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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936837Generated: November 1, 2026

Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1) → HCID 22462810, compound

https://huagongshe.com/reaction/1936837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic acid, 2-hydrazinyl-, hydrochloride (1:1)HCID 104169—
Reactant3,3-dimethyl-6-nitro-2,3-dihydro-1H-inden-1-oneHCID 12441786—
SolventFormic AcidHCID 284—
ProductHCID 22462810HCID 2246281019%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06391902B1
Source datasetuspto-grants-2002_05
ORD IDord-b383cf5ede2d4eee88b6eb71ea47084b
Source noteuspto-grants-2002_05