Reaction #66037

ord-33cc1cc6355f48cab452c2dd53221d74

Reaction equation

Sc1nc2ccccc2s1
2-mercaptobenzothiazole
CC(=O)c1ccc(-n2c3ccc(C(C)=O)cc3c3cc(C(=O)c4ccc(F)cc4)ccc32)cc1
1-{4-[3-acetyl-6-(4-fluoro-benzoyl)-carbazol-9-yl]-phenyl}-ethanone
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
CC(=O)c1ccc(-n2c3ccc(C(C)=O)cc3c3cc(C(=O)c4ccc(Sc5nc6ccccc6s5)cc4)ccc32)cc1
1-{9-(4-Acetyl-phenyl)-6-[4-(benzothiazol-2-ylsulfanyl)-benzoyl]-9H-carbazol-3-yl}-ethanone

Reactants

Sc1nc2ccccc2s1
2-mercaptobenzothiazole
CC(=O)c1ccc(-n2c3ccc(C(C)=O)cc3c3cc(C(=O)c4ccc(F)cc4)ccc32)cc1
1-{4-[3-acetyl-6-(4-fluoro-benzoyl)-carbazol-9-yl]-phenyl}-ethanone
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherAn analogous reaction
  2. 2
    Othergives the product

Procedure

An analogous reaction as described in example 5.a by using 2-mercaptobenzothiazole and 1-{4-[3-acetyl-6-(4-fluoro-benzoyl)-carbazol-9-yl]-phenyl}-ethanone in the presence of potassium carbonate gives the product. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 2.74 (s, 3H), 2.75 (s, 3H), 7.35 (t, 1H), 7.47 (t, 2H), 7.52 (d, 1H), 7.72 (d, 2H), 7.77 (d, 1H), 7.86 (d, 2H), 7.92 (d, 2H), 7.96 (d, 1H), 8.03 (d, 1H), 8.15 (d, 1H), 8.28 (d, 2H), 8.71 (s, 1H), 8.81 (s, 1H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524425B2uspto-grants-2013_09