Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Fluoro-2-nitrobenzoic acid | HCID 2737416 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21460761 | HCID 21460761 | — |
Reaction Steps
Suspend 4-fluoro-2-nitro-benzoic acid (4.5 g, 24.3 mmol) in toluene (20 mL), add thionyl chloride (22.5 mL) seal the flask and warm to 50° C. for 3 hours. Concentrate the reaction in vacuo and reconcentrate two more times from toluene. Place under high vacuum for 1 hour. Dissolve the acid chloride in methylene chloride (40 mL) and add t-butylamine (13.5 mL). Stir the reaction at room temperture. Concentrate the reaction in vacuo to yield the 4-fluoro-2-nitro-tert-butylbenzamide as an off white solid (5.5 g, 95%); mp 142°-143° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05675018 |
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| Source dataset | uspto-grants-1997_10 |
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| ORD ID | ord-b2b906d74abe40f3b8f5f4eb253d9752 |
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| Source note | uspto-grants-1997_10 |
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