Ethanol → 5-Amino-6-nitro-1-indanone

HRID 2196859Notes

Reaction equation

HRID 2196859 reaction equation
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][C:10]2=[O:13])=[CH:6][C:5]=1[NH:14]C(=O)C)([O-:3])=[O:2].CCO>Cl>[NH2:14][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:4]=1[N+:1]([O-:3])=[O:2])[C:10](=[O:13])[CH2:9][CH2:8]2

Participants

4

Reactant 2

HCID 702EthanolHCID 15084115N-(6-Nitro-1-oxo-indan-5-yl)-acetamide

Product 1

HCID 150841165-Amino-6-nitro-1-indanoneYield 97.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
15 °C

Procedure

A suspension of N-(6-nitro-1-oxo-indan-5-yl)-acetamide (10 g, 0.042 mol) in HCl (200 ml, 2 N)) and EtOH (100 ml) was refluxed for 30 min. The reaction was cooled to 15° C. and the resulting precipitate was isolated and recrystallized from dilute ethanol to give 7.9 g (97.5%) of yellow solid.

Workup

  1. temperaturewas refluxed for 30 min
  2. customthe resulting precipitate was isolated
  3. customrecrystallized from dilute ethanol

Sources & evidence

ORD record
ord-c953a599c6cb4de6a6b3a459794a395f
Source dataset
uspto-grants-2012_12
Patent number
US08338487B2

Reaction notes

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