2,7-Dinitronaphthalene → 7-Nitro-2-aminonaphthalene

HRID 891962Notes

Reaction equation

HRID 891962 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][C:8]([N+:14]([O-])=O)=[CH:9][CH:10]=2)[CH:5]=1)([O-:3])=[O:2]>C(OC(=O)C)C.CN(C=O)C>[NH2:14][C:8]1[CH:7]=[C:6]2[C:11]([CH:12]=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5]2)=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 906202,7-Dinitronaphthalene

Product 1

HCID 154071007-Nitro-2-aminonaphthaleneYield 24%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 2,7-dinitro-naphthalene in ethylacetate (400 ml) and DMF (4 ml) was hydrogenated over P/C at 50° C. for 2 hours. After work-up and purification by chromatography 2.1 g (11.2 mmol, 24%) of the title compound, MS: m/e=251(M+) was obtained.

Sources & evidence

ORD record
ord-4a44648623804c978438a370eb54194d
Source dataset
uspto-grants-2006_02
Patent number
US07005432B2

Reaction notes

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