Potassium Bromide → HCID 22279993, compound
Reaction equation
C[O:2][C:3](=[O:31])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:19][CH:18]=2)=[C:11]2[C:7]=1[CH2:8][CH2:9][CH2:10]2.[K+].[Br-]>>[CH2:24]([O:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][S:15][C:12]2[CH:13]=[CH:14][C:6]([O:5][CH2:4][C:3]([OH:31])=[O:2])=[C:7]3[C:11]=2[CH2:10][CH2:9][CH2:8]3)=[CH:22][CH:21]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1Participants
3
Procedure
The title compound was prepared in the manner analogous to Example 1 using 69A. mp 145-147° C.; IR (KBr) cm−1:3066,2584, 1742, 1511, 1234; 400 MHz 1H NMR (DMSO-d6): δ 12.94 (br(s), 1H), 7.21-7.44 (m, 5H), 6.99-7.15 (m, 3H) 6.80-6.90 (m, 2H), 6.56 (d, 1H, J=8.3 Hz), 5.01 (s, 2H), 4.61 (s, 2H), 3.93 (s, 2H), 2.75 (t, 2H, J=7.3 Hz), 2.67 (t, 2H, J=7.3 Hz), 1.89 (pentet, 2H); MS m/z 419 (M−1). Anal. Calc'd for C25H24O4S: C, 71.40; H, 5.75. found: C, 71.46; H, 5.75.
Sources & evidence
- ORD record
- ord-8ae7a52c83034e93b0256c8fb3bd60df
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06964983B2
Reaction notes
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