Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86603004 | HCID 86603004 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | HCID 86603005 | HCID 86603005 | — |
Reaction Steps
2-Azido-3-trifluoromethyl-benzoic acid (460 mg, 2 mmol, compound IX) was dissolved in 2 ml of SOCl2 and the reaction mixture was heated at 80° C. for 1 hour. The remaining SOCl2 was evaporated in vacuo and the residue was coevaporated with dry benzene. Dry CH2Cl2 (2 ml) was added followed by a dropwise addition of 200 μl of aniline (2 mmol). The reaction mixture was stirred at room temperature for 1 hour. Saturated aq. NaHCO3 was added and the product was extracted with CH2Cl2. The resulting amide was purified by recrystallization from methanol. The yleld was 521 mg (86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592363B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-428ea428d7704fe5845e122870cbf3c2 |
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| Source note | uspto-grants-2009_09 |
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