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6-BROMO-5-METHYLBENZO[D]THIAZOL-2-AMINE synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with bromine;acetic acid at 26; for 18 h;

Steps:

52.A Step A. 6-bromo-7-methylbenzordlthiazol-2-amine and 6-bromo-5-methylbenzordlthiazol-2- amine

Step A. 6-bromo-7-methylbenzordlthiazol-2-amine and 6-bromo-5-methylbenzordlthiazol-2- amine To a solution of compound 3,4-dimethyl-aniline (7.1 g, 0.059 mol) in AcOH (1 10 mL), was added Br 2 (9.44 g, 0.059 mmol) and potassiumpotassium thiocyanate (5.7 g, 0.059 mmol) accordingly. The reaction mixture is stirred for 18 hrs at 26°C. The mixture was filtered. The filtrate was concentrated and partitioned by DCM and aq. Na2C(. The organic layer was washed with water and brine, dried over Na2S04 and concentrated in vacuo to afford a crude mixture of two regioisomers: 6-bromo-7-methylbenzo[d]thiazol-2-amine and 6-bromo-5- methylbenzo[d]thiazol-2-amine which were separated by preparative HPLC to give the title compound.

References:

WO2015/89809,2015,A1 Location in patent:Page/Page column 91 WO2015/95256,2015,A1 Location in patent:Page/Page column 91