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[ CAS No. 959-36-4 ] {[proInfo.proName]}

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Product Details of [ 959-36-4 ]

CAS No. :959-36-4 MDL No. :MFCD00043496
Formula : C14H12N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 240.26 Pubchem ID :-
Synonyms :

Calculated chemistry of [ 959-36-4 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 72.12
TPSA : 65.18 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.93 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.87
Log Po/w (XLOGP3) : 2.59
Log Po/w (WLOGP) : 2.55
Log Po/w (MLOGP) : 1.87
Log Po/w (SILICOS-IT) : 3.23
Consensus Log Po/w : 2.42

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.26
Solubility : 0.133 mg/ml ; 0.000554 mol/l
Class : Soluble
Log S (Ali) : -3.61
Solubility : 0.0593 mg/ml ; 0.000247 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.96
Solubility : 0.0265 mg/ml ; 0.00011 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.21

Safety of [ 959-36-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 959-36-4 ]

* 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 [ 959-36-4 ]

[ 959-36-4 ] Synthesis Path-Downstream   1~85

  • 1
  • [ 959-36-4 ]
  • [ 373-02-4 ]
  • disalicylidene-hydrazine; nickel (II)-salt [ No CAS ]
  • 3
  • [ 959-36-4 ]
  • [ 108-24-7 ]
  • [ 51324-51-7 ]
  • 4
  • [ 90-02-8 ]
  • [ 936-02-7 ]
  • [ 959-36-4 ]
  • 5
  • [ 90-02-8 ]
  • [ 959-36-4 ]
YieldReaction ConditionsOperation in experiment
97% With bismuth(III) chloride; hydrazine; In water; at 20.0℃; for 0.0166667h;Sonication; Green chemistry; General procedure: A reaction flask containing benzaldehyde (1mmol), hydrazine hydrate 55% (Sigma Alrich) (1mL) and catalytic (0.1mol%) amounts of BiCl3 was immersed in an ultrasonic bath containing water at room temperature. The reaction mixture was exposed to ultrasound irradiation for 1-2min (reaction complete based on TLC analysis). The resulting precipitate is filtered and washed with water to afford pure desired product (yellow crystals). Only, when necessary, final products were re-crystallized from ethanol.
96% With hydrazinium sulfate; In neat (no solvent); at 20.0℃; for 0.0333333h; General procedure: In a solvent-free grinding procedure, a mixture of the ketone or aldehyde (1 mmol), hydrazine sulfate (0.5 mmol), and NH2-MMT nanocatalyst (0.2 g) was thoroughly mixed in a mortar at room temperature till the completion of catalytic process as indicated byTLC (ethyl acetate/petroleum ether 3:7) for 1e 8 min. Then, ethylacetate was added to the resultant material and the heterogeneous NH2-MMT was separated by filtration. The solvent was evaporated under reduced pressure, and solid product was washed with water to remove any unreacted hydrazine sulfate. The product was purified by recrystallization from ethanol.
92% With hydrazine hydrate; In methanol; for 2.0h;Reflux; General procedure: The ligands were prepared by literature method [17]. Typically hydrazine monohydrate(0.048 mL, 1 mmol) was dissolved in methanol (10 mL) and treated with two equivalents ofcorresponding aldehydes (2 mmol) in methanol (10 mL). The reaction mixture was subsequently reuxed for 2 h and then cooled to room temperature. A yellow crystallineprecipitate was formed, which was ltered, washed with methanol (20 mL) and air dried. 2.3.1. Salicylaldazine (H2L1)H2L1 was prepared from hydrazine monohydrate (0.048 mL, 1 mmol) and salicylaldehyde(0.212 mL, 2 mmol). Yield: 92% (0.270 g); M.P: 213 C; Anal. Calcd for C14H12N2O2: C, 69.99; H,5.03; N, 11.66%. Found: C, 69.75; H, 5.34; N, 11.78%. IR (KBr, cm-1): 3451 (OH), 1620 (C=N). 1HNMR (300.13 MHz; CDCl3, ppm): 11.37 (s, 1H, OH), 8.50 (s, 1H, C=N), 6.93-7.39 (m, 8H, ArH).(ESI, m/z): 241.2 [M + H]+. Single crystals suitable for X-ray determination were grown byslow evaporation of dichloromethane and chloroform (1:1, v/v) solution of H2L1 at roomtemperature.
91% With triethylamine; hydrazinium sulfate; In ethanol; at 100.0℃; for 0.116667h;Green chemistry; General procedure: 0.1 g of WCl6/Mont. K10 catalyst in 5 mL absolute ethanol was added to a mixture of hydrazonium sulfate (1 mmol) and triethylamine (1 mmol). Then, an ethanolic solution containing of aldehyde or ketone (2 mmol) was added to the above stirred suspension at 100 C for the synthesis of symmetrical azines. In order to the synthesis of unsymmetrical azines, two ethanolic solutions containing the two different precursor aldehydes (1 mmol) were added dropwise and simultaneously to a stirred mixture of hydrazonium sulfate/triethylamine/catalyst/absolute ethanol at 100 C. Completion of the reaction was examined by thin layer chromatography (TLC) (ethyl acetate/petroleum ether 3:7). After completion of the reaction, ethyl acetate was added to the solidified mixture and the insoluble catalyst was separated by filtration.The solvent was evaporated to get the solid product. The product was washed with water several times, was collected by suction filtration and dried under vacuum. Finally, the dried solid was recrystallized from ethanol to give a light yellow crystalline solid.
90% With hydrazine hydrate; In ethanol; for 4.0h;Reflux; Compound S1 was synthesized via a previously reported procedure.[30] Firstly, salicylaldehyde (500 mg, 4.098 mmol) was dissolvedcompletely in 40 mL ethanol. Hydrazine hydrate (102 mg, 2.041 mmol)solution in ethanol (20 mL) was then added over at least 20 min. Afterthat, the resulting reaction mixture was refluxed for 4 h. After coolingto room temperature, a yellow solid was formed, filtered and washedwith cold ethanol to give pure product in 90% yield. 1H NMR (CD3OD,400 MHz): delta=11.40 (s, 2 H), 8.71 (s, 2 H), 7.38 (m, 4 H), 7.05 (d, 2 H),6.97 (t, 2 H) ppm.
90% With hydrazine; In ethanol; at 78.0℃; S1, accurate weighing hydrazine hydrate is added to with magneton of 50 ml round bottom flask, adding anhydrous ethanol and stir, wherein the hydrazine hydrate with anhydrous ethanol solid-liquid ratio of 7 - 8 the g/L;S2, the round bottom flask to continue to join the salicylaldehyde, wherein the salicylaldehyde with hydrazine hydrate solid-liquid ratio of 170 - 175 the g/L, is 78 C constant temperature water bath under the conditions of 4 - 6 the H, to get the crude product, its reaction as follows:S3, enabling said rough product under the room temperature condition for pre-filtering the cooling crystallization, by vacuum suction filtering to eliminate the solvent, to obtain the solute crystal;S4, the solute crystal drying it at room temperature after adding the ethyl acetate to re-crystallization, to obtain yellow acicular compound salicyldehyde azine, the yield is 90%;
90% With D-glucose; hydroxylamine hydrochloride; ammonium chloride; urea; In melt; at 60.0℃; for 0.08333330000000001h;Green chemistry; General procedure: In a 50 mL round bottom flask, the reaction media (Glucose: Urea: NH4Cl,0.25 g, 0.25 mmol) was taken. To this, a mixture of benzaldehyde (0.1020 mL, 1.0 mmol) and hydroxylamine hydrochloride (0.696 g, 1 mmol) was added. The reaction mixture was stirred at 60 C for 5 min. The formation of the product was monitored by thin layer chromatography. Water was added to the mixture and the product was separated, purified and dried. Synthesis of Azine derivatives (7b-7i)The reaction procedure is as same as N,N-Dibenzylidenehydrazine. The derivatives were prepared by using various aldehydes (1 mmol) and reacting it with hydroxylamine hydrochloride (1 mmol) in Glucose:Urea:NH4Cl (0.25 mmol).
89% With hydrazine hydrate; In ethanol; at 20.0℃; for 16.0h; To a stirred ethanol solution of 1.22g salicylaldehyde at room temperature, 0.25ml of hydrazine hydrate (99%) was added. The mixture was stirred continually for 16h. The yellow precipitated product was rapidly filtered, washed several times with cold ethanol to afford pure SH. Yield: 89%. m.p. 219.5-220.6C. EI-MS: m/z 241.3 (M+H+), 1H NMR (DMSO-d6): delta 11.122 (s, 2H, Ar-OH), 9.001 (s, 2H, CH=N), 7.673-7.701 (m, 2H, Ar-CH), 7.374-7.416 (m, 2H, Ar-CH), 6.946-6.985 (m, 2H, Ar-CH).
80% With hydrazine; In ethanol; for 0.5h;Reflux; For the synthesis of ligand, 50 mL ethanolic solution of 0.002 mol of salicylaldehyde was taken in round bottomed flask and to this 0.001 mol of hydrazine in ethanol was added slowly under stirring. The resulting mixture was refluxed for about 0.5 h. It was naturally cooled to room temperature. After cooling, the solid residue was washed with hot ethanol (yield 80 %).
78% With hydrazine; In methanol; water; for 5.0h;Reflux; Synthesis of compound 1 Compound 1 was synthesized according to a reported method ( Scheme 1 ) [28] . To a solution of aqueous hydrazine (13 mg, 2.25 mmol) in methanol (20 mL) was added salicylaldehyde (549 mg, 4.50 mol) over a period of 1 h. Then the mixture was refluxed for 4 h. The solution was concentrated to give crude solid, which was recrystallized methanol and dried in vacuo to get 421 mg (78%) of compound 1 as a pale yellow solid. 1H NMR (400 Hz, CDCl3): 6.97 (t, J = 7.2 Hz, 2H), 7.04 (d, J = 8.0 Hz, 2H), 7.35-7.42 (m, 4H), 8.72 (s, 2H), 11.34 (brs, 2H); 13C NMR (100 Hz, CDCl3): delta 117.16, 119.72, 132.55, 133.44, 159.81, 164.70; ESI-MS: calcd for C14H12N2O2 m/z 240.3, found (M + H)+: 241.1.
With hydrazine hydrate; In methanol; Experimental Ligand H2L was readily prepared by mixing 2-hydroxybenzaldehyde (30 mmol) and hydrazine hydrate (15 mmol) in 50 mL methanol.

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[2]Ultrasonics Sonochemistry,2014,vol. 21,p. 1200 - 1205
[3]Journal of Molecular Structure,2017,vol. 1144,p. 58 - 65
[4]Chemistry - A European Journal,2015,vol. 21,p. 4326 - 4332
[5]Journal of Coordination Chemistry,2017,vol. 70,p. 3065 - 3079
[6]Journal of the Iranian Chemical Society,2016,vol. 13,p. 1499 - 1507
[7]RSC Advances,2016,vol. 6,p. 30636 - 30641
[8]Journal of Photochemistry and Photobiology A: Chemistry,2019,vol. 373,p. 139 - 145
[9]Patent: CN109134301,2019,A .Location in patent: Paragraph 0032-0037
[10]Synthetic Communications,2019,vol. 49,p. 3148 - 3160
[11]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2014,vol. 117,p. 789 - 792
[12]Physical Chemistry Chemical Physics,2018,vol. 20,p. 23762 - 23772
[13]Asian Journal of Chemistry,2015,vol. 27,p. 2865 - 2868
[14]Dyes and Pigments,2013,vol. 96,p. 495 - 499
[15]New Journal of Chemistry,2015,vol. 39,p. 492 - 500
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[17]Journal of Physical Chemistry A,2013,vol. 117,p. 10320 - 10332
[18]Chemical Communications,2002,p. 2514 - 2515
[19]Journal fur praktische Chemie (Leipzig 1954),1889,vol. <2> 39,p. 52
[20]Chemische Berichte,1898,vol. 31,p. 2809
[21]Journal fur praktische Chemie (Leipzig 1954),1936,vol. <2>145,p. 243,255
[22]Chemische Berichte,1933,vol. 66,p. 1103,1106
[23]Journal of the Chemical Society. Perkin transactions I,1972,p. 1416 - 1419
[24]Bulletin de la Societe Chimique de France,1984,vol. 1,p. 172 - 174
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[26]Bulletin of the Chemical Society of Japan,1985,vol. 58,p. 793 - 794
[27]Acta Crystallographica, Section C: Crystal Structure Communications,1994,vol. 50,p. 1169 - 1171
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    Chemische Berichte,1905,vol. 38,p. 833
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  • 7
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  • [ 614-65-3 ]
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  • [ 22067-36-3 ]
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  • 10
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  • 2-difluoroboranyloxy-benzaldehyde (<i>E</i>)-((Ξ)-2-hydroxy-benzylidene)-hydrazone [ No CAS ]
  • 11
  • [ 504-64-3 ]
  • [ 959-36-4 ]
  • [ 99275-34-0 ]
  • 15
  • [ 959-36-4 ]
  • C14H12N2O2 [ No CAS ]
  • 16
  • [ 3291-00-7 ]
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  • 18
  • [ 90-02-8 ]
  • [ 202986-41-2 ]
  • [ 959-36-4 ]
  • [ 3291-00-7 ]
  • N-((2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-{N'-[1-(2-hydroxy-phenyl)-meth-(Z)-ylidene]-hydrazino}-tetrahydro-pyran-3-yl)-acetamide [ No CAS ]
  • 19
  • [ 64-17-5 ]
  • [ 90-02-8 ]
  • [ 64-19-7 ]
  • trimethylammonio-acetic acid hydrazide chloride [ No CAS ]
  • pyridino-acetic acid hydrazide chloride [ No CAS ]
  • [ 959-36-4 ]
  • 22
  • salicylaldehyde guanylhydrazone [ No CAS ]
  • [ 959-36-4 ]
  • 23
  • salicylaldehyde semicarbazone [ No CAS ]
  • [ 959-36-4 ]
  • 24
  • [ 959-36-4 ]
  • [ 64-19-7 ]
  • palladium-barium sulfate [ No CAS ]
  • [ 932-30-9 ]
  • 25
  • [ 64-17-5 ]
  • [ 959-36-4 ]
  • sodium amalgam [ No CAS ]
  • [ 86683-16-1 ]
  • 26
  • 1-(2-oxo-4a,8a-dihydro-2H-chromen-3-yl)pyridinium bromide [ No CAS ]
  • [ 959-36-4 ]
  • 27
  • [ 137-26-8 ]
  • [ 3291-00-7 ]
  • [ 6926-58-5 ]
  • [ 959-36-4 ]
  • [ 2810-66-4 ]
  • bis[[2-hydroxyphenyl]methylene]carbonothioic dihydrazide [ No CAS ]
  • 28
  • [ 75-15-0 ]
  • [ 3291-00-7 ]
  • [ 124-40-3 ]
  • [ 959-36-4 ]
  • [ 2810-66-4 ]
  • 29
  • [ 89-95-2 ]
  • hydrazinium 5-mercapto-1,3,4-thiadiazole-2-thiolate [ No CAS ]
  • [ 959-36-4 ]
  • 30
  • [ 89-95-2 ]
  • [ 959-36-4 ]
  • 31
  • [ 124658-76-0 ]
  • [ 959-36-4 ]
  • 32
  • [ 90-02-8 ]
  • 2-chloro-benzenediazonium-(1)-chloride [ No CAS ]
  • [ 959-36-4 ]
  • 36
  • [ 959-36-4 ]
  • [ 531-81-7 ]
  • 37
  • [ 1122-62-9 ]
  • [ 3291-00-7 ]
  • [ 959-36-4 ]
  • [ 1160238-29-8 ]
  • 38
  • [ 3291-00-7 ]
  • [ 5351-90-6 ]
  • [ 959-36-4 ]
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  • [ 3291-00-7 ]
  • [ 3030-97-5 ]
  • [ 959-36-4 ]
  • 41
  • [ 909391-35-1 ]
  • [ 90-02-8 ]
  • [ 959-36-4 ]
  • 42
  • [ 32315-10-9 ]
  • [ 959-36-4 ]
  • [ 1380518-33-1 ]
YieldReaction ConditionsOperation in experiment
90% With samarium; titanium tetrachloride; In tetrahydrofuran;Inert atmosphere; Reflux; General procedure: TiCl4 (0.5 mL, 4 mmol) was added dropwise using a syringe to a stirred suspension of samarium powder (0.6 g, 4 mmol) in freshly distilled anhydrous THF (10 mL) at rt under a dry N2 atmosphere. After completion of the addition, the mixture was refluxed for 2 h. The suspension of the low-valent titanium reagent formed was cooled to rt and a solution of 1 or 4 or 6 (1 mmol) and triphosgene (1 mmol) in THF (5 mL) was added dropwise. The reaction mixture was then refluxed for 5-10 min under N2 atmosphere. After this period, the TLC analysis of the mixture showed the completion of this reaction. The mixture was then quenched with 5% HCl (30 mL) and extracted with ClCH2CH2Cl (3×50 mL). The extracts were washed with water (3×50 mL) and dried over anhydrous Na2SO4. After evaporation of the solvent under reduced pressure, the crude products were purified by recrystallization from 95% ethanol and DMF.
  • 45
  • [ 611-20-1 ]
  • [ 959-36-4 ]
  • [ 3291-00-7 ]
  • 46
  • [ 3291-00-7 ]
  • [ 959-36-4 ]
  • [ 95-48-7 ]
  • 47
  • [ 3291-00-7 ]
  • [ 271-44-3 ]
  • [ 959-36-4 ]
  • [ 95-48-7 ]
  • 48
  • [ 3949-36-8 ]
  • [ 959-36-4 ]
  • 49
  • [ 29310-88-1 ]
  • [ 959-36-4 ]
  • 50
  • [ 1846-76-0 ]
  • [ 3815-86-9 ]
  • [ 959-36-4 ]
  • 51
  • [ 959-36-4 ]
  • [ 71-48-7 ]
  • [ 28780-71-4 ]
  • 52
  • [ 959-36-4 ]
  • [ 162338-76-3 ]
YieldReaction ConditionsOperation in experiment
With [Fe3O(OOCCH3)6(H2O)3]; sodium hydroxide; In methanol; water; The synthesis of the complex proceeded as follows: [Fe3O (OOCCH3)6(H2O)3] (150 mg) was added to a CH3OH/H2O (4:1) solution of H2L (2.5 mmol) and NaOH (5 mmol) while being stirred, affording pale sediment immediately. The sediment was dissolved in CH3OH/pyridine (4:1) at 50 C and filtered. The filtrate was allowed to stand in air for a week and brown crystals were formed at the bottom of the vessel with slow evaporation of the solvent. Yield: 21.2%. Anal. Calcd. for C42H32N6Fe2O7: C 59.74, H 3.82, N 9.95. Found: C 60.02, H 4.01, N 10.03. Selected IR data (cm-1): 3446(w), 3044(w), 1624(s), 1536(s), 1203(m), 903(m), 753(s).
  • 53
  • [ 959-36-4 ]
  • [ 5970-45-6 ]
  • C28H20N4O4Zn2 [ No CAS ]
  • 54
  • [ 959-36-4 ]
  • [ 6147-53-1 ]
  • [ 28780-71-4 ]
  • 55
  • [ 959-36-4 ]
  • [ 6046-93-1 ]
  • C28H20Cu2N4O4 [ No CAS ]
  • 56
  • [ 959-36-4 ]
  • [ 638-38-0 ]
  • C28H20Mn2N4O4 [ No CAS ]
  • 57
  • [ 959-36-4 ]
  • copper(II) nitrate [ No CAS ]
  • C14H10CuN2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dimethyl sulfoxide; at 20.0℃; for 0.5h;pH 7; Serial working solutions were prepared by adding the incremental multiples of metal ions in the HEPES buffer (10mM, pH=7.0) to the DMSO solution of the SH (2.5×10-5 M), and finally diluted with HEPES buffer to make the volume ratio of DMSO to HEPES buffer constant (4:1), and were stored at room temperature for 0.5h before used in the experiment. UV-VIS absorption spectra were measured on Shimadzu UV-2450PC in the range of 250-600nm with a slit width of 1.0nm.
  • 59
  • [ 959-36-4 ]
  • [ 90-02-8 ]
  • [ 302-01-2 ]
  • 60
  • C18H14O5 [ No CAS ]
  • [ 959-36-4 ]
  • 61
  • C36H28N2O8 [ No CAS ]
  • [ 959-36-4 ]
  • 62
  • [ 959-36-4 ]
  • [ 70-11-1 ]
  • C30H24N2O4 [ No CAS ]
  • 63
  • [ 831177-31-2 ]
  • [ 959-36-4 ]
  • 64
  • C28H22N4O6 [ No CAS ]
  • [ 959-36-4 ]
  • 65
  • C26H32N2O12 [ No CAS ]
  • [ 959-36-4 ]
  • 66
  • [ 898283-68-6 ]
  • [ 959-36-4 ]
  • 67
  • [ 546-68-9 ]
  • [ 959-36-4 ]
  • C32H52N2O8Ti2 [ No CAS ]
  • 68
  • praseodymium(III) chloride [ No CAS ]
  • [ 959-36-4 ]
  • C28H28N4O6Pr(3+)*3Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With ammonia; In ethanol; for 5.0h;pH 6.8 - 7;Reflux; General procedure: To a hot solution of ligand (0.02 mol) in alcohol (25 mL), alcoholic solution of the corresponding lanthanide(III) chloride (0.01mol) was added under constant stirring. The pH of the reaction mixture was adjusted to 6.8-7 by adding 10 % ethanolic ammonia solution and refluxed for about 5 h. The precipitated solid metal complex was filtered and washed with hot methanol, followed by petroleum ether, ethyl acetate and dried over CaCl2 in vacuum desiccator (yield 65 %).
  • 69
  • samarium(III) chloride [ No CAS ]
  • [ 959-36-4 ]
  • C28H28N4O6Sm(3+)*3Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With ammonia; In ethanol; for 5.0h;pH 6.8 - 7;Reflux; General procedure: To a hot solution of ligand (0.02 mol) in alcohol (25 mL), alcoholic solution of the corresponding lanthanide(III) chloride (0.01mol) was added under constant stirring. The pH of the reaction mixture was adjusted to 6.8-7 by adding 10 % ethanolic ammonia solution and refluxed for about 5 h. The precipitated solid metal complex was filtered and washed with hot methanol, followed by petroleum ether, ethyl acetate and dried over CaCl2 in vacuum desiccator (yield 65 %).
  • 70
  • terbium(III) chloride [ No CAS ]
  • [ 959-36-4 ]
  • C28H28N4O6Tb(3+)*3Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With ammonia; In ethanol; for 5.0h;pH 6.8 - 7;Reflux; General procedure: To a hot solution of ligand (0.02 mol) in alcohol (25 mL), alcoholic solution of the corresponding lanthanide(III) chloride (0.01mol) was added under constant stirring. The pH of the reaction mixture was adjusted to 6.8-7 by adding 10 % ethanolic ammonia solution and refluxed for about 5 h. The precipitated solid metal complex was filtered and washed with hot methanol, followed by petroleum ether, ethyl acetate and dried over CaCl2 in vacuum desiccator (yield 65 %).
  • 71
  • lanthanum(III) chloride [ No CAS ]
  • [ 959-36-4 ]
  • C28H24Cl2LaN4O4(1+)*Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With ammonia; In ethanol; for 5.0h;pH 6.8 - 7;Reflux; General procedure: To a hot solution of ligand (0.02 mol) in alcohol (25 mL), alcoholic solution of the corresponding lanthanide(III) chloride (0.01mol) was added under constant stirring. The pH of the reaction mixture was adjusted to 6.8-7 by adding 10 % ethanolic ammonia solution and refluxed for about 5 h. The precipitated solid metal complex was filtered and washed with hot methanol, followed by petroleum ether, ethyl acetate and dried over CaCl2 in vacuum desiccator (yield 65 %).
  • 72
  • neodymium(III) chloride [ No CAS ]
  • [ 959-36-4 ]
  • C28H24Cl2N4NdO4(1+)*Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With ammonia; In ethanol; for 5.0h;pH 6.8 - 7;Reflux; General procedure: To a hot solution of ligand (0.02 mol) in alcohol (25 mL), alcoholic solution of the corresponding lanthanide(III) chloride (0.01mol) was added under constant stirring. The pH of the reaction mixture was adjusted to 6.8-7 by adding 10 % ethanolic ammonia solution and refluxed for about 5 h. The precipitated solid metal complex was filtered and washed with hot methanol, followed by petroleum ether, ethyl acetate and dried over CaCl2 in vacuum desiccator (yield 65 %).
  • 73
  • [ 155475-93-7 ]
  • [ 959-36-4 ]
  • C36H26N4O2Pt2 [ No CAS ]
  • 74
  • [ 959-36-4 ]
  • [ 18162-48-6 ]
  • C26H40N2O2Si2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With triethylamine; at 20.0℃; SAA was synthesized according to the method reported by Xiang and Tong. 1 SAA (1.20 g, 5 mmol) was dissolved in 15 mL anhydrous TEA and stirred. To the above solution TBS-Cl was added (3.00 g, 20 mmol). The reaction mixture was stirred at room temperature overnight. Then, the reaction mixture was poured into saturated brine and extracted with ethyl acetate. The combined organic extracts were washed with saturated brine, dried over anhydrous Na2SO4 and the solvent evaporated to dryness, giving orange solid. This solid was subjected to silica gel (300-400 mesh) chromatography eluted with ethyl acetate/petroleum ether (1:10, v/v) to afford the desired product (2.10 g, 90% yield) as yellow solid.
  • 75
  • C26H40N2O2Si2 [ No CAS ]
  • [ 959-36-4 ]
  • 76
  • bis(acetylacetonato)dioxidomolybdenum(VI) [ No CAS ]
  • [ 959-36-4 ]
  • C16H16Mo2N2O9 [ No CAS ]
  • 77
  • carbonylchlorohydridotris(triphenylphosphine)ruthenium [ No CAS ]
  • [ 959-36-4 ]
  • [ 75-05-8 ]
  • C51H41ClN2O3P2Ru*C2H3N [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% General procedure: All the new metal complexes were prepared according to the following general procedure.[RuHCl(CO)(EPh3)3] (E=P or As) (1 mmol) in methanol (10 mL) was slowly added to chloroform(10 mL) solution of aldazine ligands (H2L1-2) (1 mmol) and heated under reux for 5-8 h,whereby the solution turned from pale yellow to orange. After reducing the content to halfvolume and standing for a day, the complexes were obtained as orange precipitates, wereltered and washed several times with ether and dried in vacuo. 2.4.1. Synthesis of [RuCl(CO)(PPh3)2L1]CH3CN (1)The complex was synthesized from [RuHCl(CO)(PPh3)3] (0.952 g, 1 mmol) and H2L1 (0.240 g,1 mmol). Yield: 94% (1.120 g); M.P: 88 C; Anal. Calcd for C53H43N3O3ClP2Ru: C, 65.73; H, 4.48;N, 4.34%. Found: C, 65.75; H, 4.36; N, 4.28%. IR (KBr, cm-1): 3420 (OH), 1964 (C?O), 1617 (C=N),1569 (C=N). 1H NMR (300.13 MHz; CDCl3, ppm): 10.5 (s, 1H, OH), 9.4 (s, 1H, C=N), 8.9 (s, 1H,C=N), 7.84-7.78 (m, 15H, ArH), 7.34-7.27 (m, 15H, ArH), 6.93-6.89 (d, 1H, ArH), 6.85-6.82 (t,2H, ArH), 6.78-6.72 (d, 1H, ArH), 6.68-6.54 (d, 1H, ArH), 6.48-6.42 (d, 1H, ArH), 6.23-6.15 (t,2H, ArH). 13C NMR (75.47 MHz; CDCl3, ppm): 205.5 (C?O), 166.2 (C=N), 159.9 (C=N), 153.7(C_O), 117.2-138.2 (ArC). 31P NMR (162 MHz; CDCl3, ppm): 47.12-49.03. (ESI, m/z): 893.4 [M-Cl,CH3CN]+. Single crystals suitable for X-ray determination were grown by slow evaporationof acetonitrile and chloroform (1:1, v/v) solution of 1 at room temperature.
  • 78
  • [ 959-36-4 ]
  • 3C18H15As*CO*Cl(1-)*H(1-)*Ru(2+) [ No CAS ]
  • C51H41As2ClN2O3Ru [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% In methanol; chloroform;Reflux; General procedure: All the new metal complexes were prepared according to the following general procedure.[RuHCl(CO)(EPh3)3] (E=P or As) (1 mmol) in methanol (10 mL) was slowly added to chloroform(10 mL) solution of aldazine ligands (H2L1-2) (1 mmol) and heated under reux for 5-8 h,whereby the solution turned from pale yellow to orange. After reducing the content to halfvolume and standing for a day, the complexes were obtained as orange precipitates, wereltered and washed several times with ether and dried in vacuo.
  • 79
  • [ 959-36-4 ]
  • [ 109-63-7 ]
  • C14H11BF2N2O2 [ No CAS ]
  • 80
  • [ 959-36-4 ]
  • 2C3H5O2(1-)*Co(2+)*4H2O [ No CAS ]
  • C42H30Co2N6O6 [ No CAS ]
  • 81
  • [ 90-02-8 ]
  • [ 302-01-2 ]
  • [ 959-36-4 ]
YieldReaction ConditionsOperation in experiment
In ethanol; A solution of hydrazine (5 mmol) in 50 mL of ethanol was slowly added to a solution ofsalicylaldehyde (1 mmol) in 50 mL of ethanol. Stirring of the reaction mixture lasted for 1-2 h. The correspondinglight yellow precipitate was filtered off andwashed repeatedly by distilled water, then withethanol, and dried in the air
  • 82
  • [ 959-36-4 ]
  • [ 753-73-1 ]
  • C16H16N2O2Sn [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In toluene;Reflux; General procedure: A mixture of a Schiff base H2L1,2 with R2SnCl2 (R =Me, Ph) and Et3N (ratio 1 : 1 : 2) was refluxed in dry toluene for 6-7 h. After cooling to room temperature, Et3N.HCl formed was filtered off and toluene was evaporated under reduced pressure. The product obtained was washed, dried and recrystallized from chloroform : n-hexane mixture (4 : 1)
  • 83
  • [ 959-36-4 ]
  • [ 1135-99-5 ]
  • C26H20N2O2Sn [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In toluene;Reflux; General procedure: A mixture of a Schiff base H2L1,2 with R2SnCl2 (R =Me, Ph) and Et3N (ratio 1 : 1 : 2) was refluxed in dry toluene for 6-7 h. After cooling to room temperature, Et3N.HCl formed was filtered off and toluene was evaporated under reduced pressure. The product obtained was washed, dried and recrystallized from chloroform : n-hexane mixture (4 : 1)
  • 84
  • [ 959-36-4 ]
  • [ 818-08-6 ]
  • C22H28N2O2Sn [ No CAS ]
YieldReaction ConditionsOperation in experiment
In toluene;Reflux; Dean-Stark; General procedure: A mixture of a Schiff base H2L1,2 withR2SnO (R = Bu, Oct) was refluxed (ratio 1 : 1) in dry toluene using a Dean-Stark apparatus for 6-7 h with continuous removal of water formed. After cooling to room temperature, the solvent was evaporated under reduced pressure. The solid product obtained was air dried and recrystallized from dry chloroform and n-hexane mixture (4 : 1)
  • 85
  • [ 959-36-4 ]
  • [ 870-08-6 ]
  • C30H44N2O2Sn [ No CAS ]
YieldReaction ConditionsOperation in experiment
In toluene;Reflux; Dean-Stark; General procedure: A mixture of a Schiff base H2L1,2 withR2SnO (R = Bu, Oct) was refluxed (ratio 1 : 1) in dry toluene using a Dean-Stark apparatus for 6-7 h with continuous removal of water formed. After cooling to room temperature, the solvent was evaporated under reduced pressure. The solid product obtained was air dried and recrystallized from dry chloroform and n-hexane mixture (4 : 1)
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