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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
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Structure of 3425-46-5
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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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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 3425-46-5 |
Formula : | CKNSe |
M.W : | 144.08 |
SMILES Code : | [Se-]C#N.[K+] |
MDL No. : | MFCD00011366 |
InChI Key : | KYEKHFSRAXRJBR-UHFFFAOYSA-M |
Pubchem ID : | 76960 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H300-H331-H373-H410 |
Precautionary Statements: | P261-P264-P273-P301+P310-P311-P501 |
Class: | 6.1 |
UN#: | 3283 |
Packing Group: | Ⅱ |
* 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 |
---|---|---|
20% | In N,N-dimethyl-formamide; for 11h;Inert atmosphere; Milling; | Under a gentle stream of argon, two zirconia-lined jars wereeach sequentially charged, in quick succession, with aliquots of5?-O-(p-toluenesulfonyl)adenosine (1b, 126 mg, 0.30 mmol or253 mg, 0.60 mmol), potassium selenocyanate (130 mg, 0.90mmol or 260 mg, 1.8 mmol; 3 equiv), anhydrous DMF (50 muL or 100 muL) and a 15mm diameter zirconia ball. The vessels were vibrated at 30 Hz for eleven hours andallowed to cool to ambient temperature. The reaction mixtures were extracted fromthe vessel in methanol (30 and 50 mL aliquots respectively). Both reaction mixtureswere combined and stirred at room temperature for 30 minutes under argon in thepresence of benzyl bromide (236 muL, 1.98 mmol, 2.2 equiv). The quenched reactionmixture was adsorbed onto silica gel and subject to column chromatography elutingwith 5?15percent (v/v) methanol in DCM. Fractions containing 3a (contaminated with a ptoluene sulphonate salt) were combined and reduced in vacuo. The tosylatecontaminated solids (104 mg) were partitioned between EtOAc (30 mL) and deionisedH2O (15 mL) followed by brine (10 mL). The combined aqueous phases were back-extracted with EtOAc (10 × 10 mL) and the organics combined, dried overNa2SO4 and filtered. The solvent was removed in vacuo to give pure product 3a as awhite amorphous solid.Yield = 65 mg (20percent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | General procedure: Potassium selenocyanate (0.14 g, 1.0 mmol) dissolved inacetone (5.0 mL) was treated with the appropriate acyl chloride1a?i (1.0 mmol). The reaction mixture was stirred at r.t. for15 min, followed by addition of appropriate aminobenzensulfonamide(2?6) (1.0 mmol) and stirred for 40 min at the same temperature.After this time the mixture was quenched with H2O and theformed precipitate was filtered-off and dried on air. The obtainedproducts 7?22 were used as they are. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | General procedure: Potassium selenocyanate (0.14 g, 1.0 mmol) dissolved inacetone (5.0 mL) was treated with the appropriate acyl chloride1a?i (1.0 mmol). The reaction mixture was stirred at r.t. for15 min, followed by addition of appropriate aminobenzensulfonamide(2?6) (1.0 mmol) and stirred for 40 min at the same temperature.After this time the mixture was quenched with H2O and theformed precipitate was filtered-off and dried on air. The obtainedproducts 7?22 were used as they are. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | General procedure: Potassium selenocyanate (0.14 g, 1.0 mmol) dissolved inacetone (5.0 mL) was treated with the appropriate acyl chloride1a?i (1.0 mmol). The reaction mixture was stirred at r.t. for15 min, followed by addition of appropriate aminobenzensulfonamide(2?6) (1.0 mmol) and stirred for 40 min at the same temperature.After this time the mixture was quenched with H2O and theformed precipitate was filtered-off and dried on air. The obtainedproducts 7?22 were used as they are. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In acetone; for 4h;Inert atmosphere; Reflux; | <strong>[40724-47-8]4-(bromomethyl)benzenesulfonamide</strong> 6 (125 mg, 0.5 mmol) was dissolved in acetone (10 mL) and then was added KSeCN (87 mg, 0.6 mmol, 1.2 eq.). The mixture was stirred at reflux for 4 h, until completion (TLC monitoring). The reaction was quenched by addition of saturated aq. NH4Cl (2 mL) and diluted with EtOAc (5 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2 x 5 mL), dried over Na2SO4, filtered and concentrated under vacuum. The crude material was purified by flash chromatography (DCM/MeOH 90:10) to yield selenide 12 (70percent). 1H NMR (400 MHz, DMSO-d6) delta (ppm): 7.85 (2H, d, J = 8.39 Hz), 7.58 (2H, d, J = 8.41 Hz), 7.40 (2H, bs, NH2, exchange with D2O), 4.40 (2H, s). 13C NMR (100 MHz, DMSO?d6) delta (ppm): 144.2, 143.3, 130.2, 126.9, 105.6, 32.5. 77Se NMR (76 MHz, DMSO?d6) delta (ppm): 327.7. MS (ESI negative) m/z: 274.0 [M-H]-. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | In acetonitrile; at 20℃; for 1.33333h;Electrochemical reaction; | In a three-necked reaction tube equipped with a magnetic stir bar, 36.4 mg of <strong>[133730-34-4]2,4-dimethoxyphenylboronic acid</strong>, 115.3 mg of potassium selenocyanate, and 10 mL of acetonitrile were added. In the presence of air and room temperature, the reaction was conducted for 80 minutes with a constant current of 10 mA. After the reaction was completed, the solution was briefly filtered, concentrated on a column by rotary evaporation, and 2% ethyl acetate and 4% ethyl acetate were sequentially used as the mobile phase to obtain 42.1 mg of 2,4-dimethoxyphenylselenylcyanide in a yield of 87%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With oxygen; In methanol; at 20℃; for 24h;Irradiation; | Under oxygen protection, a 10 mL round-bottomed flask equipped with a magnetic stirring bar was charged with <strong>[50820-65-0]methyl indole-6-carboxylate</strong> (0.5 mmol), potassium selenocyanate (0.5 mmol), methanol (2 mL), After completion, a 23-watt white compact fluorescent lamp was placed 3 cm away from the round-bottomed flask, and the reaction was carried out at room temperature for 24 hours under oxygen protection conditions. After the reaction was completed, the solvent was removed from the organic phase by a rotary evaporator, and the residue was purified with a silica gel column. (Silica gel specification is 200-300 mesh, eluent is petroleum ether/ethyl acetate=3:1) to obtain 126 mg of colorless solid, the yield is 90%, |