6-Bromo-2,3-dihydro-1,3-benzothiazol-2-one → 6-(3-Chloro-phenyl)-3H-benzothiazol-2-one

HRID 1007096

Reaction equation

HRID 1007096 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:5]2[NH:6][C:7](=[O:9])[S:8][C:4]=2[CH:3]=1.[Cl:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1>>[Cl:12][C:13]1[CH:18]=[C:17]([C:2]2[CH:11]=[CH:10][C:5]3[NH:6][C:7](=[O:9])[S:8][C:4]=3[CH:3]=2)[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 1884446-Bromo-2,3-dihydro-1,3-benzothiazol-2-oneHCID 2734323(3-Chlorophenyl)boronic acid

Product 1

HCID 99033466-(3-Chloro-phenyl)-3H-benzothiazol-2-one

Procedure

Prepared from 6-bromo-2-benzothiazolinone, 3-chlorophenyl boronic acid according to the procedure of example 12. A white solid: mp 195-196° C.; 1H-NMR (DMSO-d6) δ 11.95 (s, 1H), 7.96 (d, 1H, J=1.17 Hz), 7.7 (t, 1H, J=1.76 Hz), 7.62-7.59 (m, 2H), 7.46 (t, 1H, J=7.65 Hz), 7.4-7.38 (m, 1H), 7.18 (d, 1H, J=8.24 Hz); MS (EI) m/z 261 (M+, 30%); Anal. Calc. For C13H8ClNOS.0.5H2O: C, 57.67, H, 3.35, N, 5.17. Found: C, 57.98, H, 3.11, N, 4.98.

Sources & evidence

ORD record
ord-e6b8df277db541809403f1a2e0c9f84b
Source dataset
uspto-grants-2004_09
Patent number
US06794373B2

Linked notes

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