5-Acetyl-2-hydroxybenzamide
5-Acetylsalicylamide
CAS: 40187-51-7
Molecular Formula: C9H9NO3
5-Acetyl-2-hydroxybenzamide - Names and Identifiers
| Name | 5-Acetylsalicylamide |
| Synonyms | 5-Acetyl 5-Acetosalicylamide 5-Acetylsalicyamide 5-ACETYLSALICYLAMIDE 5-Acetylsalicylamide LABOTEST-BB LT00012659 2-Hydroxy-5-acetylbenzamide 5-ACETYL-2-HYDROXYBENZAMIDE 5-Acetyl-2-hydroxybenzamide |
| CAS | 40187-51-7 |
| EINECS | 254-830-5 |
| InChI | InChI=1/C9H9NO3/c1-5(11)6-2-3-8(12)7(4-6)9(10)13/h2-4,12H,1H3,(H2,10,13) |
| InChIKey | LWAQTCWTCCNHJR-UHFFFAOYSA-N |
5-Acetyl-2-hydroxybenzamide - Physico-chemical Properties
| Molecular Formula | C9H9NO3 |
| Molar Mass | 179.17 |
| Density | 1.2822 (rough estimate) |
| Melting Point | 220-222°C(lit.) |
| Boling Point | 311.69°C (rough estimate) |
| Flash Point | 181.4°C |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 3.38E-06mmHg at 25°C |
| Appearance | Solid |
| Color | White to Light Brown |
| pKa | 6.57±0.18(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.5600 (estimate) |
| MDL | MFCD00049222 |
| Physical and Chemical Properties | White or light pink crystalline solid, mp/220-222 ℃ (melting decomposition), insoluble in water, soluble in ethanol, ether, benzene, tetrahydrofuran and other organic solvents. |
| Use | Used as pharmaceutical intermediates, can be used for the synthesis of anti-allergic drugs and anti-inflammatory drugs |
5-Acetyl-2-hydroxybenzamide - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | CU8702280 |
5-Acetyl-2-hydroxybenzamide - Upstream Downstream Industry
| Raw Materials | Aluminum chloride Salicylamide Acetyl Chloride |
5-Acetyl-2-hydroxybenzamide - Reference Information
| Uses | 5-acetylsalicylamine is used as a reagent for the synthesis of phosphotyrosine (P365000) mimic peptide prodrugs, this compound has a protein-like small chain structure to mimic peptide activity. 5-Acetylsalicylamide is also used as a reagent to prepare 4-aminopiperidinourea, a compound as a human b3 adrenergic receptor agonist. Pharmaceutical intermediates can be used as anti-allergic drugs and anti-inflammatory drugs. Intermediates in organic synthesis and pharmaceutical synthesis are mostly used to synthesize broad-spectrum antibiotic drugs. As a pharmaceutical intermediate, it can be used to synthesize anti-allergic drugs and anti-inflammatory drugs |
| Application | 5-acetylsalicylamide is an important pharmaceutical intermediate, which can further synthesize 5-bromoacetylsalicylamide, the latter is mainly used for synthesis The cardiovascular drug Raberol can also be used to synthesize drugs for the treatment of other allergic diseases such as asthma, allergic rhinitis, tuberculosis, urticaria, eczema, etc. |
| Preparation | A process for synthesizing 5-acetylsalicylamide is characterized in that 5-acetylsalicamide is prepared from raw materials such as methyl salicylate, methanol, acetyl chloride, and self-made modified nano-scale solid acid catalysts through recrystallization, magnetic stirring, acid treatment and other operating methods. Including the following steps: Step 1. Add methyl salicylate and methanol into the autoclave, pass in ammonia, and stir; Step 2. Use reduced pressure distillation to evaporate the methanol, and the residue is mixed with ethanol and deionized water The solution is 1:1 recrystallized to obtain the intermediate salicylamide; Step 3, add anhydrous AlCl3 and NaCl, and self-made modified nano-scale solid acid catalyst to the container, stir and heat up to 180°C, then add the intermediate salicylamide obtained above, and continue magnetic stirring; Step 4, then add acetyl chloride dropwise at a rate of 60 drops per minute, magnetic stirring, and oil bath at 180 ℃ for 4h; Step 5, add 5%(V) hydrochloric acid solution to the reaction system, magnetic stirring at 60 ℃ for 2h, filtration, and recovery of self-made modified nano-scale solid acid catalyst at the same time, and the filter is washed 5-8 times with deionized water to neutral, A constant temperature drying oven was dried at 110 ℃ for 2 hours, and the crude product was recrystallized with ethanol to obtain white solid 5-acetylsalicylamide. Preparation of acetylsalicylamide. |
Last Update：2024-04-09 02:00:08
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Raw Materials for 5-Acetyl-2-hydroxybenzamide