]oxy}-2-azaspiro[4.5]decan-1 -one (isomer 1) (425 mg,1.50 mmol), 1,3-difluoro-5-iodobenzene (360 mg, 1.50 mmol, GAS No 2265-91-0), copper(l)iodide (143 mg, 0.750 mmol), N,N?-dimethylethylenediamine (164 p1, 1.50 mmol) andpotassium carbonate (435 mg, 3.15 mmol) in dioxane (26 ml) was heated to 1600 for 2 h ina microwave reactor. Upon cooling, the reaction mixture was filtrated through a pad of celite, and the filtrate was concentrated and the residue was purified by flash chromatography (25 g Snap Gartrige, hexanes/ethyl acetate-gradient, 0% -> 50% ethyl acetate) to give the title compound as single isomer (575 mg).LG-MS (Method 2): R = 1.79 mm; MS (ESIpos): m/z = 396.3 [M+H]1HNMR (400 MHz, DMSO-d6): 6 [ppm] = 7.50-7.41 (m, 2H), 6.98-6.91 (m, 1H), 3.94-3.88(m, 1H), 3.72 (t, 2H), 2.00-1.85 (m, 4H), 1.63-1.47 (m, 4H), 1.28-1.20 (m, 2H), 0.85 (5, 9H),0.01 (5, 6H)

According to the analysis of related databases, 2265-91-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 645-00-1, The chemical industry reduces the impact on the environment during synthesis 645-00-1, name is 1-Iodo-3-nitrobenzene, I believe this compound will play a more active role in future production and life.

General procedure: In a typical reaction, a mixture of aryl halides (1.0 mmol), phenylacetylene (1.5 mmol), piperidine (2.0 mmol), H2O (6 ml) and catalyst (0.5 mol% of Pd) was stirred at 100 C for appropriate time. Progress of the reaction was monitored by GC analysis at different time interval of the reaction. After the completion of the reaction, the mixture was cooled to room temperature, diluted with water, and extracted with CH2Cl2 for three times. The organic phase thuscollected was dried with Na2SO4 and concentrated. The crude product was purified by flash column chromatography on silica gel. The product was analyzed by GC/MS, 1H NMR and elemental analyses. All the products were known compounds and were identified by comparison of their physical and spectra data with those of authentic samples.

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-3-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Short Survey; He, Ying; Cai, Chun; Journal of Organometallic Chemistry; vol. 696; 13; (2011); p. 2689 – 2692;,
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. 1147014-97-8, name is 5-Bromo-2-iodoisopropylbenzene, A new synthetic method of this compound is introduced below., Product Details of 1147014-97-8

A mixture of 14 (182 mg, 0.85 mmol), 31 (182 mg, 0.56 mmol), Pd(PPh3)4Cl2 (40 mg, 0.06 mmol), and IM TBAF in TetaF (3.5 mL, 3.5 mmol) was irradiated in the microwave at 160 0C for 15 min. The solids were filtered, the filtrate was concentrated in vacuo, and the residue purified by etaPLC. The fractions were neutralized with sat NaHCO3 and extracted with EtOAc. The organic layers were concentrated in vacuo to afford the title compound as a yellow-brown solid (30 mg, 16%).[0259] 1H NMR (500 MHz, DMSO-J6) delta 1.32 (d, J= 6.9 Hz, 6H), 3.53 (qn, J= 6.8 Hz, IH), 6.66 (d, J = 3.4 Hz, IH), 7.53 (dd, J = 8.3, 1.7 Hz, IH), 7.62-7.67 (m, 2H), 7.71 (d, J = 3.4 Hz, IH), 8.77 (s, IH)[0260] MS (ES+): m/z 340/342 (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; TARGEGEN INC.; WO2009/55674; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com