Category: 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. Quality Control of 1,10-Diiododecane

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

Related Products 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

Synthetic Route 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 26 (n=10); (a) 1,1′-[(Decane-1,10-diyl)idoxy]bis[(11S,11aS)-10-(tert- butyloxycarbonyl)-7-methoxy-11- (tetrahydro-pyran-2-yloxy)-2- methylidene-1, 2, 3, 10, 11, 11a-hexahydro-5H-pyrrolo [2, 1- c] [1, 4] benzodiazepine-5-one] (28c); 1,10-Diiododecane (49.26 mg, 0.125 mmol, 0.5 equiv. ) was added to the mixture of monomer 27 (115 mg, 0.25 mmol, 1.0 equiv. ) and potassium carbonate (53 mg, 0.50 mmol, 2.0 equiv. ) in dry DMF (30 mL), and the resulting mixture was heated to 90 C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (Si02, 60% EtOAc-hexane) to afford the dimerized compound 28c (90 mg, 0.084 mmol, 67% yield, mixture of diastereomers from THP protecting group) as a solid: [ (X] 21, = +22 (c = 0.11, CHC13) ; 1H NMR (CDCl3, 400 MHz): 5 1. 26-1. 65 (m, 76H, 14-H, 15-H, 16-H, Boc, THP), 1.72-1. 90 (m, 16H, 13-H, THP), 2.55- 2.95 (m, 8H, 1-H), 3.53-3. 69 (m, 8H, lla-H, THP), 3.85-4. 15 (m, 28H, 3-H, 12-H, 7-OMe, THP), 4.25-4. 36 (m, 4H, 3-H), 4.97-5. 18 (m, 12H, 2a-H, THP), 5. 65-5. 88 (m, 4H, 11-H), 6.48 (s, 3H, 9-H), 6.85 (s, 1H, 9-H), 7.15-7. 19 (2 x s, 4H, 6-H) ; 13 C NMR (CDC13, 100 MHz): 5 20. 0,20. 5,25. 2,25. 9,28. 1,28. 2,29. 0,29. 4,29. 5,31. 0, 31. 3,35. 1,35. 4,50. 6,56. 1, 60.0, 63.5, 64.4, 68.9, 69.2, 91.1, 96.4, 100.3, 109.4, 110. 0,110. 6,114. 3, 114. 9,128. 4,142. 1, 148.8, 149.3, 167.3 ; IR (neat): 2933,2854, 1703,1643, 1603, 1512,1454, 1430, 1402,1367, 1324,1254, 1209,1162, 1118,1018, 910,860, 729 cm-1 ; MS (ES+) m/z (relative intensity) 1059 ([M + H] +, 100), 1060 ( [M + 2H] +, 70), 957 (50).

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

Reference:
Patent; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature 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.

Measured into a 2-liter four-necked flask provided with a stirring device, a thermometer, and a reflux condenser were 197 g (0.5 mol) of 1,10-diiododecane, 520 g (4 mol) of ethyl acetoacetate, 1 L of ethanol, and 89.8 g (0.65 mol) of potassium carbonate, with reaction subsequently being allowed to take place for four hours under total reflux.After the reaction was completed, the ethanol, which was used as the solvent, was removed by distillation, and the remaining liquid was cooled to room temperature and subjected to liquid separation by adding 700 ml of 5% sulfuric acid. After the surplus of ethyl acetoacetate was removed by reduced pressure distillation of the organic layer at the upper layer. As a result, 237 g of an oily substance containing diethyl-2,13-bisacetyl-1,14-tetradecandioate was obtained.

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; Doya, Masaharu; US2011/172465; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 16355-92-3, 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 16355-92-3 as follows.

First, 260.3 g (2.0 mol) of ethyl acetoacetate and 500 ml of acetone were fed into a 2 L four-necked flask equipped with a stirrer, a thermometer and a reflux condenser, and after stirring and mixing, 97 mass 61.9 g (1.5 mol) of% sodium hydroxide was added and allowed to react for 15 minutes. Next, after adding 197.0 g (0.5 mol) of 1,10-diiododecane, the mixture was refluxed.For 6 hours.[0139]After completion of the reaction, acetone was removed by distillation under reduced pressure, and 2N hydrochloric acid was added to neutralize, followed by liquid separation treatment.The upper organic layer was separated from the lower water tank. After the separation treatment, the upper organic layer and 800 g of a 10% by mass aqueous sodium hydroxide solution (2.0 mol)And saponification reaction at room temperature for 8 hours, and then 50% by weight sulfuric acid aqueous solution 205.8 g (1.1 mol) was added and the whole was refluxed for 3 hours to carry out a decarboxylation reaction. After completion of the decarboxylation reaction, the upper organic layer (dissolved 2,15-hexadecanedione) is obtained by liquid separationAnd the sulfuric acid layer are separated, and the organic layer is cooled to room temperature to give 2,15-hexa130.8 g of a crude product of decanedione was obtained. A part of the obtained crystal was collected and analyzed by gas chromatography.The conversion of iododecane is 100%, the purity of 2,15-hexadecanedione is 92%,The yield of 2,15-hexadecanedione based on 10-diiododecane was 95%.

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; Toho Earth Tech Co., Ltd.; Kazama, Shoutarou; toishi, Shoushi; Takizawa, Kazuhiro; (21 pag.)JP6572399; (2019); B1;,
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. 16355-92-3, name is 1,10-Diiododecane, A new synthetic method of this compound is introduced below., Safety of 1,10-Diiododecane

EXAMPLE 22 N, N’-Decane-1, 10-diyl-bis-nicotinium Diiodide (bNDI).; S- (-)-Nicotine (30.8 mmol) was dissolved in glacial acetic acid (35 mL) and the solution was stirred at ambient temperature for 5 minutes. 1, 10-Diiododecane (15.4 mmol) was added to the solution and the mixture stirred and refluxed for 3 days. The mixture was then evaporated under reduced pressure to remove the solvent and the resulting oil was treated with an aqueous mixture of sodium bicarbonate. The aqueous mixture was extracted with ethyl ether (3 x 50 mL) and chloroform (3 x 50 mL) and the aqueous layer collected and was evaporated to dryness on a rotary evaporator, and the resulting solid was treated with chloroform and filtered. The filtrate was collected and evaporated to dryness. The resulting yellow oil was isolated in a 27% yield. ‘H NMR (300 MHz, CDC13) 8 9.55 (1H, s, C2-H), 9.44 (1H, d, C6-H), 8.53 (1H, d, C4-H), 8.09 (1H, m. C3-H), 4.98 (2H, t, C”1-CH2), 3.74 (1H, t, pyrolidine CH2), 3.30 (1H, t, pyrrolidine CH2,2. 50 (2H, m, C”2-CH2), 2.29 (3H, s, pyrrolidine N-CH3), 1.65-2. 20 (SH, m, pyrrolidine CH2CH2), 1.30-1. 57 (6H, m, C”3-5-CH2); 13C NMR (75 MHz, CDC13) 8 146.6, 143.9 x 2, 143.4, 128.4, 66.9, 61.9, 57.0, 40.8, 36.1, 32.1, 28.5, 28.2, 25.8, 23.5.

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; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; WO2005/66129; (2005); A2;,
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. 16355-92-3, name is 1,10-Diiododecane, A new synthetic method of this compound is introduced below., SDS of cas: 16355-92-3

Example 5 Preparation of 4,4′-(1,12-dodecanediyl)bispyridine LDA (2M) (20 mL, 40.00 mmol) was added dropwise to a solution of 4-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 1:1 to 1:2) to afford 4.16 g of the title compound. Yield: 80%. 1H NMR (300 MHz, CDCl3) delta 1.18-1.40 (m, 16H), 1.53-1.70 (m, 4H), 2.59 (t, J=7.5 Hz, 4H), 7.10 (d, J=6.0 Hz, 4H), 8.48 (d, J=6.0 Hz, 4H) ppm; 13C NMR (75 MHz, CDCl3) delta 29.4, 29.7, 29.8, 29.9, 30.6, 35.5, 124.0, 149.6, 151.8 ppm.

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; Crooks, Peter; Dwoskin, Linda P.; Zheng, Guangrong; Sumithran, Sangeetha; US2009/318503; (2009); 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., SDS of cas: 16355-92-3

General procedure: N,N,N,N?,N?,N?-Hexabutylhexanediammonium diiodide (Bu6-diquat-6), N,N,N,N?,N?,N?-hexabutyloctanediammonium diiodide (Bu6-diquat-8), and N,N,N,N?,N?,N?-hexabutyldecanediammonium diiodide (Bu6-diquat-10) were synthesized by nucleophilic substitutionof the corresponding diiodoalkane with tributylamine. In a typical synthesis, to an oven-dried,nitrogen-filled, two-necked flask equipped with a condenser and a magnetic stirrer were addeddehydrated ethanol and tributylamine (3 equiv). Subsequently, diiodoalkane (1 equiv) was slowlyadded into the mixture. This mixture was heated slowly to 90 C and kept at this temperature in darkwhile stirring. After 48 h, the solution was cooled to room temperature and then ethanol wasevaporated by a rotary evaporator, producing semi-solid. This semi-solid was purified byrecrystallization in ethanol and ethyl acetate. The recrystallized solid was washed with acetone orhexane and dried under atmospheric condition.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16355-92-3.

Reference:
Article; Keoh, Sye Hoe; Chaikittisilp, Watcharop; Endo, Akira; Shimojima, Atsushi; Okubo, Tatsuya; Bulletin of the Chemical Society of Japan; vol. 90; 5; (2017); p. 586 – 594;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 16355-92-3, name is 1,10-Diiododecane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C10H20I2

1 molar parts taken honokiol and 2 moles of sodium carbonate were mixed in dry acetonitrile was added, the volume of acetonitrile and honokiol molar ratio of 150: 1 (L / mol), was added X (CH2)nY16 molar parts, at 85 for 5h was honokiol derivatives.However, the present embodiment of X (CH2)nThe Y, X, Y are I, n = 10.In other embodiments, X, Y independently is Br, O, S, F or Cl, n is an integer of ? 30 for 1,2,3,4, etc.

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

Reference:
Patent; Guangzhou card licensing Biological Technology Co., Ltd; Yuan, Xiao; Zhou, Dongbin; Fan, Jianjun; Zhang, Wei; (27 pag.)CN105622603; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference 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 9 (n=10); (a) 1, 1′-[(Decane-1,10-diyl)dioxy]bis[(11S,11aS)-10-(tert- butylOxyCarbonyl)-8-methoxy-11-(tetrahydro-pyran-2-ylOxy)- 1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5- one] (8h); 1,10-Diiododecane (87.8 mg, 0.22 mmol, 0.5 equiv) was added to the mixture of monomer 7 (0.2 g, 0.44 mmol, 1.0 equiv) and potassium carbonate (0.98 mmol, 2.2 equiv) in dry DMF (30 mL), and the resulting mixture was heated to 90C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (Si02, 50% EtOAc-hexane) to afford the dimerized compound 8h (191 mg, 0.1 8mmol, 82% yield, mixture of diastereomers from THP protecting group) as a solid: [a] 20D = +75 (c = 0.10, CHCl3); 1H NMR (CDCl3, 400 MHz): 5 1.25-1. 59 (m, 76H, 14-H, 15-H, 16-H, Boc, THP), 1. 68-1. 92 (16H, 13-H, THP), 1. 93-2. 20 (m, 16H, 1-H, 2-H), 3.45- 3.75 (m, 16H, 3-H, lla-H, THP), 3.83-4. 14 (m, 24H, 12-H, 7-OMe, THP), 5.02-5. 10 (m, 2H, THP), 5.12-5. 19 (m, 2H, THP), 5.69-5. 77 (d, 2H, 11-H), 5.79-5. 89 (d, 2H, 11-H), 6.49 (s, 2H, 9-H), 6. 86 (s, 2H, 9-H), 7.17 (s, 2H, 6-H), 7.21 (s, 2H, 6-H) ; 13C NMR (CDCl3, 400 MHz): 5 19. 9, 20.4, 23.1, 23.2, 25.2, 25.3, 25.9, 28.1, 28.2, 28. 9,29. 0,29. 1,29. 2,29. 3,29. 5,30. 9,31. 3,46. 3, 55. 9, 56. 2, 60. 0,60. 1, 63.3, 69. 1, 80.9, 81.2, 88.2, 91.2, 95. 8, 100. 2, 111.1, 111.5, 113.4, 114.0, 121.6, 126. 4,141. 0,143. 1,148. 1, 148.4, 155.4, 167.4, 167.6 ; IR (neat): 2937,1703, 1643, 1604, 1513,1450, 1392,1327, 1218,1164, 1022cm~1 ; MS (FAB) m/z (relative intensity) 1057 ( [M + Na] +’, 34), 1035 (M+., 100), 833 (26), 933 (25).

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; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com