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2,5-Benzothiazolediamine(9CI) synthesis

5synthesis methods
-

Yield:50480-29-0 66%

Reaction Conditions:

with ethanol;tin(ll) chloride at 80; for 4 h;

Steps:

16 Example 16:; 5-amino-benzothiazol-2-ylamine

To a solution of ethanol (36 mL) was added [5-NITRO-BENZOTHIAZOL-2-YLAMINE] (Example 15,78 mg, [O 35 MMOL)] and tin dichloride dihydrate (449 [MG,] 2 [MMOL).] The resulting mixture was heated at [80C] for 4 hours. The solution was cooled to room temperature and the solvent was removed. The residue was dissolved in ethyl acetate and poured onto 50 mL of 1.5 N [NAOH] solution and extracted using ethyl acetate (3 x 30 mL). The combined organic layers were dried over [MGS04,] filtered and concentrated to give a solid (43 mg, [66%). 1H] NMR (DMSO d) 8 : 7.23-7. 19 (m, 3H), 6.59 (d, [1H,] J = 1.96 Hz), 6.32 (dd, [1 H,] J = 2.18, 8.28 Hz), 4.88 [(BR S,] 2H); MS [(ESI)] 166 [(M+1,] 100%).

References:

WO2004/14885,2004,A1 Location in patent:Page 35

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