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| Compound | 2-methoxy-5-nitroaniline | ||||
|---|---|---|---|---|---|
| CAS No. | 99-59-2 | Catalog No. | XMZX-W20563 | Brand | |
| Purity | 99% | Packing | 25kg/DRUMS | Grade | |
| Lead Time | 3Day (s) | Origin | Loading Port | ||
| Boiling Point | 351.8ºC at 760mmHg |
|---|---|
| Stability | Stable, but may be moisture sensitive. Incompatible with water, acids, strong oxidizing agents, acid chlorides, acid anhydrides, chloroformates, liquid anisidine. |
| Storage Condition | Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed. |
| Appearance & Physical State | orange to brown powder |
| Water Solubility | Slightly soluble. |
| Flash Point | 166.6ºC |
| Density | 1.2068 |
| Melting Point | 116-120ºC |
Uses An imidazole antifungal agent, inhibits the synthesis of ergosterol, an essential cell wall component of fungi.
Chemical Synthesis 2,4-Dichloro acetophenone 169 was brominated at low temperature to give bromide intermediate 170, which was used without isolation. To the same pot, five-fold excess of imidazole was added to give imidazolylacetophenone 171 in 71% yield from 169. Sodium borohydride was employed to reduce ketone 171 to alcohol 172 in 78% yield. Racemic alcohol 172 was resolved with (-)-DIP-chloride to give its corresponding chiral R-alcohol 173 in 80% yield. Compound 173 was then alkylated with 3-bromomethyl-7-chlorobenzo[b]thiophene (174) in dry DMF in the presence of potassium t-butoxide to give the alkylation product in 68% yield. Finally, 60% nitric acid was used to make sertaconazole mononitrate (XXI) in 89% yield.
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