7-Chloro-2-benzoxazolamine synthesis

6synthesis methods

Product Name:7-Chloro-2-benzoxazolamine
CAS Number:64037-11-2
Molecular formula:C7H5ClN2O
Molecular Weight:168.58

38191-33-2
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$23.00/1g

104619-51-4
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$12.00/100mg

64037-11-2
32 suppliers
$46.00/1g

Yield:64037-11-2 92%

Reaction Conditions:

in acetonitrile; for 10 h;Inert atmosphere;Reflux;

Steps:

7-chlorobenzo[d]oxazol-2-amine (KR-402Cl)

Di(imidazole-1-yl)methanimine (17.59 mmol, 2.83 g) was added to a solution of 2-amino-6-chlorophenol (7.03 mmol, 1.01 g) in acetonitrile (40 mL) with constant magnetic stirring. The reaction was then placed under argon atmosphere and refluxed for ten hours. The reaction was then concentrated under reduced pressure and silica gel column chromatography (2:1 hexanes/ethyl acetate) provided a crystalline white solid in a 92% yield.

References:

Rynearson, Kevin D.;Charrette, Brian;Gabriel, Christopher;Moreno, Jesus;Boerneke, Mark A.;Dibrov, Sergey M.;Hermann, Thomas [Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,# 15,p. 3521 - 3525] Location in patent:supporting information

603-86-1 Synthesis