5-Amino-2-naphthoic acid synthesis
- Product Name:5-Amino-2-naphthoic acid
- CAS Number:100184-66-5
- Molecular formula:C11H9NO2
- Molecular Weight:187.19
127810-67-7
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Yield:100184-66-5 89%
Reaction Conditions:
with sodium hydroxide in 1,4-dioxane;
Steps:
2 Preparation of 5-Amino-2-naphthoic Acid
Step (2) Preparation of 5-Amino-2-naphthoic Acid A mixture of ethyl 5-amino-2-naphthoate (7.0 g, 0.0325 mol), dioxane (40 ml), and 1 N NaOH (39 mL) was stirred at room temperature for 16 hours. The dioxane was removed under reduced pressure, H2 O (50 mL) was added, and the mixture was neutralized with acetic acid (2.23 mL). The resulting brown solid precipitate was collected by filtration to give the desired product (5.4 g, 89%), m.p. 231°-234° C. NMR (DMSO-d6, 300 MHz): δ6.78 (dd, J=6.9 Hz, 1.5 Hz, 1H), 7.26 (m, 2H), 7.80 (dd, J=9.0 Hz, 1.8 Hz, 1H), 8.14 (d, J=9.0 Hz, 1H), 8.39 (d, J=1.5 Hz, 1H).
References:
US4897405,1990,A
73399-92-5
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5773-66-0
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93-09-4
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