Hydrazine hydrate (1:1) → 2-Naphthohydrazide
Reaction equation
C([O:3][C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1)=O)C.O.[NH2:17][NH2:18]>C(O)C>[CH:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:14]=[CH:15][C:6]=1[C:4]([NH:17][NH2:18])=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-naphthyl carboxylic acid ethyl ester (2.0 g, 9.99 mmol) in absolute ethanol (30 ml) was added hydrazine hydrate (4.85 ml, 99.9 mmol) and the reaction mixture was heated at reflux temperature for 72 h. The reaction mixture was cooled and the precipitate was filtered off, washed with 96% ethanol (2×10 ml) and diethyl ether (3×10 ml), dried in vacuo at 50° C. which afforded 0.9 g (48%) of naphthalene-2-carboxylic acid hydrazide as a solid.
Workup
- temperaturethe reaction mixture was heated
- temperatureat reflux temperature for 72 h
- temperatureThe reaction mixture was cooled
- filtrationthe precipitate was filtered off
- washwashed with 96% ethanol (2×10 ml) and diethyl ether (3×10 ml)
- customdried in vacuo at 50° C. which
Sources & evidence
- ORD record
- ord-ba39d8f4d23f4519a20ecf6ea8ca824d
- Source dataset
- uspto-grants-1999_09
- Patent number
- US05958957
Reaction notes
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