Structure of 71-48-7
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 71-48-7 |
Formula : | C4H6CoO4 |
M.W : | 177.02 |
SMILES Code : | CC([O-])=O.CC([O-])=O.[Co+2] |
MDL No. : | MFCD00008689 |
InChI Key : | QAHREYKOYSIQPH-UHFFFAOYSA-L |
Pubchem ID : | 6277 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H302-H317-H319-H334-H341-H350-H360-H400-H410 |
Precautionary Statements: | P201-P202-P261-P264-P270-P272-P273-P280-P285-P301+P312+P330-P302+P352-P304+P341-P305+P351+P338-P308+P313-P333+P313-P337+P313-P363-P391-P405-P501 |
Class: | 9 |
UN#: | 3077 |
Packing Group: | Ⅲ |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In potassium hydroxide; | 13. Preparation of 1-(4-chlorophenyl)-3-hydroxypyrazole using pure oxygen with Co(II) catalysis 900 g of a 6.9percent strength solution of 1-(4-chlorophenyl)-pyrazolidin-3-one in 5percent strength potassium hydroxide solution were admixed with 600 mg of cobalt(II) acetate and oxygen was passed into the solution at room temperature via a capillary in such a manner that it was just completely absorbed. After approximately 30 min, the reaction was complete according to HPLC monitoring, the temperature having increased to 40° C. 908 g of a solution were obtained which had a 1-(4-chlorophenyl)-3-hydroxypyrazole content of 6.7percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
(R,R)-Jacobsen's ligand 1 (82 g, 0.15 mol, 1.0 equiv) was charged to a 3-L, 3-neck round bottom flask equipped w/mechanical stirrer, thermometer, and air-sparging dip tube. MeOH (750 mL) was then charged to the vessel at ambient temperature. Glacial Acetic Acid (18 g, 0.3 mol, 2.0 equiv) was then charged to the flask. Co(OAc)2.4H2O (41.9 g, 0.165 mol, 1.1 equiv) was charged to the reaction vessel and an additional 75 mL MeOH (approx. 10 volumes total) was used as a rinse. The contents of the flask were stirred open to the air for 30 minutes until most of the ligand solids had dissolved. Then, an air stream was pulled through the dark green/brown mixture via house vacuum using a dip tube open to the atmosphere with stirring for 2 hours. The contents of the flask were monitored for consumption of ligand and absence of Co(II)salen catalyst by TLC. When monitoring indicated completion of the reaction, the sparge tube was replaced with an addition funnel and water (850 mL) was slowly added over 2-3 hours (slowly at first, portionwise) via the addition funnel to precipitate the active Co(III) ligand catalyst complex 2. Brown solids were isolated by vacuum filtration of the contents of the reaction vessel through Whatman 3 paper on a Buchner funnel. The solids were washed with water (2×350 mL) and air dried. The solids were scraped off of the filter paper and dried in a vacuum oven at 35 C. under house vacuum to yield 105 g (quantitative) of a dark brown solid, identified by NMR analysis as Co(III) ligand catalyst complex 2. The NMR spectrum was consistent with the expected complex containing a molecule of methanol coordinated to cobalt, thereby filling the metal's sixth coordination site. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | In N,N-dimethyl-formamide; for 0.00555556h;Heating; | 0.05 g (0.0813 mmol) of tetraphenylporphyrin and0.144 g (0.813 mmol) of Co(OAc)2 were dissolved in70 mL of DMF, heated to boiling, boiled for 20 s, andcooled. The filtrate was poured into water, theprecipitate was filtered off, washed with water, dried,and chromatographed on alumina using dichloromethaneas the eluent [25]. Yield 0.04 g (0.0595 mmol,72%), Rf 0.77 (1 : 1 hexane-chloroform). IR spectrum,nu, cm-1: 2917, 2849 (CH, Ph), 1694, 1599 (C=C, Ph),1437 (C=N), 1350 (C-N), 1150, 1073 [delta(C-H, Ph)],1004 (Co-N), 796 [gamma(C-H, pyrrole ring)], 752, 702[gamma(C-H, Ph)], 470 (Co-N). 1H NMR spectrum(CDCl3), delta, ppm: 16.05 br.s (8H, pyrrole), 13.20 br.s(8H, Ho), 8.20 t (8H, Hm, J = 7.7 Hz), 8.01 br.s (4H,Hn). Mass spectrum, m/z (Irel, %): 671.3 (99) [M - H]+(calculated for C44H28N4Co: 672). EAS (benzene),lambdamax, nm (log epsilon): 529 (4.16), 413 (5.35). Found, %: C78.58; H 4.15; N 8.30. C44H28N4Co. Calculated, %: C78.69; H 4.20; N 8.34. |
In N,N-dimethyl-formamide; at 89.84℃;Kinetics; Thermodynamic data; | General procedure: Porphyrins 1-6 (Aldrich, 97%), organic solvents (Merck, 99%), and inorganic salts (Acros, 99%) were used as received. The complex formation was studied by recording electronic absorption spectra of the solutions using a Cary 300 spectrophotometer (Varian). To do so,solutions of the studied porphyrin (2.5×10-5 mol/L)and the salt (2.5×10-3 mol/L) in an organic solvent were put in the cell maintained at constant temperature(±0.1C), and the absorbance at the wave length corresponding to the maximum in the spectrum of the formed metal porphyrinate was monitored. Kinetic studies of the complex formation were performed over 288-363 K range. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Ca. 22% | With 2,4,6-Trichlorophenol; for 5h;Reflux; | Cobalt (II) meso-tetraphenylporphyrin (CoTPP) was prepared using an adaptation of the procedure reported by Mirafzal for the synthesis of manganese(III) meso-tetraarylporphyrins (Scheme 1)[7]. CoTPP was synthesized by reacting benzaldehyde (2.47 mL, 0.024 mol), pyrrole (1.70 mL, 0.024 mol), cobalt (II) acetate (3.005 g, 0.012 mol) and 2.707 g of 2,4,6-trichlorophenol. Pyrrole and benzaldehyde were previously distilled. This mixture was kept at reflux temperature for 5 h. The progress of the reaction was monitored by the appearance of the characteristic metalloporphyrin absorption bands at 410 and 527 nm (measured in dichloromethane solution). The UV-Vis spectra were recorded at different time intervals using a conventional quartz cell (light path 10 mm) on a Shimadzu UV-3600 spectrophotometer. Next, the reaction mixture was cooled at room temperature and washed with NaOH (0.1 mol L1). CoTPP was purified on a neutral alumina column eluted with a mixture of cyclohexane and dichloromethane(3:1, v/v). The reaction yield was approximately 22%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In N,N-dimethyl-formamide; at 130℃; for 54h; | the <strong>[4385-76-6]4-pyridin-4-yl-benzoic acid</strong>, acetic acid cobalt and by the formic acid, N, N-dimethyl formamide and methanol mixed solvent mixed in the container, the formic acid in the mixed solvent, N, N-dimethyl formamide and the volume ratio of methanol 0.1: 1:3 ; <strong>[4385-76-6]4-pyridin-4-yl-benzoic acid</strong>, acetic acid cobalt and mixing the dosage of the solvent ratio is 1.5 millimole: 1 millimole: 10 ml, sealing the container, is put into an oven to a way of processing, the stated procedure is of: the 6 hours, the temperature is increased to 130 °C, and at 130 °C under constant temperature conditions for 48 hours, then 18 hours cooling down to the room temperature, the dark red rectangular crystal |
A905423 [6147-53-1]
Cobalt(Ⅱ) acetate tetrahydrate
Reason: Hydrate