HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 13244367, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 5-Methyl-2-nitrobenzoic acid | HCID 18371 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13244367 | HCID 13244367 | 90% |
Reaction Steps
To a solution of 5-methyl-2-nitrobenzoic acid (17.0 g, 93.8 mmol) and DMF (0.1 mL) in THF (150 mL) was added dropwise oxalyl chloride (13.1 g, 103 mmol) under ice-cooling, and the mixture was stirred at room temperature for 3 hr. This solution was added dropwise to aqueous ammonia (8% aqueous solution, 210 mL) under ice-cooling. The reaction solution was concentrated under reduced pressure to evaporated THF, and the precipitated insoluble material was collected by filtration. The filtered cake was washed with water to give 5-methyl-2-nitrobenzamide as a pale-yellow powder (15.3 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915267B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-7cdec4d4f79d417eb3a2a47999b1f258 |
| Source note | uspto-grants-2011_03 |