HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1) → HCID 22462810, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1) | HCID 104169 | — |
| Reactant | 3,3-dimethyl-6-nitro-2,3-dihydro-1H-inden-1-one | HCID 12441786 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | HCID 22462810 | HCID 22462810 | 19% |
Reaction Steps
6-Nitro-3,3-dimethyl-1-indanone (0.612 g, 2.98 mmol) [Smith, J. G. et al. Org. Prep. and Proc. Int. 1978, 10(3), 123-131] and 2-hydrazinobenzoic acid hydrochloride (0.562 g, 2.98 mmol) in formic acid (2 mL, 96%) were irradiated for two minutes in a closed cap Teflon vessel of a microwave oven (700W). The mixture was vacuum filtered, and the crude product was chromatographed (hexane/ethyl acetate 1:1) and triturated with petroleum ether/diethyl ether. Drying in vacuo afforded 0.178 g (19%) of the title compound as a yellow solid: mp 310° C. (dec); 1H NMR (DMSO-d6): δ 13.43 (s, 1H), 11.85 (s, 1H), 8.95 (s, 1H), 8.12 (d, 1H), 7.98 (d, 1H), 7.81 (m, 2H), 7.19 (t, 1H), 1.59 (s, 6H); IR (KBr): 3460, 1670 cm−1; MS (m/z) 322 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06391902B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-b383cf5ede2d4eee88b6eb71ea47084b |
| Source note | uspto-grants-2002_05 |