Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 23505677 | HCID 23505677 | — |
| Reactant | HCID 178418852 | HCID 178418852 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 12427497 | HCID 12427497 | 47.1% |
Reaction Steps
To a solution of 2-benzoyl-4,5-(methylenedioxy)aniline (200 mg) in AcOH (10 mL) was added water (1 mL) and NaOCN (64 mg) at 10° C. The mixture was stirred at 10° C. for 1 h, then at rt for 2 h. Water (70 mL) was added to the mixture. The resulting yellow solid was collected by filtration, washed with water and 3:2 hexane/EtOAc, recrystallized from DMSO/water to yield the title compound as a yellow solid (104 mg, 47%), mp: 351-354° C. 1H NMR (DMSO-d6): 11.86 (s, 1H), 7.63-7.58 (m, 5H), 6.94 (s, 1H), 6.85 (s, 1H), 6.16 (s, 2H). Anal. calcd. for C15H10N2O3: C, 67.67; H, 3.79; N, 10.52. Found: C, 67.53; H, 3.76; N, 10.29.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06765006B2 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-8d9d6307f2d14ca4afb57faf619cdfdd |
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| Source note | uspto-grants-2004_07 |
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