ChemicalBook CAS DataBase List 2,6-diaminonaphthalene

2,6-diaminonaphthalene synthesis

10synthesis methods

Product Name:2,6-diaminonaphthalene
CAS Number:2243-67-6
Molecular formula:C10H10N2
Molecular Weight:158.2

1312611-11-2
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2243-67-6
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Yield:2243-67-6 46%

Reaction Conditions:

Stage #1: C₁₂H₆N₆O₂with sulfuric acid at 0 - 20; for 2 h;
Stage #2: with sodium hydroxide in water;Cooling with ice;

Steps:

VII.VII-III.VII-L

General Procedure VII-LCompound VII-IIIB (1.5 g, 5.64 mmol) was added into 45 mL of conc. H₂SO₄at 0° C. portion wise. After addition, the reaction solution was stirred at r.t. for 2 hrs. The solution was poured into ice water (20 mL) slowly and made alkaline by addition of aq. NaOH (50%). The mixture was extracted with EtOAc (100 mL×3). The combined organic layers were washed with brine, dried over anhydrous Na₂SO₄, and concentrated in vacuo to give naphthalene-2,6-diamine (VII-IIIC) (411 mg, yield 46%), which was used directly in next step without further purification.

References:

US2011/152246,2011,A1 Location in patent:Page/Page column 260

3230-35-1 Synthesis