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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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CAS No. : | 878671-95-5 | MDL No. : | MFCD11113208 |
Formula : | C14H11NS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | CCPTWMNSFHCZPB-UHFFFAOYSA-N |
M.W : | 225.31 | Pubchem ID : | 56595458 |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P501-P261-P270-P271-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P304+P340+P311-P403+P233-P405 | UN#: | 2811 |
Hazard Statements: | H301+H331-H315-H319-H335 | Packing Group: | Ⅲ |
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 |
---|---|---|
76% | With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 12 h; | The intermediate compound V (13.3mmol, 3.0g), aminoguanidine hydrochloride (26.6mmol, 2.9g) was added to 50mL of N, N-dimethyl formamide, was added under stirring N, N-diisopropylethylamine amine (39.9mmol, 5.1g), then the reaction 50 12h, the solvent was evaporated to dryness 20mL2M sodium hydroxide was added, and the reaction was continued 50 12h. After stopping the reaction, the reaction mixture was filtered, and the filtrate was washed with dilute hydrochloric acid to pH = 4, shows a large number of white precipitate was filtered, and then at a temperature of 45-50 dried under vacuum to give 2.85g the VI intermediate compound,(76percent) |
49% | Stage #1: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 15 h; Stage #2: With sodium hydroxide In water at 50℃; for 60 h; |
A mixture of aminoguanidine hydrochloride (3.18 g, 29 mmol), l-cyclopropyl-4- isothiocyanato-naphthalene (3.24 g, 14 mmol) and diisopropylethylamine (3 eq) in DMF (20 mL) was stirred at 50 0C for 15 hours. The solvent was evaporated, toluene was added, and the solvent was evaporated again. A 2.0 M aqueous solution of sodium hydroxide (30 mL) was added and the reaction mixture was heated at 50 0C for 60 hours. The reaction mixture was filtered, and the filtrate was neutralized with a 2.0 M aqueous solution of HCl. New filtration, then evaporation of solvent and purification of the residue by silica gel chromatography to yield 5-amino-4-(4-cyclopropylnaphthalen-l-yl)- 4H-[l,2,4]triazole-3-thiol (2.0 g, 49percent). |
49% | Stage #1: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 15 h; Stage #2: at 50℃; for 60 h; Stage #3: With hydrogenchloride In water |
STEP E: 5-Amino-4-(l-cyclopropylnaphthalen-4-yl)-4H-l,2,4-triazole-3- thiolA mixture of aminoguanidine hydrochloride (3.18 g, 29 mmol), l-cyclopropyl-4- isothiocyanato naphthalene (3.24 g, 14 mmol) and diisopropylethylamine (3 eq) in DMF (20 mL) was stirred at 50 °C for 15 hours. The solvent was removed under reduced pressure, toluene added, and the solvent was evaporated again. Sodium hydroxide solution (2M, 30 mL) was added and the reaction mixture heated at 50 °C for 60 hours. The reaction mixture was filtered and the filtrate neutralized with aqueous HCl (2M). The mixture was re-filtered and the solvent removed under reduced pressure. The residue was purified by silica gel chromatography to yield 5-amino-4-(l-cyclopropylnaphthalen-4-yl)-4H-l,2,4-triazole-3- thiol (2.0 g, 49percent). |