Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzoic acid, 4-hydroxy-3-nitro-, methyl ester | HCID 66835 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Hydroxy-3-nitrobenzamide | HCID 11849632 | 53.1% |
Reaction Steps
A mixture of methyl 4-hydroxy-3-nitrobenzoate (1.00 g, 5.07 mmol) and concentrated aq ammonia (10.0 mL, 162 mmol) was heated to 100° C. for 90 mins (3×30 mins) in a microwave reactor. The mixture was poured into water (70 mL), acidified with 6N HCl and extracted with EtOAc (4×25 mL). The combined extracts were dried (MgSO4) and concentrated in vacuo. The residue was triturated with DCM (20 mL) filtered and washed with DCM before drying under vacuum to afford the crude title compound as a yellow solid 0.49 g, 53.0%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299257B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-716d37bf81204e1f99b19544f090e499 |
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| Source note | uspto-grants-2012_10 |
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