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Chemical Structure| 51-17-2 Chemical Structure| 51-17-2
Chemical Structure| 51-17-2

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Benzimidazole is a structural unit widely used in antifungal, antiparasitic, and anticancer drugs, capable of inhibiting the activity of specific enzymes and regulating cell growth and metabolism.

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Product Citations

Product Citations

Anushree Mondal ; Pronay Roy ; Jaclyn Carrannatto ; Prathamesh M. Datar ; Daniel J. DiRocco ; Katherine Huntera and E. Neil G. Marsh

Abstract: The prenylated-flavin mononucleotide-dependent decarboxylases (also known as UbiD-like enzymes) are the most recently discovered family of decarboxylases. The modified flavin facilitates the decarboxylation of unsaturated carboxylic acids through a novel mechanism involving 1,3-dipolar cyclo-addition chemistry. UbiD-like enzymes have attracted considerable interest for biocatalysis applications due to their ability to catalyse (de)carboxylation reactions on a broad range of aromatic substrates at otherwise unreactive carbon centres. There are now ∼35[thin space (1/6-em)]000 protein sequences annotated as hypothetical UbiD-like enzymes. Sequence similarity network analyses of the UbiD protein family suggests that there are likely dozens of distinct decarboxylase enzymes represented within this family. Furthermore, many of the enzymes so far characterized can decarboxylate a broad range of substrates. Here we describe a strategy to identify potential substrates of UbiD-like enzymes based on detecting enzyme-catalysed solvent deuterium exchange into potential substrates. Using ferulic acid decarboxylase (FDC) as a model system, we tested a diverse range of aromatic and heterocyclic molecules for their ability to undergo enzyme-catalysed H/D exchange in deuterated buffer. We found that FDC catalyses H/D exchange, albeit at generally very low levels, into a wide range of small, aromatic molecules that have little resemblance to its physiological substrate. In contrast, the sub-set of aromatic carboxylic acids that are substrates for FDC-catalysed decarboxylation is much smaller. We discuss the implications of these findings for screening uncharacterized UbiD-like enzymes for novel (de)carboxylase activity.

Alternative Products

Product Details of Benzimidazole

CAS No. :51-17-2
Formula : C7H6N2
M.W : 118.14
SMILES Code : C12=CC=CC=C1N=CN2
MDL No. :MFCD00005585
InChI Key :HYZJCKYKOHLVJF-UHFFFAOYSA-N
Pubchem ID :5798

Safety of Benzimidazole

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H402
Precautionary Statements:P264-P270-P273-P301+P312+P330-P501

Application In Synthesis of Benzimidazole

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 51-17-2 ]

[ 51-17-2 ] Synthesis Path-Downstream   1~37

  • 1
  • [ 51-17-2 ]
  • [ 3314-30-5 ]
  • [ 762-04-9 ]
  • [ 78645-32-6 ]
  • 2
  • [ 51-17-2 ]
  • [ 3314-30-5 ]
  • [ 122-52-1 ]
  • [ 78645-34-8 ]
  • [ 78645-32-6 ]
  • 3
  • [ 51-17-2 ]
  • [ 3314-30-5 ]
  • [ 762-04-9 ]
  • [ 78645-34-8 ]
  • [ 78645-32-6 ]
  • 4
  • [ 51-17-2 ]
  • [ 15441-06-2 ]
  • [ 144186-69-6 ]
  • 5
  • [ 51-17-2 ]
  • [ 40724-47-8 ]
  • 4-benzoimidazol-1-ylmethyl-benzenesulfonamide [ No CAS ]
  • 6
  • [ 51-17-2 ]
  • [ 19231-06-2 ]
  • [ 2622-61-9 ]
  • 7
  • [ 51-17-2 ]
  • [ 172732-52-4 ]
  • [ 611-20-1 ]
  • [ 100-47-0 ]
  • [ 25699-93-8 ]
  • 10
  • [ 51-17-2 ]
  • [ 1798-06-7 ]
  • [ 913173-61-2 ]
YieldReaction ConditionsOperation in experiment
Procedure C; A mixture of 4-iodophenylacetic acid (4.4 g, 16.8 mmol), benzoimidazole (2.98 g, 25.2 mmol, 1.5 equiv), trans.trans-dibenzylideneacetone (197 mg, 0.840 mmol, 0.05 equiv) 1,10- phenanthroline (3.33 g, 16.8 mmol), copper (I) trifluoromethanesulfonate benzene complex (211 mg, 0.840 mmol, 0.05 equiv), and Cs2CO3 (6 g, 18.5 mmol) in xylene (12 mL) is stirred for 88 h at 125C. The reaction mixture is allowed to cool to rt and concentrated in vacuo. The residue is dissolved in a 1N NaOH aqueous solution and extracted with EtOAc. The aqueous layer is made acidic by addition of a 1N HCI aqueous solution. The resulting precipitate (batch 1 ) is collected by vacuum filtration. The aqueous phase is extracted with CH2CI2 . The organic phase is dried (Na2SO4), filtered and concentrated. The residue (batch 2) is combined with batch 1 and triturated in Et2O to afford 3.58 g of the title compound.
A mixture of 4 4 g of 4-ιodophenylacetιc acid, 2 98 g of benzoimidazole, 197 mg of trans, trans-dibenzylideneacetone, 3 33 g of 1 ,10-phenanthrolιne, 211 mg of copper (I) tϖfluoromethanesulfonate benzene complex and 6 g of Cs2CO3 in 12 ml of xylene is stirred for 88 hours at 1250C The mixture obtained is allowed to cool to rt and concentrated in vacuo The concentration residue obtained is dissolved in 1 N NaOH aqueous solution and the mixture obtained is extracted with EtOAc The pH of the aqueous layer obtained is adjusted to acidic pH by addition of 1 N HCI aqueous solution A precipitate forms and is collected by vacuum filtration (batch 1 ) is collected by vacuum filtration The aqueous phase from the filtrate obtained is extracted with CH2CI2 The organic phase is dried (Na2SO4), filtered and concentrated The concentration residue obtained (batch 2) is combined with batch 1 and triturated in Et2O 3 58 g of (4-benzoιmιdazol-1-yl-phenyl)-acetιc acid are obtained
  • 11
  • [ 51-17-2 ]
  • [ 67-56-1 ]
  • [ 27148-03-4 ]
  • cadmium(II) nitrate tetrhydrate [ No CAS ]
  • [ 914459-72-6 ]
  • 12
  • [ 51-17-2 ]
  • [ 133730-34-4 ]
  • [ 36098-18-7 ]
  • 13
  • [ 51-17-2 ]
  • [ 14704-31-5 ]
  • [ 1255762-77-6 ]
  • 14
  • [ 51-17-2 ]
  • [ 34270-90-1 ]
  • [ 154822-22-7 ]
  • 15
  • [ 51-17-2 ]
  • [ 1798-83-0 ]
  • [ 1425337-04-7 ]
  • 16
  • [ 51-17-2 ]
  • [ 1798-83-0 ]
  • [ 1425335-93-8 ]
  • 18
  • [ 51-17-2 ]
  • [ 87591-74-0 ]
  • [ 1434288-24-0 ]
YieldReaction ConditionsOperation in experiment
22% With potassium carbonate; In N,N-dimethyl-formamide; at 20.0℃; for 64.0h;Sealed tube; A solution of 1H-benzo[d]imidazole (58.9 mg, 0.499 mmol), <strong>[87591-74-0]2-(chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one</strong> (CAS 87591-74-0, 104.9 mg, 0.503 mmol), and powdered potassium carbonate (104.9 mg, 0.759 mmol) in DMF (2.50 mL) was stirred in a sealed tube at room temperature for 64 hours. The solution was diluted with methanol to 5 mL, filtered, and purified by reverse-phase HPLC to give 8 (32.07 mg, 22%) as a white solid. 1H NMR (400 MHz, DMSO-d6) ppm 2.88 (s, 3 H) 5.43 (s, 2 H) 5.81 (s, 1 H) 6.91 (d, J=6.82 Hz, 1 H) 7.19 - 7.27 (m, 2 H) 7.33 - 7.37 (m, 1 H) 7.54 - 7.59 (m, 1 H) 7.63 - 7.70 (m, 2 H) 8.35 (s, 1 H). HRMS: [M+H]+ calc. 291.124038, found 291.12374, error -1.02 ppm.
  • 19
  • [ 51-17-2 ]
  • [ 941-91-3 ]
  • 3-(1H-benzo[d]imidazol-2-yl)-1-methylquinolin-2(1H)-one [ No CAS ]
  • 20
  • [ 51-17-2 ]
  • [ 574-12-9 ]
  • 2-(1H-benzo[d]imidazol-1-yl)-3-phenyl-4H-chromen-4-one [ No CAS ]
  • 21
  • [ 51-17-2 ]
  • [ 71902-33-5 ]
  • 1-(5-fluoropyridin-3-yl)-1H-benzo[d]imidazole [ No CAS ]
  • 22
  • [ 51-17-2 ]
  • [ 5408-56-0 ]
  • 1-(dibenzo[b,d]furan-2-yl)-1H-benzo[d]imidazole [ No CAS ]
  • 23
  • [ 51-17-2 ]
  • [ 456-24-6 ]
  • 1-(5-nitropyridin-2-yl)-1H-benzo[d]imidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With caesium carbonate; In N,N-dimethyl-formamide; at 23℃; for 7h;Inert atmosphere; Under 2 atmosphere, a solution of <strong>[456-24-6]2-fluoro-5-nitropyridine</strong> (1.32 g, 9.31 mmol, 1.10 equiv) in DMF (20.0 mL, 0.466 M) was added to a 5 mixture of lH-benzo [d] imidazole (1.00 g, 8.46 mmol, 1.00 equiv) and CS2CO3 (2.76 g, 8.46 mmol, 1.50 equiv) in DMF (22.3 mL, 0.379 M) at 23 °C. The resulting mixture was stirred at 23 °C for 7 h. The reaction mixture was poured to LiCl solution (100 mL) , extracted with EtOAc. The combined organic layers was dried (MgSC , filtered and 10 concentrated in vacuo. The residue was recrystalized from hexanes/EtOAc, to afford the title compound as a yellow solid (1.38 g, 5.75 mmol, 68percent yield). Rf = 0.29 (hexanes : EtOAc 1:1 (v/v) ) . NMR Spectroscopy: XH NMR (700 MHz, CDCI3, 25 °C, delta) : 9.46 (d, J= 2.58 Hz, 1H) , 8.75-8.72 (m, 1H) , 8.72-8.68 (m, 1H) , 8.22 (d, J= 8.17 Hz, 1H) , 15 7.90 (d, J = 7.74 Hz, 1H) , 7.79 (dd, J = 8.82, 1.94 Hz, 1H) , 7.49- 7.46 (m, 1H), 7.45-7.42 (m, 1H) . 13C NMR (175 MHz, CDCI3, 25 °C, delta) : 153.6, 145.9, 144.9, 141.9, 141.1, 134.7, 131.8, 125.5, 124.7, 121.3, 113.7, 112.8. Mass Spectrometry: HRMS (ESI-TOF) (m/z) : calcd for C12H9N4O2 ([M + H]+), 241.0720, found, 241.0724.
  • 24
  • [ 51-17-2 ]
  • [ 14752-66-0 ]
  • [ 15728-45-7 ]
YieldReaction ConditionsOperation in experiment
85% With N-Bromosuccinimide; In 1,4-dioxane; at 25℃; for 12h; In a dry test tube, add 59mg and 198mg benzimidazole of chlorobenzene sulfinateSodium, was added 89mg of NBS. Was then added 2mL of 1,4-dioxane to dissolve the solid, the reaction solution was stirred at 25 12 hours. After completion of the reaction, ethyl acetate and water extraction, the resulting organic phase was concentrated on a rotary evaporator, silica gel column (ethyl acetate and petroleum ether, the volume ratio of 1: 3) to give the product 124mg, yield 85% , the following reaction formula:
85% With N-Bromosuccinimide; In 1,4-dioxane; at 25℃; for 12h; General procedure: Azoles 1 (0.5 mmol), sodium sulfinate 2 (1.0 mmol) and NBS (0.5 mmol) were dissolved in 2 mL of 1,4-dioxane solvent. the reaction mixture was stirred at room temperature under air for 12 h. After the reaction, the resulting mixture was extracted with EtOAc. The combined organic phase was dried over anhydrous Na2SO4 and the solvent was then removed under vacuum. The residue was purified by flash column chromatography on silica gel (petroleumether/ethyl acetate, 3:1) to afford the corresponding product.
  • 25
  • [ 51-17-2 ]
  • [ 26767-16-8 ]
  • [ 138479-49-9 ]
  • 26
  • [ 51-17-2 ]
  • [ 74-88-4 ]
  • [ 10394-38-4 ]
  • [ 26530-93-8 ]
YieldReaction ConditionsOperation in experiment
Granular tin, 16 g (0.135 mol), was added to 100 mL of concentrated aqueous HCl, and 8.85 g (0.05 mol) of isomer mixture 2/3 was carefully added in portions. The addition of each portion was accompanied by vigorous reaction with strong heat evolution. When the addition was complete, the hot transparent solution was separated by decanting from the tin residue. After cooling, tin salt of 4/5 precipitated and was filtered off and dispersed in 200 mL of propan-2-ol, solid potassium hydroxide was added until weakly alkaline reaction, the precipitate of Sn(OH)2 was filtered off, and the filtrate was evaporated to dryness. The residue, light brown crystals of isomeric amines 4 and 5, was used in the next step without purification. Yield 6.55 g (89percent), mp 113-114°C. IR spectrum, nu, cm?1: 3376 (NH2, asym.), 3203 (NH2, sym.). 1H NMR spectrum, delta, ppm: isomer 4: 3.81 s (3H, NCH3), 6.62 s (2H, NH2), 6.77 d (1H, 6-H, J = 8.4 Hz), 6.86 d (1H, 7-H, J = 8.4 Hz), 7.30 s (1H, 4-H), 8.49 s (1H, 2-H); isomer 5: 3.69 s (3H, NCH3), 6.59 s (2H, NH2), 6.77 s (1H, 7-H), 6.86 d (1H, 5-H, J = 8.4 Hz), 7.38 d (1H, 4-H, J = 8.4 Hz), 8.08 s (1H, 2-H). Found, percent: C 64.95; H 5.91; N 28.67. C8H9N3. Calculated, percent: C 65.29; H 6.16; N 28.55.
  • 27
  • [ 51-17-2 ]
  • [ 93107-30-3 ]
  • 7-(1H-benzo[d]imidazol-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
12% With triethylamine; In acetonitrile; for 144h;Reflux; A mixture of 7 (200mg, 0.754mmol), 14 (545mg, 1.5mmol), anhydrous CH3CN (11mL) and Et3N (0.41mL 3mmol) was refluxed with drying tube. After 144h, the resulting suspension was filtered and washed first with CH3CN (3×3mL) and later with water (3×3mL). The solid was purificated by PTLC with a mixture CH2Cl2:MeOH 20:1 as eluent. The compound 9 (33mg, 12percent) was obtained as an off white solid, mp 291.5?293°C). IR (cm?1) 3066.64; 1712.91; 1616.99; 1504.51; 1479.92; 1447.08. NMR 1H (300MHz, DMSO) delta 14.70 (s, 1H); 8.85 (s, 1H); 8.75?8.60 (m, 2H); 8.39 (d; J=10.4Hz; 1H); 7.92?7.79 (m, 1H); 7.67?7.57 (m, 1H); 7.49?7.30 (m, 2H); 3.99?3.84 (br s, 1H); 1.35?1.20 (m, 4H). HRMS (ESI-TOF) m/z: [M+H]+ calculated for C20H14FN3O3 364.1092. Found 364.1108.
  • 28
  • [ 51-17-2 ]
  • [ 214360-70-0 ]
  • 1-(thiophen-3-yl)-1H-benzo[d]imidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With copper(I) sulfide; N,N,N,N,-tetramethylethylenediamine; In methanol; at 20℃; for 72h; General procedure: A 10mL round bottom flask was charged with a magnetic stirring bar, benzimidazole 1 (59mg, 0.5mmol), boronic acid 2 (1.0mmol), Cu2S (4mg, 0.025mmol), and MeOH (2mL), followed with the addition of TMEDA (0.075mL, 0.5mmol). The flask was sealed with a septum, through which was inserted 18-gauche needle. This setup allowed air to go into the reaction and avoid contamination of a mixture. The reaction mixture was stirred from 400 to 600rpm for appropriate time and extracted with EtOAc (2×15mL). Combined organic layers were washed with saturated aqueous solution of ethylenediaminetetraacetic acid disodium salt (15mL), and then dried over anhydrous Na2SO4. Volatiles were removed under reduced pressure and the residue was purified by column chromatography (silica gel, hexanes - EtOAc) to yield the title product, which was characterized by 1H NMR, 13C NMR, HRMS, and melting point (if solid).
  • 29
  • [ 123-91-1 ]
  • [ 51-17-2 ]
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 1071125-59-1 ]
  • [ 7732-18-5 ]
  • [ 33513-42-7 ]
  • C27H15O9(3-)*2Zn(2+)*3C3H7NO*2C4H8O2*3H2O*C7H5N2(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% at 80℃; for 48h;Sealed tube; A mixture of H3tcpb (0.004 mmol, 1.9 mg), Hbim (0.008 mmol, 0.9 mg) and Zn(NO3)2·6H2O (0.008 mmol, 2.4 mg) was dissolved in a 1 mL DMF/1,4-dioxane/H2O (v/v/v = 1/1/2) mixed solution. All the reagents were sealed in a pressure-resistant glass tube, heated at 80 C for 2 days, and then cooled to room temperature at a descent rate of 0.08 C/h. Colorless block crystals of 3 were obtained with a yield of 48% (based on Zn). Anal. Calc. for C34H20N2O9Zn2: C, 55.79; H, 2.73. Found: C, 56.04; H, 2.80%. IR (KBr pellet, cm-1): 3382 (w), 1596 (s), 1460 (w), 1388 (s), 1220 (s), 1124 (m), 1016 (m), 780 (m) (Fig. S1).
  • 30
  • [ 51-17-2 ]
  • [ 32138-69-5 ]
  • galeterone [ No CAS ]
YieldReaction ConditionsOperation in experiment
227 mg With copper(l) iodide; 8-quinolinol; potassium carbonate; In N,N-dimethyl-formamide; for 16h;Inert atmosphere; Reflux; Under nitrogen, 500 mg 17-iodoandrosta-5,16-dien-3f3-ol (I), 12 mg CuT, 430 mg K2C03, 180 mg benzimidazole, 5 mL DMF and 18 mg 8-hydroxyquinoline are loaded to aglass reactor of the Easy max system by Mettler Toledo and it is brought to reflux for 16 hours.At a TLC check caffied out at the end of this period, the reaction is complete. The crude sample is chromatographed on silica gel eluting with a mixture of methylenechloride/methanol 9/1. The fractions containing product are concentrated to dryness andrefluxed in pure methanol up to dissolution. After cooling, a crystalline solid is filteredwhich, dried to constant weight, turns out to be pure Galeterone (227 mg).
  • 31
  • [ 51-17-2 ]
  • [ 32138-69-5 ]
  • [ 144-62-7 ]
  • 3β-hydroxy-17-(1H-benzimidazol-1-yl)androsta-5,16-diene dioxalate [ No CAS ]
YieldReaction ConditionsOperation in experiment
358.9 g 300 g 17-iodoandrosta-5,16-dien-3f3-ol (I), 260.45 g K2C03, 106.86 g benzimidazole,7.18 g CuT, 10.94 g 8-hydroxyquinoline and 1.5 L DMF are loaded to a flask under nitrogen and it is brought to reflux for 16 hours.At a TLC check caffied out at the end of this period, the reaction is complete. It is cooled to 25 C, the mixture is poured onto 6 L water and stuffed for 15 minutes.It is filtered and the resulting solid is washed with water.The solid is dissolved in 3 L methylene chloride (CH2C12), obtaining a biphasic system;1 L water, 6 g carbon, 15 g dicalite are added and it is stirred for 10 minutes. It is filtered washing the filter with 300 mL CH2C12.The phases are separated and the organic phase is washed with 300 mL of saturated aqueous solution of NaC1.15 g QuadraSil MP are loaded, it is stuffed for 16 hours at 20 < T < 25 C, filtered on Millipore (JGWP) membrane, washing with 50 mL CH2C12.The organic phase is concentrated at 45 C under reduced pressure distilling about 600 mL of solvent.Oxalic acid dihydrate (190.06 g) is added to the remaining organic solution and it is stilTed for 1 hour.The resulting solid is filtered, washed with 300 mL CH2C12 and dried at 45 C and under reduced pressure for 16 hours.The solid is re-suspended in 1.35 L acetonitrile (CH3CN), it is brought to reflux for 15 minutes, then cooled to 25 C.The mixture is filtered, washed with 450 mL CH3CN, the solid is dried at 45 C andunder reduced pressure, obtaining 358.9 g of crystalline powder (intermediate 6-OX) whichthe elemental analysis shows as consisting of 63.18% carbon, 6.44% hydrogen, 5.43% nitrogen, 24.73% oxygen.
  • 32
  • [ 99-14-9 ]
  • [ 95-54-5 ]
  • [ 51-17-2 ]
YieldReaction ConditionsOperation in experiment
40.8 g With a water separator,thermometer,In a three-neck flask with a condensing tube and stirring device,Add 20g of refined cooking oil,25.0 g o-phenylenediamine and 60 ml xylene,With nitrogen,Heat slowly to 140CThe reaction is 3.5 to 4.0 hours.Gradually warm up to 150160C,After distilling off xylene solvent,Remove the water separator,Instead of vacuum distillation,Pressure control at 200mmHg,Stir the reaction at 175180C for 22.5h,Water and excess reactants are continuously distilled out.Then the system pressure is gradually reduced to 20mmHg,Then continue constant temperature reaction 1.0 ~ 1.5h,Until no low-boiling liquid distilled out during the reaction,After the product cools,Add 80 ml of 10% NaCl aqueous solution to the mixed product and stir well.The mixture was heated to 80 C. and kept warm for 1 h. After cooling and standing for 2.5 h, the upper oily substance was separated with a separatory funnel and washed twice with water. The aqueous layer was separated and the oil phase was dried in vacuo to give a pale yellow fatty benzoimidazoline paste. Solid, product weight 40.8 g.
  • 33
  • [ 51-17-2 ]
  • [ 1050912-62-3 ]
  • [ 7440-48-4 ]
  • [Co(HL)(benzimidazole)] [ No CAS ]
  • 34
  • [ 51-17-2 ]
  • [ 1050912-62-3 ]
  • [ 7732-18-5 ]
  • [ 7440-48-4 ]
  • [Co2(L)(benzimidazole)(OH)]·H2O [ No CAS ]
  • 35
  • [ 51-17-2 ]
  • [ 399-25-7 ]
  • 3-(2-fluorophenyl)benzo[4,5]imidazo[2,1-b]thiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sulfur; ortho-chlorobenzoic acid; In dimethyl sulfoxide; at 90℃; for 20h; General procedure: Step 1: Add benzimidazole compounds (see Table 1 for specific substances), nitrostyrene compounds (see Table 1 for specific substances), sulfur powder and acid into the reaction vessel, and add organic solvents (see Table 1, for specific substances) Dimethyl sulfoxide-DMSO or N,N-dimethylformamide-DMF) is added to the reaction vessel and mixed evenly; Step 2: Heat the reaction vessel uniformly (such as oil bath heating) to the temperature described in Table 1. Benzimidazole-based compounds, nitrostyrene-based compounds, and sulfur powder react in the solvent, and continue to perform as shown in Table 1. The described time; the atmosphere can use the air atmosphere, but it does not mean that the components in the air need to be used; Step 3: Purification after completion of the reaction.
  • 36
  • [ 51-17-2 ]
  • copper(II) nitrate trihydrate [ No CAS ]
  • [ 1050912-62-3 ]
  • Cu(2+)*C16H10O7(2-)*C7H6N2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
41.2% With sodium hydroxide; In water; at 150℃; for 72h;Autoclave; For the synthesis of CP 2, a mixture of Cu(NO3)2·3H2O (0.50mmol, 0.12g), H3L (0.35mmol, 0.11g), biz (41mg, 0.35mmol), NaOH (14mg, 0.35mmol) and H2O (14mL) was sealed into the stainless steel container of 25mL lined with Teflon, the mixture was heated for 72h at 150C and then cooled at 5C·h-1 rate to the ambient temperature. Blue crystals with block-shape of CP 2 were harvested and cleaned by the distilled water and then dried in the air to obtain product; the yield is 41.2% (on the basis of CuII salts). Elemental analyses calcd (%) for C23H16N2O7Cu (495): C, 55.70; H, 3.25; N, 5.65. Found C, 55.59; H, 3.22; N, 5.57. IR (KBr pellet, cm-1): 2965 (w), 1734 (s), 1690 (s), 1598 (s), 1460 (m), 1285 (s), 1206 (s), 1121 (m), 1057 (m), 889 (w), 765 (m), 664 (w), 531 (w).
  • 37
  • [ 51-17-2 ]
  • copper(II) nitrate trihydrate [ No CAS ]
  • [ 1050912-62-3 ]
  • [ 7732-18-5 ]
  • [ 1310-73-2 ]
  • [Cu2(L)(benzimidazole)(OH)]•H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% at 150℃; for 72h;pH 7.5;Autoclave; High pressure; The mixture generated via 0.35 mmol, 111 mg H 3 L, 120 mg, 0.5 mmol Cu(NO 3 ) 2 •3H 2 O, 10 mL H 2 O and 41 mg and 0.35 mmol biz was adjusted to the pH value of 7.5 through using the NaOH solution (1 M). Afterwards, the resulting mixture was stored in the stainless steel container lining by Teflon (25 mL), which was sub- sequently heated for 3 days at 150 C temperature. After cooling the product naturally to ambient temperature with 5 C/h descent rate, the blue crystals for complex 2 could be gained, distilled wa- ter was used to clean it, which was then dried in the air to gain the product; with 45 percent of yield, (according to the Cu II salts). Elemental analyses calcd (%) for the C 30 H 24 N 4 O 9 Cu 2 : N, 7.87%, C, 50.63% and H, 3.40%. Found N, 7.65%, C, 50.46% and H, 3.23%. IR (KBr, cm -1 , Fig. S1): 620 m, 644 m, 702 m, 750 s, 788 m, 851 s, 984 w, 996 m, 1030 m, 1146 m, 1208 m, 1271 m, 1334 w, 1372s, 1435 w, 1454 w, 1503 m, 1532s, 1570s, 1633s, 2337 m, 2309 m, 2926 m, 3065 m, 3335 m.
 

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