ChemicalBook CAS DataBase List 2,3-diaminonaphthalene

2,3-diaminonaphthalene synthesis

8synthesis methods

Product Name: 2,3-diaminonaphthalene
CAS Number:771-97-1
Molecular formula:C10H10N2
Molecular Weight:158.2

2050-75-1 Synthesis

2050-75-1
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771-97-1
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Yield:771-97-1 75%

Reaction Conditions:

with hydrogenchloride;ammonia;ammonium chloride in ethanol for 6 h;Reflux;

Steps:

Synthesis of 2,3-Diaminonaphthalene (2)
Compound 1 (2 gm) was dissolved in absolute ethanol. Ammonium chloride (1.5 gm),dil. HCl (in catalytic amount) and excess of strong ammonium solution were added to it and reuxed for 6 h on water bath till appearing of permanent dark greenish colour. After completion of reaction, solution was cooled and kept in deep freezer for overnight. Greenish crystals were fltered, dried and recrystallized with methanol. Dark greenish crystals;Yield 75%; Rf 0.89, Rf 0.82; mp 150 °C; IR (νmax,KBr, cm-1): 758, 854, 1473 (aromatic =C-N), 1500(aromatic C=C), 1681 (N-H), 3049 (N-H); 1H-NMR(CDCl3 500 MHz): 7.45-7.46 (dd, J=3.5-4 Hz, 2H,Ar-H), 7.12-7.14 (dd, J=3-3.5 Hz, 2H, Ar-H), 7.09 (s,Ar-H, 2H), 7.05 (s, Ar-NH2,4H).

References:

Kumar, Shiv;Kumar, Nitin;Drabu, Sushma [Oriental Journal of Chemistry,2017,vol. 33,# 2,p. 821 - 828]

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92-44-4 Synthesis