It can be used as a water scavenger, or as a component in the final molecule. The synthesis starts from suitable aryl diamines applying the combination of the reagents trimethylsilyl chloride and triethyl orthoformate as C1 component to accomplish concomitantly cyclization to the imidazole rings. Previous attempts to prepare molecules of this type, particularly the telluroflavones (R = Ph), were unsuccessful due to the unexpected reactivity of the C–Te bond relative to the C–Se and C–S bonds.

Fang, W.; Jiang, J.; Xu, Y.; Zhou, J.; Tu, T. Gürbüz, N.; Yaşar, S.; Özcan, E. Ö.; Özdemir, I.; Çetinkaya, B. Türkmen, H.; Pape, T.; Hahn, F. E.; Çetinkaya, B. 81.7 1.23 1H NMR (CD3CN, 300 MHz) δ 10.07 (s, N-C1H1-N, 1H), 8.84 (dd, J = 1.8Hz, J = 4.8Hz, 2H, H-12, H-16), 8.48 (dd, J = 3.2 Hz, J = 6.4 Hz, 2H, H-4, H-5), 8.28 (td, J = 1.8 Hz, J = 8.1 Hz, 2H, H-10, H-14), 8.03 (dd, J = 1.8 Hz, J = 8.1Hz, 2H, H-9, H-13), 7.89 (dd, J = 3.2 Hz, J = 6.4 Hz, 2H, H-3, H-6), 7.77 (td, J = 3.9 Hz, J = 8.1 Hz, 2H, H-11, H-15); 13C{1H}(CDCl3, 75 MHz) δ 150.0 (s, N-C1-N), 147.52 (C8, C13), 140.73 (C10, C12), 130.96 (N-C2=C7-N), 128.52 (C4=C5), 125.89 (C3, C6), 117.81 (C11, C16), 116.10 (C9, C14); HRMS–ESI (MeOH/H2O 1:1): calcd for C17H13N4, 273.11347; found, 273.11308. A synthetic method for triethyl orthoformate, it comprises the steps: First in and crystallization kettle add 60% solvent, be cooled to 0 ℃ of left and right, add ethanol, while continuing to be cooled to subzero 5 ℃, add dewatering agent, the addition of dewatering agent is 1% of solvent quality, then pass into HCl gas, continue to be cooled to subzero 7 ℃ of left and right, add imines, then slowly add other 40% solvent, in after 1 hour, finish with crystallization, be discharged to alcoholysis still, be warming up to 20 ℃ of left and right, add alcoholysis ethanol, after insulation reaction 10 hours, carry out centrifugation and obtain mixed solution, through distillation, can obtain finished product triethyl orthoformate again, the solid that centrifugation obtains is ammonium chloride, as byproduct, sell outward. Copyright © 2020 Elsevier B.V. or its licensors or contributors. Molecular structure of 2-Cl. Register and get informed about new articles. In a 50 mL two neck round-bottomed flask was weighed N1,N2-bis[2,6-bis(1-methylethyl)phenyl]-1,2-benzenediamine (7, 100 mg, 0.23 mmol) and triethyl orthoformate (20 mL) was added and a fractional distillation apparatus equipped with a Vigreux column and a thermometer on the head of the latter was connected with the central neck of the flask. Proposed ring-closure mechanism for 1-Cl, 2-Cl, 3-Cl and 4-Cl. The 1H NMR analysis established that the product obtained was pure enough to be used for the next step.

1H NMR (CDCl3, 300 MHz) δ 7.28 (m, 6H), 6.97 (m, 8H), 5.65 (s, 2H, NH); 13C{1H} NMR (CDCl3, 75 MHz) δ 144.8 (s, HN-C1=C6-NH), 135.0 (s, C7), 129.3 (s, C3=C4), 122.35 (s, C2), 120.3 (s, C9), 119.4 (s, C10), 116.56 (C8).

To avoid this complication 1,2-dibromobenzene had to be applied to eventually approach the preparation of 7.

Then trimethylsilyl chloride (6 mL, 47.27 mmol) was added at once and the solution switched from deep red to blue and a blue precipitate formed immediately. ), and system water content is higher, also can make the yield reducation of triethyl orthoformate. Be understandable that, the present invention can also make other restriction, and other of making on the basis of the embodiment of the present invention improve still within protection scope of the present invention. A kind of production synthetic process of triethyl orthoformate drops into sodium hydroxide, chloroform and ethanol by equivalence ratio, it is characterized in that: I. adding the alcoholic acid mode is regularly to drip, and it is fixed time is 10~90 minutes, and it is hot ethanol that institute adds ethanol, and its temperature is 10~60 ℃.

d1st step: NaIO4, SiO2, CH2Cl2/H2O, 24 h, room temperature, Yield 90%; 2nd step: a) PivOCH2Cl, AgOTf, KOAc, CH2Cl2, 48 h, 50 °C.
Min Shi, Lian-jun Liu, Amirhossein Babalhavaeji, InChI=1S/C7H16O3/c1-4-8-7(9-5-2)10-6-3/h7H,4-6H2,1-3H3, InChI=1/C7H16O3/c1-4-8-7(9-5-2)10-6-3/h7H,4-6H2,1-3H3, Except where otherwise noted, data are given for materials in their, Ashford's Dictionary of Industrial Chemicals, Third edition, 2011, page 9288. TMSCl is assumed to abstract an alkoxide group and to deliver at the same time the chloride as the preferred counterion for the imidazolium salts. An additional amount of toluene (40 mL) was used to rinse the walls of the Schlenk vessel and the solution was then heated at 92 °C. Almeida, A. Pokorny, in Comprehensive Biophysics, 2012, Cyclization among naturally occurring antimicrobial peptides is not uncommon and may be a strategy to evade the action of proteolytic enzymes.
The solution, that switched from dark green to dark red, was stirred at 50 °C for 3 hours, then the solvent was removed and the red solid was triturated with Et2O (20 mL) and the precipitate was filtered off, washed with further Et2O (3 × 10 mL), then triturated with acetone (3 mL) and finally dried to afford 31 mg of 2-Cl as a grey powder (0.065 mmol, 475.11 g/mol).

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