Nitric Acid → 1-Amino-7-hydroxy-4-methyl-6-nitroindane hydrochloride

HRID 414690Notes

Reaction equation

HRID 414690 reaction equation
[ClH:1].[NH2:2][CH:3]1[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[CH:9][C:10]=2[OH:12])[CH2:5][CH2:4]1.C(OC(=O)C)(=O)C.[N+:21]([O-])([OH:23])=[O:22]>C(O)(=O)C>[ClH:1].[NH2:2][CH:3]1[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[C:9]([N+:21]([O-:23])=[O:22])[C:10]=2[OH:12])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 136041701-Amino-7-hydroxy-4-methylindane hydrochloride

Product 1

HCID 136041881-Amino-7-hydroxy-4-methyl-6-nitroindane hydrochloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

5.75 Grams of 1-amino-7-hydroxy-4-methylindane hydrochloride was suspended in 40 ml of acetic acid, then 3.27 ml of acetic anhydride and a solution consisting of 2.59 ml of concentrated nitric acid and 10 ml of acetic acid were added thereto, and the whole mixture was stirred at a room temperature for 6 hours. The solvent was removed by evaporation, the residue was washed with acetone and recrystallized from ethanol to obtain 2 g of 1-amino-7-hydroxy-4-methyl-6-nitroindane hydrochloride in the form of yellow needle-like crystals. Melting point: 200°-230° C. (decomp.).

Workup

  1. additionwere added
  2. customThe solvent was removed by evaporation
  3. washthe residue was washed with acetone
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-5b28386f282d41f08dfdd9a65a7dd066
Source dataset
uspto-grants-1988_12
Patent number
US04792628

Reaction notes

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