Potassium Bromide → HCID 22280173, compound

HRID 1063723Notes

Reaction equation

C[O:2][C:3](=[O:32])[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][C:28]([Cl:31])=[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-]>>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([CH2:24][O:23][C:20]2[CH:19]=[CH:18][C:17]([CH2:16][S:15][C:12]3[CH:13]=[CH:14][C:6]([O:5][CH2:4][C:3]([OH:32])=[O:2])=[C:7]4[C:11]=3[CH2:10][CH2:9][CH2:8]4)=[CH:22][CH:21]=2)=[CH:30][CH:29]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 20827084HCID 20827084, compound

Product 1

HCID 22280173HCID 22280173, compound

Procedure

The title compound was prepared in the manner analogous to Example 1 using 70A. mp 170-172° C.; IR (KBr) cm−1: 3054, 25.77, 1731, 1710, 1471, 1234; 400 MHz 1H NMR (DMSO-d6): δ 12.95 (br(s), 1H), 7.39 (s, 4H), 6.99-7.25 (m, 3H), 6.79-6.97 (m, 2H), 6.56 (d, 1H, J=8.4 Hz), 5.01 (s, 2H), 4.60 (s, 2H), 3.93 (s, 2H), 2.74 (t, 2H, J=7.4 Hz), 2.66 (t, 2H, J=7.4 Hz), 1.88 (pentet, 2H); MS m/z 453 (M−1). Anal. Calc'd for C25H23ClO4S: C, 66.00; H, 5.10. found: C, 65.95; H, 4.97.

Sources & evidence

ORD record: ord-c09d9dbeda574e6eb9848760b885a982
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06964983B2

Reaction notes

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