Category: 16695-22-0

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. 16695-22-0, name is (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate), This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)

General procedure: 3.4. General Procedure for Synthesis of 3a, 3b, 3c and 4a, 4b, 4cPotassium hydroxide (1.85 g, 0.033 mol) was added to a solution of imidazole or benzimidazole(0.022 mol) in DMSO (20 mL) and the mixture was stirred for 30 min at 20 C, and the corresponding2a, 2b or 2c (0.01 mol; 5.67 g, 6.15 g and 6.60 g respectively) was added portionwise under vigorousstirring in a water bath. The stirring was continued for another 2 h, the water (200 mL) was then addedto the mixture which was extracted with chloroform (6 ¡Á 25 mL). The combined extracts were washedwith water and dried over anhydrous magnesium sulfate. The solvent was evaporated off and theproduct was recrystallized from methanol.

According to the analysis of related databases, 16695-22-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Al-Mohammed, Nassir N.; Alias, Yatimah; Abdullah, Zanariah; Shakir, Raied M.; Taha, Ekhlass M.; Hamid, Aidil Abdul; Molecules; vol. 18; 10; (2013); p. 11978 – 11995;,
Amide – Wikipedia,
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Related Products of 16695-22-0, A common heterocyclic compound, 16695-22-0, name is (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate), molecular formula is C25H29NO8S3, 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.

In a 50 ml three-neck bottle are sequentially added myricitrin in (509 mg, 1 . 6mmol), DMF (15 ml), K2CO3(276 mg, 2 . 0mmol), heating to 110 C, and then is slowly dripped N, N-bis [2 – (P-sulfonyloxy) ethyl]-P-toluene sulfonamide (454 mg, 0 . 8mmol) solution of DMF (15 ml), constant temperature 110 C reaction 3-5h (TLC tracking of the reaction, developing agent is petroleum ether (PE): ethyl acetate (EA): formic acid (HCOOH) =10:10:1, v/v), the reaction solution is poured into the acetic acid ethyl ester (30-60mL) in, filtered, concentrated under reduced pressure to get the crude product, the crude product by silica gel chromatography purification column or half preparation HPLC method, drying, HTEMY obtained compound (402 mg). The preparation method of this invention has the synthetic steps are simple, low cost, mild condition, and the like.

The synthetic route of 16695-22-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ningbo Institute of Technology, Zhejiang University; Gao, Kun; Wu, Yuechan; Chen, Jia; (9 pag.)(2016);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 16695-22-0, 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. 16695-22-0, name is (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate), This compound has unique chemical properties. The synthetic route is as follows.

9 was obtained from myricetin (509 mg, 1.6 mmol), K2CO3 (276 mg, 2.0 mmol), N,O,O’-Tri(toluene-4-sulfonyl)diethanolamine (454 mg, 0.8 mmol) and DMF (30 mL), according to the general procedure, as a light yellow amorphous powder (402 mg, yield: 45%); UV (MeOH) lambdamax(log epsilon) 364 (2.56) nm; IR (K Br)numax: 3397, 2923, 1656, 1160, 1048 cm-1. 1H NMR (DMSO-d6, 400 MHz): delta 12.39 (1H, br s, 5-OH), 7.63 (2H, d, J = 8.0 Hz, H-6″, 10″), 7.47 (1H, s, H-2′), 7.38 (2H, d, J = 8.0 Hz, H-7″, 9″), 7.31 (1H, s, H-6′), 6.43 (1H, s, H-8), 6.20 (1H, s, H-6), 4.41 (2H, br s, H-1″), 4.23 (2H, br s, H-2″), 3.44 (4H, br s, H-3″, 4″), 2.36 (3H, s, H-11″); 13C NMR (DMSO-d6, 100 MHz): delta 176.1 (C-4), 164.5 (C-7), 160.7 (C-5), 156.2 (C-9), 152.5 (C-3′), 150.6 (C-5′), 145.2 (C-2), 143.3 (C-8″), 140.9 (C-5″), 136.9 (C-4′), 135.1 (C-3), 129.9 (C-7″, 9″), 126.9 (C-6″, 10″), 126.1 (C-1′), 111.9 (C-6′), 110.2 (C-2′), 103.0 (C-10), 98.4 (C-6), 93.5 (C-8), 73.2 (C-1″), 72.7 (C-4″), 52.2 (C-3″), 51.9 (C-2″), 20.9 (C-11″); HRESIMS m/z 542.1113 [M-H2O+H]+ (calcd for [C26H24NO10S]+, 542.1115).

The chemical industry reduces the impact on the environment during synthesis (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate). I believe this compound will play a more active role in future production and life.

Reference:
Article; Chen, Jia; Wu, Yuechan; Zou, Jianwei; Gao, Kun; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1488 – 1494;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 16695-22-0, name is (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate), A new synthetic method of this compound is introduced below., Quality Control of (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)

Synthesis of Intermediate XVI. To a solution of Tritosylate XV (1 g, 0.00176 moles, 1 eq) in 6 ml of DMF was added NaBr (0.93 g, 0.009 moles, 5 eq). The resulting suspension was stirred in an oil bath at 120 C. for 4 h. After cooling to room temperature, the reaction mixture was concentrated to about 2 ml. The viscous milky product was poured into rapidly stirred mixture of ice-water (30 ml) and extracted with ethyl acetate (30 ml). The organic phase was dried (Na2SO4) and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, 60-120 mess, 10% ethyl acetate in hexane) to leave the product XVI as a pale yellow liquid (0.34 g, 51%) 1H NMR (400 MHz, CDCl3) 2.41 (s, 3H), 3.44 (s, 8H), 7.38 (d, 4H), 7.76 (d, 4H)

The synthetic route of 16695-22-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Salituro, Francesco G.; Saunders, Jeffrey; Yan, Shunqi; US2012/172349; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 16695-22-0, 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 16695-22-0 as follows.

General procedure: Reaction of compound 14 (500 mg, 0.5 mmol), diethanolamine trito-sylate15 15 (285 mg, 0.5 mmol), cesium carbonate (815 mg, 2.5 mmol), dissolved inDMF (10 mL) was done according to GP3 for 24 h at 80C. Workup and flashchromatography (toluene/ethyl acetate 3:1) gave compound 18. Yield 251 mg(42%), glass temperature 93-96C, [alpha]D20 = + 15.1 (c = 0.5, CHCl3). 1H NMR(400 MHz,CHCl3): delta = 7.63-7.06 (m, 22H, Ph), 5.03 (d ?s, 2H, J1,2 0 Hz, H-1,-1),4.55 (dd ?d, 2H, J1,2 0, J2,3 6.0 Hz, H-2,-2), 4.71 (dd, 2H, J2,3 6.0, J3,4 3.0 Hz,H-3,-3), 3.97 (m, 4H, H-4,-4, H-5,-5), 3.42-3.14 (m, 12H, H-6a,-6a, H-6b,-6b, CH2NTs, OCH2), 4.74 (d, 2H, JBn 10.5 Hz, OCHABnBn), 4.57 (d, 2H, JBn10.5 Hz, OCHABnBn), 3.68-3.80, 3.65-3.59, and 3.54-3.48 (each m, 6H, OCH2),3.04-2.96 (m, 2H, CH2NTs), 2.44, 2.37 (s, 9H, CH3Ts), 1.45 and 1.32 (s, 12H,CH3). 13C NMR (100 MHz, CHCl3): delta = 106.88 (C-1,-1), 84.80 (C-2,-2), 79.99(C-3,-3), 78.82, 77.34 (C-4,-4, C-5,-5), 73.85 (2C, OCH2Ph), 70.07, 65.96 (4C,OCH2), 50.77, 49.62, 47.89 (6C, C-6,-6, CH2NTs), 112.19 (q, 2C, Isoprop), 26.29,25.13 (4C, CH3), 21.55, 21.46 (3C, CH3Ts), 143.25-135.50, 129.60-127.25 (30C,Ph). Calcd. for C61H77N3O17S3 (1220.5): FAB-MS found [M + Na+] 1243 (75%),[M+-CH3C6H4SO2] 1064 (100%).

According to the analysis of related databases, 16695-22-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rathjens, Andreas; Thiem, Joachim; Journal of Carbohydrate Chemistry; vol. 35; 8-9; (2016); p. 397 – 411;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics