ChemicalBook CAS DataBase List 2-AMINO-BETA-NAPHTHOTHIAZOLE

2-AMINO-BETA-NAPHTHOTHIAZOLE synthesis

6synthesis methods

Product Name:2-AMINO-BETA-NAPHTHOTHIAZOLE
CAS Number:40172-65-4
Molecular formula:C11H8N2S
Molecular Weight:200.26

333-20-0
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134-32-7
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40172-65-4
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$41.00/5mg

Yield: 61.5%

Reaction Conditions:

with bromine;acetic acid at 25 - 35; for 20 h;

Steps:

4 Synthesis of 2-aminobenzothiazoles I-IV
General procedure: A solution of bromine (0.26mL, 10.0mmol) in acetic acid (5.0mL)was added over about 30 min to a mixture of aromatic amine(10.0 mmol) and potassium thiocyanate (1.07 g, 11.0 mmol) in aceticacid (20 mL), the temperature being kept between 25 and 35 °C. The slurry was then stirred for 20 h at room temperature. The precipitate was filtered, washed with a little acetic acid, slurried in water, made neutral with aqueous ammonia, and filtered again. The residue was boiled for 20 min with excess of hydrochloric acid (15% v:v) and the hot mixture was filtered from impurities. The filtrate, cooled to 10 °C,was made alkaline with aqueous ammonia and the precipitate was filtered,washed, and dried. The crude product was recrystallized from ethanol-water to afford I-IV, respectively.

References:

Moradi Rufchahi;Yousefi, Hessamoddin;Mohammadinia, Mojgan [Journal of Molecular Liquids,2013,vol. 188,p. 173 - 177]