Salicylamide
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Molecular formula
Molecular weight
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Chemical Product Description & Applications
Salicylamide is 2-hydroxybenzamide, an aromatic amide with a phenolic hydroxyl adjacent to the carboxamide group. The phenol supports oxygen substitution, while the neighboring amide participates in carbonyl-mediated ring closure. This arrangement makes salicylamide a starting material for benzoxazinedione chemistry and for derivatives that retain the salicylamide framework.
In the selected synthetic use, salicylamide is converted into Carsalam, a cyclic protected and activated form of the hydroxybenzamide unit. That intermediate enables subsequent nitrogen alkylation in routes to salicylamidoalkanoic acids such as salcaprozic acid. Separate phenolic functionalization provides access to O-substituted benzamide derivatives. The ortho relationship of phenol and carboxamide is retained in those oxygen-functionalized derivatives.
Typical Applications
- Carsalam manufacture: Used with a carbonylating reagent in cyclization processes that form 2H-1,3-benzoxazine-2,4(3H)-dione from the adjacent phenol and amide functions.
- Salicylamidoalkanoic-acid synthesis: Used as the upstream aromatic starting material in Carsalam-based routes to salcaprozic acid and related delivery-agent structures.
- O-Substituted benzamide intermediates: Used in phenolic alkylation or acylation to prepare derivatives bearing an oxygen-linked substituent on the benzamide ring.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Solid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥99.0 area% | HPLC with suitable UV or CAD detection |
| Total organic impurities | ≤1.0 area% | HPLC, area normalization |
| Largest individual impurity | ≤0.50 area% | HPLC, area normalization |
| Water | ≤1.0% w/w | Karl Fischer titration |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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