Potassium Bromide → HCID 22237598, compound

HRID 1743518Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[OH:25])[C:5]([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:6].Cl[S:27]([C:30]1[CH:38]=[CH:37][C:33]([C:34]([OH:36])=[O:35])=[C:32]([OH:39])[CH:31]=1)(=[O:29])=[O:28].[K+].[Br-]>>[Br:1][C:2]1[CH:3]=[C:4]([C:5](=[O:6])[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:22]=[CH:23][C:24]=1[O:25][S:27]([C:30]1[CH:38]=[CH:37][C:33]([C:34]([OH:36])=[O:35])=[C:32]([OH:39])[CH:31]=1)(=[O:29])=[O:28]

Participants

Reactant 3

HCID 253877Potassium Bromide

HCID 146685314-(Chlorosulfonyl)-2-hydroxybenzoic acid

HCID 22237385HCID 22237385, compound

Product 1

HCID 22237598HCID 22237598, compound

Procedure

The title compound was prepared as a white solid (0.388 g, 40%) from 3-bromo-4-hydroxy-N-(8-phenyloctyl)benzamide and 4-chlorosulfonyl-2-hydroxy-benzoic acid using a procedure similar to step 3 of Example 179. 1H NMR (DMSO-d6) δ 8.57 (bt, 1H); 8.50 (d, 1H); 7.99 (dd, 1H); 7.86 (dd, 1H); 7.38–7.32 (m, 3H); 7.26–7.10 (m, 5H); 3.50 (bs, 2H); 3.20 (dd, 2H); 2.53 (t, 2H); 1.50 (m, 4H); 1.28 (m, 8H); IR (KBr) 3480, 3350, 2950, 2850, 1900, 1690, 1630, 1600, 1580, 1540, 1480, 1450, 1360, 1285, 1250, 1205, 1180, 1110, 1080, 1040, 930, 860 cm−1; mass spectrum [(+)APCI], m/z 604 (M+H)+; Anal. Calcd. for C28H30BrNO7S: C, 55.63; H, 5.00; N, 2.32. Found: C, 54.33; H, 5.11; N, 1.95.

Sources & evidence

ORD record: ord-9615294e14794664aadb9f757524c7cd
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07008636B2

Reaction notes

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