ChemicalBook CAS DataBase List 5-AMINO-2-METHYLBENZOTHIAZOLE

5-AMINO-2-METHYLBENZOTHIAZOLE synthesis

6synthesis methods

Product Name:5-AMINO-2-METHYLBENZOTHIAZOLE
CAS Number:13382-43-9
Molecular formula:C8H8N2S
Molecular Weight:164.23

2941-66-4
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$101.00/1g

13382-43-9
108 suppliers
$30.00/1g

Yield:13382-43-9 98%

Reaction Conditions:

with ammonium chloride;iron in methanol;water for 2 h;Reflux;

Steps:

1
To a mixture of 3.08 g (15.9 mmol) of 2-methyl-5-nitrobenzo[d]thiazole, 4.87 g (87.2 mmol) of powdered iron, and 6.79 g (126 mmol) of ammonium chloride was added 120 mL of methanol, and 30 mL of water. The mixture was stirred and heated at reflux for 2 h, then cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo, then the residue was partitioned between 60 mL of ethyl acetate and 40 mL of 10% Na₂CO₃. The combined ethyl acetate layers were dried over Na₂SO₄, filtered, and concentrated in vacuo. The crude product was purified via silica gel chromatography, eluting with 2:1 petroleum ether: ethyl acetate to give 2.55 g (98%) of a pale yellow solid.

References:

SIRTRIS PHARMACEUTICALS, INC. WO2009/85226, 2009, A2 Location in patent:Page/Page column 117

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