Introduction：Basic information about 6-AMIDINO-2-NAPHTHOL METHANESULFONATE CAS 82957-06-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
6-AMIDINO-2-NAPHTHOL METHANESULFONATE Basic information
| Product Name: | 6-AMIDINO-2-NAPHTHOL METHANESULFONATE |
| Synonyms: | 6-Amidino-2-naphtol methanesulfonate;Amidinonaphtolmethanesulfonate;6-AMIDINO-2-NAPHTHOL METHANESULFONATE;6-AMIDINO-2-NAPHTHOL METHANESULFONIC ACID;6-Amidino-2-naphthol methanesulfonic acid (Nafamostat);6-Amindino-2-naphtholmethanesulfonic acid;6-hydroxynaphthalene-2-carboxamidine mesylate;6-hydroxy-2-naphthiMidaMide Methanesulfonate |
| CAS: | 82957-06-0 |
| MF: | C12H14N2O4S |
| MW: | 282.32 |
| EINECS: | 815-184-5 |
| Product Categories: | APIs Intermediate |
| Mol File: | 82957-06-0.mol |
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6-AMIDINO-2-NAPHTHOL METHANESULFONATE Chemical Properties
| Melting point | 230 - 233°C |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | Acetonitrile (Slightly), DMSO (Slightly) |
| form | Solid |
| color | White to Off-White |
| Stability: | Hygroscopic |
| InChI | InChI=1S/C11H10N2O.CH4O3S/c12-11(13)9-2-1-8-6-10(14)4-3-7(8)5-9;1-5(2,3)4/h1-6,14H,(H3,12,13);1H3,(H,2,3,4) |
| InChIKey | NLLGCELWCUFUFD-UHFFFAOYSA-N |
| SMILES | C12C=CC(O)=CC=1C=CC(C(=N)N)=C2.S(=O)(=O)(O)C |
| CAS DataBase Reference | 82957-06-0(CAS DataBase Reference) |
Safety Information
6-AMIDINO-2-NAPHTHOL METHANESULFONATE Usage And Synthesis
| Uses | 6-Amidino-2-naphthol Methanesulfonate is a useful N-terminal derivatization reagent for improving peptide fragmentation. |
| Synthesis | 52927-22-7 75-36-5 82957-06-0 1. Add 800 mL of anhydrous ethanol to a dry triple-necked flask, initiate stirring and cool the reaction system to 0-5 °C.2. 430 mL of acetyl chloride was slowly added dropwise, and the rate of dropwise acceleration was controlled to maintain the reaction temperature at 0-5 °C. 3.3. after the dropwise addition, keep the reaction system at 0-5°C for a period of time.4. 85 g of 6-cyano-2-naphthol was added to the reaction system, warmed to 10 °C and kept for 10 hours.5. After completion of the reaction, methyl tert-butyl ether was added, stirred for 1 hour and filtered.6. The filter cake was washed with methyl tert-butyl ether, dried and mixed with ethanol.7. The mixture was heated to 50°C and bubbled with dry ammonia for 3 hours. 8.8. At the end of the reaction, the solvent was removed by evaporation under reduced pressure to give a yellow solid.9. The solid was stirred with saturated sodium bicarbonate solution for a period of time, filtered and washed with water to neutral. 10.10. Suspend the product in methanol and add appropriate amount of methanesulfonic acid solution dropwise. 11.11. Add methyl tert-butyl ether to precipitate the solid, filter and wash with methyl tert-butyl ether.12. Recrystallization was carried out with ethanol to give 75 g of a yellow solid product with a melting point of 227-230 °C and a yield of 53%. |
| References | [1] Patent: CN103896809, 2017, B. Location in patent: Paragraph 0010; 0011; 0012; 0013 |
6-AMIDINO-2-NAPHTHOL METHANESULFONATE Preparation Products And Raw materials
| Raw materials | Methyl 6-hydroxy-2-naphthiMidate-->6-amidino-2-naphthol-->6-Cyano-2-naphthol-->Acetyl chloride-->Methanesulfonic acid-->tert-Butyl methyl ether-->Methanol |
