Potassium Bromide → HCID 22280137, compound

HRID 1063753Notes

Reaction equation

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

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 20827097HCID 20827097, compound

Product 1

HCID 22280137HCID 22280137, compound

Procedure

The title compound was prepared in the manner analogous to Example 1 using 87A. mp 161-162° C.; IR (KBr) cm−1: 3177, 3065, 1706, 1475, 1432, 1233; 400 MHz 1H NMR (DMSO-d6): δ 13.00 (bs, 1H), 7.78-7.85 (m, 1H), 7.58-7.64 (m, 1H), 7.42-7.53 (m, 2H), 7.15 (d, 1H, J=8.6 Hz), 6.84 (s, 1H), 6.60 (d, 1H, J=8.6 Hz), 4.62 (s, 2H), 4.09 (s, 2H), 2.72-2.82 (m, 4H), 1.91 (pentet, 2H); MS m/z 416 (M+1). Anal. Calc'd for C21H18ClNO4S: C, 60.65; H, 4.36; N, 3.37. found: C, 60.56; H, 4.28; N, 3.16.

Sources & evidence

ORD record: ord-932bb279489a48b7a3c9f441ab995428
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06964983B2

Reaction notes

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