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CAS No. : | 7209-38-3 | MDL No. : | MFCD00006161 |
Formula : | C10H24N4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XUSNPFGLKGCWGN-UHFFFAOYSA-N |
M.W : | 200.32 | Pubchem ID : | 81629 |
Synonyms : |
|
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | 2735 |
Hazard Statements: | H314 | Packing Group: | Ⅱ |
GHS Pictogram: |
* 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 |
---|---|---|
87% | With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12.5h; | 29 Example 29 Synthesis of 1,4-bis(3-decanoylaminopropyl)piperazine MC774. To a solution of 1,4-bis(3-aminopropyl)piperazine (10 μl, 0.049 mmol, Aldrich Chemical Company) in dichloromethane (1 ml) cooled to 0° C., was added decanoyl chloride (25 μl, 0.12 mmol, Aldrich Chemical Company) and N,N-Diisopropylethylamine (21 μl, 0.12 mmol).After 30 min, the solution was allowed to warm to ambient temperature.After 12 hrs, the solution was washed with water (2*2 ml), and concentrated under reduced pressure to afford 1,4-bis(3-decanoylaminopropyl)piperazine (MC774) (21.6 mg, 87%) of sufficient purity by TLC. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; for 12h; | To a solution of 1,4-bis(3-aminopropyl)piperazine (10 mul, 0.049 mmol) in dichloromethane (1 ML), was added palmitoleic acid (30.8 mg, 0.12 mmol, Aldrich Chemical Company), N,N-Diisopropylethylamine (21 muL, 0.12 mmol), and dicyclohexylcarbodiimide (25 mg, 0.12 mmol).After 12 hrs, the solution was filtered and washed with water (2*2 ML), and concentrated under reduced pressure to afford 1,4-bis(3-palmitoylaminopropyl)piperazine (MC775) (26.5 mg, 81%) of sufficient purity by TLC. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | In dichloromethane for 10h; | 1.1 Preparation of N-[[4-(3-ferrocenecarboxamidopropyl)piperazinyl]-propyl]-1,8-naphthalene Imide (the Compound of Formula (I)) 284 μl of 1,4-bis(3-aminopropyl)piperazine(1.376 mmol) dissolved in 14 ml of dichloromethane was added dropwise over 10 hours to 300 mg of the compound (0.917 mmol) prepared in Preparation 1 dissolved in 10 ml of dichloromethane using a syringe. The resulting solution was filtered and the solid thus obtained was purified by silicagel chromatography using a mixture of methanol and ammonium hydroxide(9:1, Rf=0.23) as an eluent to obtain 255 mg of the title compound as a yellow solid (Yield: 62%). [00032] 1H NMR(CDCl3; 300 MHz) δ 1.65-1.86(4H, m), 2.35-2.80(14H, m), 2.97(1H, m), 3.45(2H, m), 4.20(5H, s), 4.33(2H, br s), 4.69(2H, br s), 6.91(1H, br m) ppm |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With piperidine; Carbonyldiimidazole; tin-2-ethylhexanoate dihydrate; potassium tert-butylate; water; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; diisopropyl-carbodiimide; dibromotriphenylphosphorane; In DMF (N,N-dimethyl-formamide); dichloromethane; N,N-dimethyl acetamide; 1,2-dichloro-ethane;Combinatorial reaction / High throughput screening (HTS); | EXAMPLE 1 [0213] This example shows the synthesis of a combinatorial library of thioquinazolinone derivatives. [0214] Step 1a: Preparation of Wang Bromide Resin [0215] 40 tea bags containing 2 g each of Wang resin (80 g, 120 mmol) was taken in a 5 L PP container. A solution of triphenylphosphine dibromide (152 g, 0.15 M, 3 eq., 360 mmol) in 2000 ml DCM was added and the solution was shaken at room temperature overnight. The resin was sequentially washed with DCM (4×, 1.5 L each) and diethylether (6×, 1.5 L each) and dried under vacuum, to give the bromo wang resin. [0216] Step 1b: Loading of the Nitrophenol on Bromo Wang [0217] 20 g of the Bromo wang resin (1.5 meq/g) was taken in a 2 L wide-mouthed glass container and 1000 mL DMA was addded to it followed by the addition of the nitro phenol (10 eq., 0.3M, 300 mmol). Potasium t-butoxide (33.46 g, 10 eq., 300 mmol) was then added to it and the bottles were heated at 50 C. overnight. The bags were washed alternatively with DMF (500 mL) and DCM (500 mL) 3 cycles followed by 6 cycles of MeOH (500 mL). The tea bags were then dried overnight in air. The following nitrophenols were used: [0218] 2-METHYL-5-NITROPHENOL [0219] 5-HYDROXY-2-NITROBENZOTRIFLUORIDE [0220] 3-METHYL-4-NITROPHENOL [0221] 2-METHOXY-5-NITROPHENOL [0222] M-NITROPHENOL [0223] Step 1c: Reduction of the Nitro Group to Amine [0224] A 2.0 M solution of tin-2-ethylhexanoate dihydrate was prepared in DMF containing 0.5% H2O. The tea bags were added and the solution is heated at 50 C. for 40 hours. After cooling the bags are washed with DMF/10% HOAc (3×), DMF (3×), 5% DIEA/DCM (2×), DCM (2×) and MeOH (2×) and dried in air overnight. [0225] Step 1d: Coupling N-FMOC Protected Amino Acid to Wang Resin. [0226] 20 g of Wang resin (1.5 meq/g) was placed in a porous polypropylene packet (Tea-bag, 60 mm×60 mm, 65mu) and taken in a 1000 mL plastic bottle. DMF (300 mL), DCM (300 mL), FMOC-Cyclohexyl alanine (70.82 g, 6 eq., 0.3M, 180 mmol), DIC (22.71 g, 6 eq., 180 mmol), HOBt (24.32 g, 6 eq., 180 mmol) were added sequentially. After shaking for 12 hours, the packet was washed alternatively with DMF (500 mL) and DCM (500 mL) 3 cycles followed by 6 cycles of MeOH (500 mL). The packet was then dried overnight in air. The tea bags containing the amino acids were then treated with 20% piperidine/DMF for 2 h at room temperature to deblock the FMOC group. The following amino acids were used: [0227] FMOC-GLY-OH [0228] FMOC-ALA-OH [0229] FMOC-L-ISOLEUCINE [0230] FMOC-L-PHENYLALANINE [0231] FMOC-D-NLE-OH [0232] FMOC-CHA-OH [0233] FMOC-L-TRYPTOPHAN [0234] Step 1e: Coupling of the Diamines to Wang Resin [0235] 20 g of Wang resin (1.5 meq/g) was placed in a porous polypropylene packet (Tea-bag, 60 mm×60 mm, 65mu) and taken in a 1000 mL Nalgene bottle. 600 mL of DCM was added followed by the addition of the carbonyl diimidazole (29.9 g, 6 eq., 0.3M, 180 mmol) and the flasks were shaken at room temperature for 3 hours after which they were decanted and washed with DCM (2×, 600 mL). To these Nalgene bottles were added the diamines (6 eq., 0.4M, 180 mmol) in 450 mL of DCM (0.4M) and they were shaken at room temperature overnight. The diamines used were as follows: [0236] 2,2-DIMETHYL-1,3-PROPANEDIAMINE [0237] 1,3-CYCLOHEXANEDIAMINE [0238] (1R,2R)-(-)-1,2-DIAMINOCYCLOHEXANE [0239] TRANS-1,4-DIAMINOCYCLOHEXANE [0240] P-XYLYLENEDIAMINE [0241] 1,4-BIS(3-AMINOPROPYL)PIPERAZINE [0242] ETHYLENEDIAMINE [0243] 1,3-DIAMINOPROPANE [0244] 1,8-DIAMINO-3,6-DIOXAOCTANE [0245] 1,4-DIAMINOBUTANE [0246] 1,5-DIAMINOPENTANE [0247] 1,6-HEXANEDIAMINE [0248] N,N-BIS(3-AMINOPROPYL)METHYLAMINE [0249] 2,2'-THIOBIS(ETHYLAMINE) [0250] 2,5-DIMETHYL-1,4-PHENYLENEDIAMINE [0251] After shaking overnight, the packets was washed alternatively with DMF (500 mL) and DCM (500 mL) 3 cycles followed by 6 cycles of MeOH (500 mL). The packet was then dried in air. [0252] Step 2: Formation of the Isothiocyanate [0253] The o-amino benzoate ester (136 g, 10 eq., 900 mmol) was taken in a 5 L wide-mouthed glass bottle and 2.7 L of dichloroethane was added to it (0.3M). The following esters were used: [0254] METHYL ANTHRANILATE [0255] METHYL 2-AMINO-4-CHLOROBENZOATE [0256] 2-AMINO-4,5-DIMETHOXYBENZOIC ACID [0257] METHYL ESTER [0258] METHYL 3,4,5-TRIMETHOXYANTHRANILATE [0259] DIMETHYL AMINOTEREPHTHALATE [0260] METHYL 2-AMINO-5-BROMOBENZOATE [0261] METHYL 3-AMINOTHIOPHENE-2-CARBOXYLATE [0262] METHYL 3-AMINO-5-PHENYLTHIOPHENE-2-CARBOXYLATE [0263] Thiocarbonyl diimidazole (160 g, 10 eq., 900 mmol) was added to it and the solution was heated at 55 C. overnight to form the isothiocyanate. [0264] Step 3: Formation of the Thioquinazolinone [0265] The next day the tea bags containing the amino acids, diamines and the amino phenols on wang resin (90 mmol) was added to the isothiocyanate solution from reaction 2 and the glass bottles were heated at 55 C. overnight. After cooling the bags was washed alternatively with DMF (2000 mL) and DCM (2000 mL) 3 cycles followed by 6 cycles of MeOH... |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 1,4-bis(3-aminopropyl)piperazine; 3,4-dibenzyloxybenzaldehyde In ethanol at 20℃; for 12h; Molecular sieve; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 12h; Stage #3: With water In ethanol | 51 Example 51; l,4-bis{3-[7V-(3,4-dibenzyloxybenzyl)amino]propyl}piperazine; To a solution of l,4-bis(3-aminopropyl)piperazine (0.513 mL, 2.49 mmol) and 3,4-dibenzyloxybenzaldehyde (1.668 g, 5.24 mmol) in absolute ethanol (20 mL) was added 3 A molecular sieves (5g). After stirring the mixture for 12h at room temperature, sodium borohydride (1.9g, 49.9 mmol) was added and the mixture was stirred for 12h at room temperature. Then the reaction mixture was quentched by dropwise addition of water (20 mL) and ethanol was removed under reduced pressure. The aqueous residue was extracted with CH2Cl2 (3 x 30 mL) and the combined organic layers were extracted with HCl IN (2 x 50 mL). The combined aqueous layers were neutralized with NaOH IN (50 mL) and extracted with CH2Cl2 (3 x 30 mL). The combined organic layers were dried over MgSO4, evaporated to dryness and the oily residue purified by flash chromatography (neutral aluminium oxide, CH2Cl2ZMeOH : 90/10). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane at 20℃; for 4h; | 45.a Example 45 (compound No.21); l,4-bis{3-[N-(lH-Benzimidazol-2-yl)amino]propyl}piperazine; EPO a) l,4-bis{3-[4-methoxy-2-nitro-pheny.)-thiourea]propyl}piperazine (intermediate); 1,4-bis (3-aminopropyl)-piperazine (1.0 g, 5 mmol) was dissolved in freshly distilled CH2Cl2 (50 niL) . 2-nitrophenylisothiocyanate (3.6 g, 20 mmol) was added by small portions. The resulting yellow solution was stirred for 4h at room temperature. A sodium hydroxide solution IM was added until pH 12-13. The organic layer was washed with a hydroxide sodium solution 0,5M (3 x 50ml). It was then dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude residue was purified by flash chromatography (CH2Cl2ZMeOH : 9/1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium hydroxide In 1,4-dioxane; water | C 1-(3-Aminopropyl)-4-(-tert-butoxycarbonylaminopropyl)piperazine III 1-(3-Aminopropyl)-4-(-tert-butoxycarbonylaminopropyl)piperazine III A solution of 100 g (0.42 mol) of tert-butyl S-(4,6-dimethylpyrimidin-2-yl) thiolcarbonate (II) available from Aldrich Chemical, in 400 ml of dry dioxane was added at room temperature, dropwise over a period of 6 hours, to a solution of 182 g (0.91 mol) of 1,4-bis-(3-aminopropyl) piperazine (I) in 360 ml of dioxane. After stirring overnight, the reaction was filtered and evaporated to give a yellow oil. It was dissolved in 2 liters of distilled water and applied to a 90 cm*5 cm column of Amberlite IRC-50 ion exchange resin (NH4≈ form). The column was washed with 500 ml of water, then eluted with a linear gradient of 2 liters of water to 2 liters of 0.5 M ammonium hydroxide. The appropriate fractions were pooled and evaporated to give 65 g of the amine (III) as a light-yellow oil. Analysis: Mass Spectrum (70 e.V.): m/e 301 [MH+ ]; 201 [MH+ minus COOC(CH3)3 ]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With methanesulfonic acid; sodium; In water; acetone; | EXAMPLE II 1,4-Bis[2-(4-chlorophenylcarbamylguanidino)propyl]piperazine This example illustrates the synthesis of a compound of this invention having a heterocyclic ring in the Y radical. N,N'-Bis-(3-aminopropyl)piperazine (20 g, 0.1 mole) was dissolved in warm water and added dropwise to a warm aqueous solution of 2-methyl-2-thiopseudourea sulfate (27.8 g, 0.1 mole) with stirring. The mixture was stirred for 5 hours and the precipitate which formed was collected on a filter, washed with cold water, and recrystallized from water. Sodium (1 g, 0.04 mole) was dissolved in acetone with cooling under a nitrogen atmosphere. To this solution was added N,N'-bis-(3-guanidinoproppyl)piperazine sulfate (7.65) g, 0.02 mole) was added and the mixture was stirred for two hours. 4-Chlorophenyl isocyanate (6.1 g, 0.04 mole) was then added and the mixture was stirred overnight. The mixture was then heated to reflux temperature for one hour, cooled, and the solid precipitate of sodium sulfate removed by filtration. The solvent was removed from the filtrate and the solid residue was triturated twice with water. The residue was then triturated twice with diethyl ether and collected on a filter. M.P. 199-202 C (dec.). The trimethanesulfonate salt was prepared by adding methanesulfonic acid (0.169 ml, 0.00255 mole) and the compound formed above (0.50 g, 0.00085 mole) to 50 ml of water and stirring the mixture overnight. The solution was filtered to give a clear pale yellow aqueous solution of the trimethanesulfonate salt. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With methanesulfonic acid; sodium; In water; acetone; | EXAMPLE II 1,4-Bis[3-(4-chlorophenylcarbamylguanidino)propyl]piperazine This example illustrates the synthesis of a compound of this invention having a heterocyclic ring in the Y radical. N,N'-Bis-(3-aminopropyl)piperazine (20 g, 0.1 mole) was dissolved in warm water and added dropwise to a warm aqueous solution of 2-methyl-2-thiopseudourea sulfate (27.8 g, 0.1 mole) with stirring. The mixture was stirred for 5 hours and the precipitate which formed was collected on a filter, washed with cold water, and recrystallized from water. Sodium (1 g, 0.04 mole) was dissolved in acetone with cooling under a nitrogen atmosphere. To this solution was added N,N'-bis-(3-guanidinopropyl)piperazine sulfate (7.65) g, 0.02 mole) was added and the mixture was stirred for two hours. 4-Chlorophenyl isocyanate (6.1 g, 0.04 mole) was then added and the mixture was stirred overnight. The mixture was then heated to reflux temperature for one hour, cooled, and the solid precipitate of sodium sulfate removed by filtration. The solvent was removed from the filtrate and the solid residue was triturated twice with water. The residue was then triturated twice with diethyl ether and collected on a filter. M.P. 199-202 C. (dec.). The trimethanesulfonate salt was prepared by adding methanesulfonic acid (0.169 ml, 0.00255 mole) and the compound formed above (0.50 g, 0.00085 mole) to 50 ml of water and stirring the mixture overnight. The solution was filtered to give a clear pale yellow aqueous solution of the trimethanesulfonate salt. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | In 1,4-dioxane for 18h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89.9% | In methanol Microwave irradiation; | Preparation of the Schiff bases General procedure: Schiff bases were prepared by microwave assisted method [16]. All the diamines [N,N-bis-(3-aminopropyl)ethylenediamine, diethylenetriamine, N,N-bis-(3-aminopropyl)piperazine, tris-(2-aminoethyl)amine, N,N-bis-(3-aminopropyl)-1,3-propanediamine] were condensed with 5-methylsalicylaldehyde by the following procedure (Scheme 1). 1 mM methanolic solution of diamine was added drop wise to a stirred solution of 2 mM 5-methylsalicylaldehyde in 5 mL methanol. This mixture was then irradiated in the microwave oven at 320W for 10-12 min. After the irradiation, the mixture was cooled to room temperature, then it was kept for 12 h at 10 °C. The obtained coloured solid products were filtered and washed with cold ethanol and dried overnight in a desiccator. All the Schiff bases were recrystallized using 1:1 methanol and dichloromethane as solvent. |
87% | In methanol at 20℃; for 3.5h; Reflux; | Synthesis of ligand L1 A methanolic (10 mL) solution of 5-methylsalicylaldehyde (2.2 mM, 0.30 g) was mixed with 1, 4-bis (3-aminopropyl) piperazine(2.2 mM, 0.44 g) dissolved in methanol (10 mL). The mixture was stirred for 30 min at room temperature to give a clear yellow solution. Then the content was refluxed for about 3 h. Yellow rod shaped crystals were formed at the bottom of the vessel by slow evaporation of the solvent. The crystals were isolated by filtration,washed with methanol and dried. Yield: 0.64 g (87%) |
29.5% | In methanol for 8h; Reflux; |
29.5% | In methanol Reflux; | |
In methanol for 8h; Reflux; | ||
In ethanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In chloroform at 25℃; | General procedure: Photometric titration measurements were performed for the reactions between the donor APPIP and each of the acceptors iodine, TCNQ, TCNE, DDQ and TBCHD in CHCl3 at 25 °C in order to determine the reaction stoichiometries according to a literature method [5,21]. The measurements were conducted under the conditions of fixed donor APPIP concentrations while those of the acceptors I2, TCNQ, TCNE, DDQ, and TBCHD were changed over a wide range, to produce in each case reaction solutions where the molar ratio of donor:acceptor varies from 1:0.25 to 1:4. The peak absorbencies of the formed CT complexes were measured for all solutions in each case and plotted as a function of the acceptor to donor molar ratio. The infrared spectra of the reactants and the formed CT complexes (KBr pellets) were recorded on a spectrum one Perkin-Elmer FTIR spectrophotometer. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | Stage #1: pyridine-4-carbonitrile With sodium methylate In methanol at 20℃; for 2h; Stage #2: 1,4-bis(3-aminopropyl)piperazine In methanol for 12h; Reflux; | 4.3.1 Synthesis of N-(2-pyridineimidoylamino-butyl)-pyridine-2-carboxamidine (5a) General procedure: 2-Cyanopyridine (0.420 ml; 4 mmol) was dissolved in absolute methanol (20 ml) and to it was added sodium methoxide solution in methanol (1.0 ml) (previously prepared). The reaction contents were stirred at room temperature for 2 h 1,4-diaminobutane (0.18 ml, 2 mmol) was added to the reaction mixture. Reaction contents were heated under reflux for 12 h. Solvent was removed under reduced pressure. Crude product so obtained was washed with diethyl ether and then with ethyl acetate to give thick mass. Solvent traces from this thick mass was removed by applying high vacuum for 15 min to give semisolid product i.e. N-(2-pyridineimidoylamino-butyl)-pyridine-2-carboxamidine (5a). Yield 480 mg (81%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41% | General procedure: Rifaldehyde (300.0 mg, 0.41 mmol) was dissolved in 30 mL CH2Cl2 and (1,4-bis(3-aminopropyl)-piperazine, N,N-bis(2-aminoethyl)-1,3-propanediamine) (0.2 mmol) in 5 mL of C2H5OH with a catalyst (0.2 mmol ZnCl2 or 0.02 mmol HCl/EtOH) added. The mixtures were stirred at 45 C for half an hour and after that a half of the solvent volume was distilled off. To the cooled reaction mixture (room temperature) the reductant NaBH4 (6.8 mg, 0.18 mmol) was added portionwise over 1 min. The reaction mixture was evaporated to dryness, dissolved in 50 mL of ethyl acetate and extracted twice with 50mL of water and brine. The separated organic layer was evaporated and synthesised derivative (compounds 13-14) was purified by column chromatography with silica gel (25 cm×1 cm, silica gel 60, 0.040-0.063 mm/230-400 mesh ASTM, Fluka) and ethyl acetate/methanol as eluent (from 100:0 to 15:1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | at 120℃; for 0.0666667h;Microwave irradiation; | General procedure: Hexahydroisobenzofuran-1,3-dione (1a; 308 mg; 2mmol) and 2-(2-(2-aminoethoxy)ethoxy)ethanamine (2a; 148 mg; 1mmol) were mixed thoroughly and subjected to a focused microwave irradiation at 120 C for 4 minutes. TLC of reaction mixture over silica gel G using CHCl3: MeOH (9.5:0.5) as mobile phase showed absence of starting materials and presence of a new spot of the product. Hence, the reaction is complete. Crude product, so obtained was purified by column chromatography over silica gel using solvent of elution: CHCl3:MeOH (9.7:0.3) to give pure product 3a. Yield: 85%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | at 20℃; for 0.25h;Microwave irradiation; | General procedure: Ethane-1,2-diamine (4a; 60mg; 1mmol) and iminodiacetic acid (5; 266mg; 2mmol) were mixed thoroughly, grinded and subjected to focused microwave irradiation at 135 C for 4 minutes. TLC of reaction mixture over silica gel G using ethyl acetate: MeOH (7:3) as mobile phase showed that the reaction is complete. Crude product, so obtained was purified by crystallization from methanol: water (9.5:0.5) to give pure product 9a. Yield: 83%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | at 20℃; for 0.166667h;Microwave irradiation; | General procedure: Ethane-1,2-diamine (4a; 60mg; 1mmol) and iminodiacetic acid (5; 266mg; 2mmol) were mixed thoroughly, grinded and subjected to focused microwave irradiation at 135 C for 4 minutes. TLC of reaction mixture over silica gel G using ethyl acetate: MeOH (7:3) as mobile phase showed that the reaction is complete. Crude product, so obtained was purified by crystallization from methanol: water (9.5:0.5) to give pure product 9a. Yield: 83%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45.3% | In neat (no solvent); at 150℃; for 120h;Sealed tube; Autoclave; | A mixture of VOSO4 (0.163 g), H2SO4 (98 wt%, 54 muL), H2C2O42H2O(0.378 g), and 1,4-bis(3-aminopropyl)piperazine (209 muL) was sealed in aTeflon-lined steel autoclave and heated at 150 C for 5 days. After coolingto room temperature, green crystals were separated from the resultingproduct by sonication, washed with water, and then dried in air (45.3 wt% yield based on vanadium). IR (KBr pellets, cm1): 3430 (m), 3200 (m),2930 (m), 2370 (m), 1710 (s), 1640 (s), 1470 (m), 1310 (m), 1140 (s),1040 (s), 812 (m), 623 (m). |
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P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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