Hydrochloric Acid → 5-Nitro-1-aminonaphthalene hydrochloride
Reaction equation
[ClH:1].[N+:2]([C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH2:9][C:10]2=[N:15]O)([O-:4])=[O:3]>C(O)(=O)C>[ClH:1].[N+:2]([C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[C:10]2[NH2:15])([O-:4])=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
In a 100 mL flask equipped with a reflux condenser, an inlet tube for hydrogen chloride gas and a thermometer were placed 2.1 g of 5-nitro-1-tetralone oxime and 40 mL of acetic acid. While bubbling hydrogen chloride gas, the mixture was heated at 100° C. for 4 hours with stirring by a stirring bar. After allowing the mixture to be cooled to room temperature, a precipitated 5-nitro-1-aminonaphthalene hydrochloride was collected by filtration and rinsed with a small amount of acetic acid. After drying in vacuo, 5-nitro-1-aminonaphthalene hydrochloride (1.0 g) was obtained. No naphthalene derivatives isomerized in the amino or nitro group were detected.
Workup
- customWhile bubbling hydrogen chloride gas
- temperatureto be cooled to room temperature
- filtrationa precipitated 5-nitro-1-aminonaphthalene hydrochloride was collected by filtration
- washrinsed with a small amount of acetic acid
- customAfter drying in vacuo
Sources & evidence
- ORD record
- ord-e05ee77efa604301b5374ac0f02e3bcc
- Source dataset
- uspto-grants-2004_05
- Patent number
- US06737548B2
Reaction notes
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