Category: 16355-92-3

16355-92-3, name is 1,10-Diiododecane, 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 1,10-Diiododecane

5.(1) Synthesis of 10-iododecyl allyl ether 52 mmol (3.0 g) of allyl alcohol was dissolved in 50 ml of THF. Into the solution added gradually was 2.3 g of 60% sodium hydride. After the mixture had been stirred for 10 minutes at room temperature, a solution consisting of 127 mmol (50.0 g) of 1,10-diiododecane and 100 ml of THF was added into the mixture dropwise. After conclusion of dropping, the resulting mixture was refluxed for 12 hours. A small amount of water was then added to the reaction solution, to decompose the residual sodium hydride. After THF had been distilled out under reduced pressure, water and dichloromethane were added to the residue, and the mixture was then shaken. The dichloromethane layer was collected and was dried over magnesium sulfate. The dried dichloromethane layer was concentrated under reduced pressure, and the residue was purified by column chromatography, to obtain 13.1 g of the objective omega-haloalkyl allyl ether (Yield: 78%).

The synthetic route of 16355-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; US5243065; (1993); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 16355-92-3, The chemical industry reduces the impact on the environment during synthesis 16355-92-3, name is 1,10-Diiododecane, I believe this compound will play a more active role in future production and life.

Example 1 Preparation of 2,2′-(1,12-dodecanediyl)bispyridine LDA (2M) (20 mL, 40.00 mmol) was added dropwise to a solution of 2-picoline (3.73 g, 40.00 mmol) in THF (60 mL) at -78 C. The mixture was stirred for 30 min and then 1,10-diiododecane (6.31 g, 16.00 mmol) in THF (10 mL) was added dropwise. The resulting mixture was warmed to room temperature and stirred for 4 hrs. 50% saturated NH4Cl was added to the reaction mixture. The aqueous phase was extracted with ethylacetate (40 mL*2), and the combined organic liquors were washed with 50% saturated brine (40 mL*3) and saturated brine (40 mL), dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product was purified by column chromatography (hexanes:ethylacetate 2:1 to 1:1) to afford 3.75 g of the title compound. Yield: 72%. 1H NMR (300 MHz, CDCl3) delta 1.13-1.42 (m, 16H), 1.60-1.81 (m, 4H), 2.78 (t, J=7.8 Hz, 4H), 7.08 (ddd, J=7.5, 5.1, 0.6 Hz, 2H), 7.13 (d, J=7.5 Hz, 2H), 7.57 (dt, J=7.5, 1.8 Hz, 2H), 8.52 (dd, J=5.1, 0.6 Hz, 2H) ppm; 13C NMR (75 MHz, CDCl3) delta 29.7, 29.75, 29.8, 29.9, 30.2, 38.7, 120.9, 122.8, 136.3, 149.2, 162.5 ppm.

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, 1,10-Diiododecane, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 16355-92-3, name is 1,10-Diiododecane, 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 16355-92-3, Formula: C10H20I2

2,15-hexadecanedione as an aliphatic diketone was synthesized. In a 2 L four-necked flask equipped with a thermometer, mixer and a reflux condenser, 260.3 g (2.0 mol) of ethyl acetoacetate and 500 ml of acetone were fed, stirred and mixed, 61.9 g (1.5 mol) of 97% sodium hydroxide was added and reacted for 15 minutes. Then 197.0 g (0.5 mol) of 1,10-diiododecane was added and the reaction was carried out under reflux for 6 hours. After completion of the reaction, acetone was distilled off by distillation under reduced pressure, neutralized by adding 2N hydrochloric acid, and separation was carried out. The upper layer organic layer was separated and 800 g (2.0 mol) of 10% sodium hydroxide aqueous solution was added and stirred at room temperature for 8 hours to carry out a saponification reaction, 205.8 g (1.1 mol) of 50% sulfuric acid was added, and the mixture was fully refluxed for 3 hours for decarboxylation reaction. After the decarboxylation reaction was completed, the upper organic layer was separated by phase separation and cooled to room temperature to obtain 130.8 g of a pale yellow crystal. A small amount of a part of the obtained crystal product was taken for gas chromatograph measurement. As a result of analyzing the composition of the separated crystals by gas chromatography, the conversion of 1,10-diiododecane was 100%, the purity of 2,15-hexadecanedione was 92%.The yield of 2,15-hexadecanedione based on 1,10-diiododecane was 95%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,10-Diiododecane, and friends who are interested can also refer to it.

Related Products of 16355-92-3, 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.

Intermediate 1 (300 mg, 0.67 mmol), 1 ,10-diiododecane (600 mg, 1.5 mmol), 1 M aqueous sodium hydroxide (1.5 ml, 1.5 mmol), tetra-n-butylamonium iodide (27 mg, 0.072 mmol) and water (2 ml) were charged into a 5 ml Biotage microwave vial. The mixture was then irradiated at 1400C for 5 min. The resulting orange solution was extracted with EtOAc and the combined EtOAc fractions were reduced to afford an orange gum. Purification was achieved via column chromatography (loaded onto diatomaceous earth) using 0-14% step gradient of EtOAc in cyclohexane (2% steps) as eluent, followed by 100% cyclohexane, followed by 30% EtOAc in cyclohexane to afford the product as a colorless gum.Yield: 272 mg (57%)LC-MS (Method 3): Rt 5.57 min, m/z 711 [MH+]

The synthetic route of 16355-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARGENTA DISCOVERY LTD.; WO2007/42815; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 16355-92-3,Some common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, molecular formula is C10H20I2, 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.

2,2′-(4S,4’S)-8,8′-(decane-1,10-diylbis(oxy)bis(6-(4-chlorophenyl)-1-methyl- 4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine-8,4-diyl))bis(N-ethylacetamide) [Example 11]: A suspension of 2-(4S)-6-(4-chlorophenyl)-8-hydroxy-1-methyl-4H- benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-4-yl)-N-ethylacetamide (208 mg, 0.507 mmol) in acetonitrile (10 mL) was charged with K2CO3 (82 mg, 0.6 mmol) and 1,10-diiododecane (100 mg, 0.254 mmol) and the resulting mixture was heated at 80 oC for 12 h. After the completion of reaction, the reaction mixture was concentrated in vacuo and the residue was partitioned between DCM (20 mL) and H2O (10 mL) and separated. The aqueous layer was re-extracted with DCM (3 X 15 mL) and the combined organic fractions were dried over anhydrous Na2SO4, filtered and concentrated in vacuo resulting in a crude product which was purified by preparative HPLC to afford 30 mg, (12 % yield ) of the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6): = 8.26- 8.15 (m, 2H), 7.78 (t, J = 8.8 Hz, 2H), 7.50- 7.31 (m, 10H), 6.89- 6.80 (m, 2H), 4.47- 4.40 (m, 2H) , 4.06 – 3.85 (m, 4H), 3.36- 3.05 (m, 8H), 2.52 (s, 6H), 1.80- 1.60 (m, 4H), 1.40- 1.21 (m, 12H), 1.06 (t, J = 7.2 Hz, 6H); MS (ES+): m/z = 958.65, 960.70 [M+H] +; LCMS: tR = 3.3 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,10-Diiododecane, its application will become more common.

Reference:
Patent; COFERON, INC.; ARNOLD, Lee, Daniel; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/81284; (2015); 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. 16355-92-3, name is 1,10-Diiododecane, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H20I2

Example 19: Preparation of C10-bis-L-Lactate Diol (Compound 19b) [0135] 25.0 g 1,10-diiododecane (Compound 18b) was dissolved in 7 ml DCM, and the solution added to 120 g tetrabutylammonium-L-lactate (Compound 17b). The reaction mixture was placed in a 40C rotary evaporator bath, and rotated at top speed for 20 hours. The solution was then diluted with 100ml dichloromethane, and washed with 100 ml water. 750 ml diethyl ether were placed into a 2-liter Erlenmeyer flask and stirred magnetically. The lower organic phase from the separatory funnel was dripped into the diethyl ether with stirring until a precipitate appeared. The precipitated salt (tetrabutylammonium iodide) was vacuum-filtered through a medium porosity frit, and the filtrate was collected in a 1-liter round-bottom flask and washed once with 400 ml 1.25% sodium thiosulfate in water, and twice with 400 ml water. The ether layer was dried over anhydrous magnesium sulfate and the solvent was removed in vacuo to produce 15.5 g of the product. [0136] The structure of the product was confirmed by’H NMR.

According to the analysis of related databases, 16355-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; POLYMERIX CORPORATION; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; WO2005/39489; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 16355-92-3, 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. 16355-92-3, name is 1,10-Diiododecane, This compound has unique chemical properties. The synthetic route is as follows.

(3) Dissolve 2-methyl-4-aminoquinoline (4.75 g, 0.03 mol) in 100 mL of sulfolane, add 1,10-diiododecane (3.94 g, 0.01 mol), and raise the temperature to 80C to react 12h, lower the temperature, filter, wash the filter cake twice with water, wash the filter cake once with methanol, dry diquindine 8g, yield 56.7%, HPLC purity 81.5%;

The chemical industry reduces the impact on the environment during synthesis 1,10-Diiododecane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wuhan Zhidun Science And Technology Co., Ltd.; Li Yaping; Xie Honglei; Zhang Ruipeng; Zhang Yixing; (8 pag.)CN111018777; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 16355-92-3,Some common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, molecular formula is C10H20I2, 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 11 N, N’-Decane-1, 10-diyl-bis-quinolinium Diiodide (bQDI).; 1, 10-Diiododecane (mmol) was added to a solution (30 mL) of dry quinoline, and the solution heated for 24 hours at 65 OC. The resulting precipitate was filtered, and the product washed five times with dry diethyl ether. The resulting yellow solid was isolated in a 91% yield. ‘H NMR (300 MHz, DMSO-D6) 8 9.53 (1H, d, C2-H), 9.29 (1H, d, C3-H), 8.61 (1H, d, C8-H), 8. 50 (1H, d, C4-H), 8.29 (1H, t, C7-H), 8.18 (1H, t, C5-H), 8.06 (1H, d, C6-H), 5.04 (2H, t, C’1- CH2), 1.96 (2H, m, C’2-CH2), 1.32 (6H, m, C’3-5-CH2) ; 13C NMR (75 MHz, DMSO-D6) 8 149.5, 147.4, 137.4, 135.6, 130.7, 129. 9,129. 7,122. 1,118. 9,57. 3,29. 5,28. 9,28. 5, 25. 7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,10-Diiododecane, its application will become more common.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; WO2005/66129; (2005); A2;,
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

Synthetic Route of 16355-92-3, The chemical industry reduces the impact on the environment during synthesis 16355-92-3, name is 1,10-Diiododecane, I believe this compound will play a more active role in future production and life.

2-Picoline (0.30 mL, 3.1 mmol) and 1,10-diiododecane (13.0 g, 33 mmol) were dissolved in acetone (20 mL) with a 50 mL flask equipped with a condenser. The solution was heated to reflux at 60C for 4 days. The solution was dropped into hexane (300 mL), and then a yellow precipitate was obtained. The precipitate was recovered and dried to obtain the product 4 as yellow powder (yield 1.3 g, 87%). 1H NMR (500MHz, DMSO-d6): delta 8.96 (d, J=5.1Hz, 1H), 8.44 (t, J=7.8Hz, 1H), 8.02 (d, J=7.9Hz, 1H), 7.94 (t, J=6.8Hz,1H), 4.51 (t, J=7.8Hz, 2H), 3.25 (t, J=6.8Hz, 2H), 2.82 (s, 3H), 1.85-1.79 (m, 2H), 1.75-1.69 (m, 2H), 1.36-1.22 (m, 12H).

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, 1,10-Diiododecane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hashidzume, Akihito; Kuse, Akihiro; Oshikiri, Tomoya; Adachi, Seiji; Yamaguchi, Hiroyasu; Harada, Akira; Tetrahedron; vol. 73; 33; (2017); p. 4988 – 4993;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com