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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014399Generated: October 31, 2026

Hydrochloric Acid → HCID 67316649, compound

https://huagongshe.com/reaction/1014399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 59441786HCID 59441786—
SolventMethanolHCID 887—
ProductHCID 67316649HCID 67316649100%

Reaction Steps

A slurry of (2S)-1-acetyl-2-methyl-5-(methyloxy)-6-nitro-2,3-dihydro-1H-indole (5.7 g, 22.78 mmol) in MeOH (50 mL) and a 4N HCl solution in dioxane (56.9 mL, 228 mmol) was heated at 70° C. for 10 h. The resulting mixture was allowed to cool to rt and concentrated to afford (2S)-2-methyl-5-(methyloxy)-6-nitro-2,3-dihydro-1H-indole hydrogen chloride as a beige solid (5.55 g, 100%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.39 (d, J=6.41 Hz, 3H), 2.84 (dd, J=16.94, 7.60 Hz, 1H), 3.34 (dd, J=16.85, 8.06 Hz, 1H), 3.90 (s, 3H), 4.12-4.27 (m, 1H), 7.41 (s, 1H), 7.66 (s, 1H); ESIMS (M+H)+=209.00.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981903B2
Source datasetuspto-grants-2011_07
ORD IDord-5ee1d65e91fc457ab1fea5c7bcc7c772
Source noteuspto-grants-2011_07