Reaction #1178462

ord-0eb7448356d8486296e793d9e104e226

Reaction equation

Nc1nc2cc(O)ccc2s1
2-amino-benzothiazol-5-ol
Nc1nc2cccc(O)c2s1
2-amino-benzothiazol-7-ol
COc1cccc(N)c1
3-methoxyaniline
N#C[S-].[NH4+]
ammoniumthiocyanate

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The two derivatives that are not commercially available (2-amino-benzothiazol-5-ol and 2-amino-benzothiazol-7-ol) can be obtained by cyclization of 3-methoxyaniline with ammoniumthiocyanate followed by demethylation with boron tribromide as outlined in the scheme below:

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08129374B2uspto-grants-2012_03