5-METHOXYBENZOTHIAZOLE

5-methoxybenzo [d] thiazol-2-amine (397 mg, 2.2 mmol) was dissolved in THF (16 ml). There to tertiary-butyl nitrite (0.375 ml, 3.17 mmol) was stirred overnight at 60 added. After the reaction, the solvent was evaporated. The residue was purified by silica gel column chromatography (SNAP 10g, hexane / ethyl acetate) to give the title compound (281 mg, 77.3percent) as a yellow solid.Intermediate 24:[0143] A mixture of intermediate 23 (1.33 g, 6.9 mmol), boric acid (2.3 g, 37.2 mmol) and formic acid (17 mL) was heated to reflux and stirred for 6 h. The reaction mixture was cooled to rt and diluted with water. The solution was made alkaline and extracted with ethyl acetate. Further purification by column chromatography (elution with PE EtOAc = 3:1) gave 5- methoxybenzo[JJthiazole (intermediate 24) (290 mg, 15percent). HPLC: 99percent, RT 2.646 min. MS (ESI) m/z 166.0 [M + H]

Molecular Weight:165.21
XLogP3:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:165.02483502
Monoisotopic Mass:165.02483502
Topological Polar Surface Area:50.4
Heavy Atom Count:11
Complexity:142
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes