Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | 4-Iodophenylhydrazine | HCID 704591 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178515031 | HCID 178515031 | 8.3% |
Reaction Steps
4-Iodo phenyl hydrazine (8.97 g, 36.4 mmol) was added in one portion to a stirred mixture of phthalic anhydride (5.0 g, 33 mmol) in acetic acid (40 ml) at room temperature. The reaction mixture was heated to 125° C. for 2 hours, and then allowed to cool to room temperature. The suspension was poured into H2O (100 ml) and the resulting solid was removed by filtration. The mother liquor was acidified with conc. HCl. The resulting solid was collected by filtration and dried in vacuum to give the title compound (1.0 g, 8% yield) as a white solid. 1H-NMR: (400 MHz, D6-DMSO) 11.91 (1H, br. s), 8.30 (1H, d), 7.91–8.03 (3H, m), 7.83 (2H, d), 7.51 (2H, d); MS (ESI+)=365.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07226923B2 |
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| Source dataset | uspto-grants-2007_06 |
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| ORD ID | ord-e58e4b9985844b848c5d95b2b193a5d9 |
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| Source note | uspto-grants-2007_06 |
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